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Plan your next adventure with these expert tips from a Lonely Planet writer

Anita Isalska

Nov 27, 2019 • 7 min read

planning a trip of

With these expert travel-planning tips, you can maximize your next vacation © Kiattisak Lamchan / EyeEm / Getty

Being a travel writer for Lonely Planet has broadened my skills in interesting ways. I’ve developed the nerve to drive narrow mountain roads and the stomach to sample the world’s moldiest cheeses. When it comes to identifying bug bites, I have the knowledge (and probably the anti-itch spray). Best of all, I’ve got trip planning down to an art.

A woman with a suitcase and backpack stands in front of an airport window, looking at the sun

If you want to be a travel writer, you need to appreciate a good spreadsheet as much as a tropical sunset. Professional travel writers squeeze every last minute out of their trips, usually on a slim budget. The privilege of traveling the world and writing about it comes with high pressure and tight deadlines. That means travel writers are tireless at finding bargains, pros at crafting itineraries, and able to travel nimbly while ensuring their experiences are as rich as their readers deserve. I’ve covered more than a dozen countries for Lonely Planet’s guidebooks, and here are a few tips I’ve learned along the way.

1. Play with multiple searches and planning tools

When looking for transport and accommodation, I treat the internet as a giant, messy laboratory. For flights, I use a combination of Google Flights for reference, email alerts and error fare websites like AirFare Watchdog , and Skyscanner to compare fares across a range of dates. With hotels, booking directly often produces the best rate but I always do extra searches via aggregators like Booking.com . 

Make sure you’re comparing like with like: are taxes, breakfasts and resort fees included? Above all, experiment with multiple tools and approaches. I once saved hundreds of dollars on car rental by logging out of the very rewards program I had assumed would unlock cheaper prices – loyalty doesn’t always pay!

2. Be open-minded in the early planning stages 

A little imagination can transform the price of your trip, as well as open up interesting detours. If you’re flying, search routes into neighboring airports – even those beyond your desired country (for example, Vienna and Bratislava each have international flights and they’re a direct bus ride apart). If a layover significantly reduces the fare, consider whether it can be transformed into a feature of the trip: perhaps an airport spa in Singapore, a walking tour of Amsterdam, a few bleary hours in Reykjavík’s Blue Lagoon? 

If you aren’t traveling long-haul, reconsider the need to fly. London to Berlin is a fast plane journey, but does it beat a picnic aboard the Eurostar to Brussels, an evening of chips and Belgian beer, followed by a scenic train ride the next day? 

By thinking creatively, fueled by travel inspo from blogs, forums and a Lonely Planet guidebook, you might even decide on a trip more exciting than your original plan. If it weren't for a series of “what ifs,” I would never have ended up on holiday in Moldova – and the country’s wine labyrinths and remote monasteries are still among my most treasured travel memories.

A pile of old passports

3. Clear paperwork hurdles early 

The four horsemen of travel failure are passports, visas, cash flow and insurance. They’re all dull to think about, but they’re also expensive and time-consuming to fix. Double-check if you need a visa and examine your passport early (its expiration may need to be three or six months beyond your trip dates). Log on to your online banking to add travel alerts to reduce the risk of spending day one of your trip begging to restore your debit card’s functionality. Lock down travel insurance and actually read the fine print (OK, skim-read). And while you’re in travel-planning mode, request your vegetarian in-flight meal, reserve train or plane seats, and everything else you can theoretically do until the day before you depart. In my experience, these are exactly the details that get forgotten in the run-up to a trip. 

4. Design a killer itinerary (that won’t kill you)

Building an action-packed itinerary is a balancing act. A string of one-night stays in different places is more endurance race than vacation; big-ticket cities and outdoor activity hubs deserve at least a couple of nights each. If your itinerary is looking busy, think about trimming a destination or planning day-trips from one base – you’ll lose less time to packing and hotel check-ins. 

Scrutinize the beginning and end of the trip: don’t book the best activities for day one (transport delays, jet lag…) and re-think long drives or rickety train connections on the last day. Use Google Maps to calculate timings for a road trip, but beware of searching routes in summer that you intend to drive in winter. I learned that the hard way, while driving a snow-bogged four-hour detour in the French Alps .

5. Balance forward-planning with spontaneity

Some travelers create detailed plans in advance, others go with the flow. The best travelers do a mixture of both, because neither high-detail planning nor devil-may-care spontaneity works 100% in every destination. 

The trick is knowing when to apply each strategy, so browse travel forums, ask well-traveled friends, and learn from disappointed TripAdvisor users. It’s all essential to learning which aspects of your trip would benefit from forward planning (such as netting a reasonably-priced hotel in a ski resort) and where you can be spontaneous (like last-minute accommodation during Europe’s shoulder season, or lining up for cut-price Broadway tickets in NYC).

A blank notebook with a pencil on a wooden table

6. Leave a blank at the end of every itinerary

Travel writers usually have hectic itineraries but we always try to add a spare day or two to the end of a trip. A schedule-free day is invaluable for following local recommendations: exploring a lesser-visited town, hiking, or maybe saying yes to a Valentine’s Day party by Lake Baikal (highlight of my Siberia trip). 

Occasionally the bonus day is consumed by transport or health mishaps, but it’s a useful buffer if you need to adjust any plans. On one assignment in Malaysia , I had to dedicate my spare 24 hours to investigating which soft drink is best after a bout of food poisoning – it’s 100PLUS, if you’re wondering – but at least I didn’t lose a research day.

7. Maintain tech-free backups

I’m glued to my mobile phone when I travel. I plot out routes using Google Maps and navigate using OsmAnd . I snap reference pictures with my phone and use voice recording apps for interviews. Though I use Google Fi to get free international roaming, I sometimes buy a SIM card – on assignments it’s handy to have a local number to give out. 

Despite staying plugged in, I always prepare for connectivity issues. When my phone suddenly overheated on my last trip to Bulgaria , I was glad to have scribbled down my travel plans on paper. For the same reason, it’s worth printing boarding passes: phones have a habit of freezing right at the moment you’re trying to flash a ticket or load up a hotel confirmation number. And while ATMs in most parts of the world accept major cards, I try to arrive with local currency – it’s saved me when the lone ATM in Arrivals is broken and the bus driver only accepts cash.

Hands of a woman packing her suitcase at home.

8. Pack a little for a lot of situations

On my very first solo trips in my teens, I over-prepared. It was obvious to anyone who saw me waddling along under the weight of my overstuffed rucksack. I had snacks crammed into every spare pocket, a bulging bag of just-in-case medical supplies, enough tampons for an all-female mission to Mars. 

Later, when I started going on travel writing assignments, I urgently needed to streamline. Unless traveling to somewhere seriously remote, it’s usually sufficient to pack a little for a lot of situations, limiting yourself to one non-perishable food item (for delays or late-night arrivals) or a single bottle of painkillers (enough to tide you over until you can reach a pharmacy). 

Prioritize items with multiple uses: I love big lightweight scarves for keeping warm on planes, covering up in mosques and churches, hanging as a privacy screen in hostel bunks, and padding around fragile souvenirs. Allowing a little breathing room – in your luggage, itinerary and expectations – ensures the happiest of travels.

You might also like How to plan a bachelor or bachelorette party abroad 10 ways to improve your travels in 2020 Here are 20 cheap places to fly in 2020

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How to Plan a Trip

Anya Kartashova

Anya Kartashova is a freelance writer and full-time traveler based in Salt Lake City. She has written about travel rewards and personal finance for FrugalTravelGuy, Fodor's, FlyerTalk, 10xTravel and Reward Expert. Her goal is to visit every country in the world by offsetting the cost with points and miles.

Meg Lee

Megan Lee joined the travel rewards team at NerdWallet with over 12 years of SEO, writing and content development experience, primarily in international education and nonprofit work. She has been published in U.S. News & World Report, USA Today and elsewhere, and has spoken at conferences like that of NAFSA: Association of International Educators. Megan has built and directed remote content teams and editorial strategies for websites like GoAbroad and Go Overseas. When not traveling, Megan adventures around her Midwest home base where she likes to attend theme parties, ride her bike and cook Asian food.

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Have you avoided traveling during the pandemic? Travelers who’ve stuck close to home for the past two years are now looking to resume their wandering ways — maybe you are too.

But where to begin? Perhaps you haven’t planned a trip in a while and need a refresher. Or maybe you just got a new passport and don’t know where to start. We’re here to offer some helpful advice on how to plan your next trip, from choosing dates and accommodations to earning rewards points toward your next big vacation .

Be flexible with your destination and travel dates

Many want to travel to a specific place, and there’s nothing wrong with that. Japan in March, Greece in August, and Turks and Caicos in December all sound lovely, but be aware that high-demand destinations come with a high price tag, especially if you have specific travel dates in mind.

We’re not saying to throw a dart at a map to choose your next vacation, but we do recommend being open to a variety of destinations. Let a fare deal guide your travels.

» Learn more: How to shop for flights

For example, summer is a popular time to visit Europe. However, the autumn and winter months are when you’ll find some of the best flight deals to the continent. It’s also when accommodations are more affordable. So, take the opportunity to explore the world by following the price instead of the destination.

Additionally, be flexible with travel dates. Yes, a nine-day trip can help you include weekends and use less paid time off, but often flights cost more when your dates are nonnegotiable. We recommend being open to flying midweek to take advantage of the lowest fares.

If you want to redeem frequent flyer miles for an award flight, follow a similar strategy but book as soon as you find dates with low-level redemption rates. They can disappear quickly if others are shopping for flights using miles too.

» Learn more: Plan your next redemption with our airline points tool

Research what to do at your destination

If you’re visiting for the first time and are unfamiliar with your destination, it might be difficult to decide what to do once you get there. Cappadocia, a region in Turkey, is famous for hot air balloon rides. Australia’s Great Barrier Reef is known for some of the best scuba diving. Finland offers reindeer safaris.

Unless someone you know has been to these places and shared details about their trip, you wouldn’t know this information without first doing some research.

So, if you’ve already booked your flights and know how long you’ll be at your destination, it’s time to learn more about the place. For example, if you have two weeks and are flying to Istanbul, search online for “two-week Turkey itinerary” and read through several travel blogs for ideas.

You’ll likely find out about the relaxing hammams in Istanbul, the magical hot air balloon rides in Cappadocia, the ruins in the ancient city of Ephesus and the beautiful beach towns of Bodrum Peninsula. Put together an itinerary based on your interests and decide how many nights you want to spend in each city.

» Learn more: How to find cheap things to do in any city

Book accommodations

Unless you’re going on a short trip to one city, book your hotels after you create an itinerary. For a multi-city trip, decide how many nights you want to stay in each place and book your accommodations accordingly.

If you have hotel loyalty points , look up which hotel chains are present in each location and determine whether a redemption offers good value or if it’s better to pay cash instead.

» Learn more: The most valuable hotel rewards programs this year

If you’d rather stay in a boutique hotel or a guesthouse, look up your options on a site such as Booking.com. The website is a travel agency for lodging, where you can find anything from hostels to five-star hotels. If you sign up for its loyalty program and reserve many stays through the site, you can get discounts on hotel bookings, complimentary breakfast and upgrades at participating properties.

Learn how to get around in your destination

If you’re going on a road trip across the United States, this doesn’t apply to you as your choice of transportation has already been decided.

However, if you’re headed abroad and have multiple cities on the agenda, learn how to best travel around the country. For example, train travel is well-established in Germany, and you shouldn’t have problems traveling between Frankfurt, Stuttgart and Munich. However, visiting the Greek islands requires either flying or taking a ferry.

Rome2rio is a helpful website for planning transport in any geographical location. Enter two cities and find out the best ways to travel between them, including by bus, train and rideshare.

Open a travel rewards card

Signing up for a travel rewards card before a trip is a great idea. You can pay for everything with one card and meet the minimum-spending requirement faster than you would at home.

We recommend applying for a card that earns bonus rewards on travel and dining. For example, the American Express® Green Card earns 3 points per dollar spent on travel, transit and at restaurants. Use it to pay for lodging, public transport and dining out and earn triple points on most of the spending you do while traveling. Terms apply.

The Citi Strata Premier℠ Card earns 3 points per dollar on air travel and hotels, at restaurants and in supermarkets, so again, many relevant bonus categories are covered. If you book a hotel totaling at least $500 through the Citi ThankYou Rewards portal and use the Citi Strata Premier℠ Card to pay for it, you’ll receive a $100 credit back, once per calendar year.

The Chase Sapphire Preferred® Card is another great card to use on a trip and earn bonus points. With this card, you’ll earn 3 points per dollar on dining and 2 points per dollar on travel. You can also get an annual $50 credit when booking a hotel through Chase's travel portal.

» Learn more: The best travel card welcome bonuses right now

Set up lounge access

Many premium travel cards offer airport lounge access. After you book your flights, find out which airports have lounges and how many guests you can bring. Plan your lounge visits based on your layovers.

For example, the Chase Sapphire Reserve® and the Capital One Venture X Rewards Credit Card come with Priority Pass Select membership that includes restaurant credits (though the Capital One Venture X Rewards Credit Card will lose its restaurant benefit Jan. 1, 2023). You have to enroll in the benefit prior to traveling to get your membership activated before your trip.

If you hold The Platinum Card® from American Express , you have many lounge options. Cardmembers receive access to the following lounges:

Delta Sky Club (when flying Delta Air Lines).

Escape Lounge.

Lufthansa Business Lounge (when flying any class with Austrian Airlines, Lufthansa or Swiss International Air Lines).

Lufthansa Senator Lounge (when flying business class with Austrian Airlines, Lufthansa or Swiss International Air Lines).

Plaza Premium.

Priority Pass (no restaurant credit). Enrollment required.

The Centurion Lounge.

Terms apply.

Buy travel insurance

Although many travel credit cards come with built-in travel protection benefits, such as trip delay, baggage loss and auto rental collision damage waiver, you'll get more protection and higher coverage limits if you buy a separate travel insurance plan.

To compare rates, you can use a travel insurance aggregator, such as Squaremouth (a NerdWallet partner), that helps travelers find plans from multiple insurance providers. Enter your trip parameters and some personal details to find the right coverage for you.

When you’re ready to plan a trip

Planning a trip can be intimidating, but putting all the puzzle pieces together to create a beautiful travel picture feels great. Be open to nontraditional destinations and offseason travel dates to get the best deals. Become familiar with your credit card’s perks, or get another card for travel spending while on vacation. Finally, buy a travel insurance policy and have fun.

All information about the American Express® Green Card has been collected independently by NerdWallet. The American Express® Green Card is no longer available through NerdWallet. To view rates and fees of The Platinum Card® from American Express , see this page .

How to maximize your rewards

You want a travel credit card that prioritizes what’s important to you. Here are some of the best travel credit cards of 2024 :

Flexibility, point transfers and a large bonus: Chase Sapphire Preferred® Card

No annual fee: Bank of America® Travel Rewards credit card

Flat-rate travel rewards: Capital One Venture Rewards Credit Card

Bonus travel rewards and high-end perks: Chase Sapphire Reserve®

Luxury perks: The Platinum Card® from American Express

Business travelers: Ink Business Preferred® Credit Card

Chase Sapphire Preferred Credit Card

on Chase's website

1x-5x 5x on travel purchased through Chase Travel℠, 3x on dining, select streaming services and online groceries, 2x on all other travel purchases, 1x on all other purchases.

60,000 Earn 60,000 bonus points after you spend $4,000 on purchases in the first 3 months from account opening. That's $750 when you redeem through Chase Travel℠.

Chase Freedom Unlimited Credit Card

1.5%-5% Enjoy 5% cash back on travel purchased through Chase Travel, 3% cash back on drugstore purchases and dining at restaurants, including takeout and eligible delivery service, and unlimited 1.5% cash back on all other purchases.

Up to $300 Earn an additional 1.5% cash back on everything you buy (on up to $20,000 spent in the first year) - worth up to $300 cash back!

Capital One Venture Rewards Credit Card

on Capital One's website

2x-5x Earn unlimited 2X miles on every purchase, every day. Earn 5X miles on hotels and rental cars booked through Capital One Travel, where you'll get Capital One's best prices on thousands of trip options.

75,000 Enjoy a one-time bonus of 75,000 miles once you spend $4,000 on purchases within 3 months from account opening, equal to $750 in travel.

planning a trip of

Plan, Ready, Go®

How to Plan a Travel Itinerary: The Complete Guide

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You’ve chosen your destination, booked your transportation, and maybe even your accommodations. Now…you just have to figure out what in the world you’re going to do while you’re there.

In this post, we’re going to take a deep dive into how to plan a travel itinerary , the nitty-gritty of how to put together your schedule of sites, museums, and activities.

Key takeaways

  • Prioritize and list your “must-do” sites and activities.
  • Do thorough research on your destination
  • Organize your wish list into “must-do,” “want-to-do,” and “nice-to-do” categories.
  • Compile all the practical details for each activity, such as operating hours, fees, and booking requirements.
  • Build your itinerary by scheduling must-do activities first and filling in with want-to-dos and nice-to-dos.

Louvre pyramid

This post includes affiliate links. If you make a purchase through one of these links, I may earn a small commission at no additional cost to you. As an Amazon Associate, I earn from qualifying purchases.  See disclaimer.  

I’m a very detail-oriented kind of person (you know, the kind of person who makes lists for EVERYTHING), so this method of itinerary planning may not be of interest to the fly-by-the-seat-of-your-pants kind of traveler.

If you’re not as hyper-organized as I am, you can easily modify this method for how you like to travel. It’s logical itinerary planning at its best.

I won’t be going over in this post how I research and plan for dining options since that’s a more complicated topic for me and my husband (as a celiac and a vegetarian) than the average traveler.

That’s probably a topic for a separate post. So, let’s get planning.

Getting started on your itinerary planning

“I’m heading to Rome/New York City/Paris/Mexico City for X number of days. What should I do and see while I’m there?”

I see similar questions all over Facebook literally every day, and I understand why. It can be overwhelming to plan a travel itinerary.

Let’s say you’re planning to spend five days in New York . How do you decide what to do for those five days? Where do you even start your search for the best ideas for sites to visit?

Side note: for simplicity’s sake, throughout this post, I’m going to use the word “site” to refer to anything (not eating) that you will want to make time for on your trip. These could be monuments, national parks, palaces, museums, activities, guided tours, etc.

There’s no real wrong way to plan your itinerary…just kidding. You have to do it my way.

No, seriously.

Okay…let’s get started.

When I’m planning a travel itinerary, I go through five phases of the process before I arrive at my final draft.

  • Preliminary brainstorming
  • Destination research
  • Fleshing out my wish list
  • Site/activity research
  • Building my itinerary

I know this seems like a lot, but trust me, you’ll want to know you’ve considered all your options before you go on your trip.

You’ll thank me later.

Read More → Travel Planning Resources

mockup image of a free printable travel planner

Planning an itinerary starts with brainstorming your wish list

So, you’ve booked your trip, but your itinerary is completely blank. Your destination is your oyster, but where and how do you start?

Your first step is to do some preliminary brainstorming. If you’re heading to a top tourist destination, you probably already have some idea of the specific sites you want to visit (e.g., the Colosseum, Eiffel Tower, Chichen Itza, etc.).

If you’re going someplace completely unfamiliar to you, your brainstorming phase may be quite short but it can also be less specific if that helps (e.g., important historical sites, whatever the most important art museum is, popular beach, etc.).

To help yourself with your brainstorming, you can ask yourself the following questions:

  • What are the famous/popular sites my destination is most known for?
  • What are the top, must-do sites or activities I already know I want to do on this trip?
  • Why are my spouse’s/travel partner’s must-do sites or activities for this trip? If children are traveling with you, why not include them in the brainstorming? They’ll love feeling like they’ve been a part of planning the trip.
  • What are the kinds of activities we most enjoy while traveling in general?

Great! Write all of this down. Don’t worry. Nothing’s set in stone yet.

And the sky’s the limit. We’re not yet worrying about the costs involved or how much time we have.

Write it all down. Go ahead. I’ll wait.

[cue Jeopardy! theme music]

Okay, keep this list handy; it’s time to do some basic research on your destination.

TIP: Keep track of all of your important travel details with a digital travel planner like this . Prefer paper planners? Grab your printable travel itinerary planner pages here.

Research your destination

This is where I start to go crazy with research. I’ll take in anything and everything I can about my destination. The more good information I have, the better equipped I am to make good decisions about my itinerary.

And don’t assume you already know enough about where you’re headed.

Before I started researching Paris, I had never heard of Sacré-Coeur (which is one of the great free things to do in Paris , by the way) or Les Invalides.

We ended up visiting both on our trip.

Here are the questions I keep in mind as I do this research:

  • What is my destination known for? Is it art, the natural landscape, history, architecture, etc.?
  • What season will it be at my destination? Are there any popular seasonal activities I’d like to try while I’m there?
  • Are there any special holiday events or festivals taking place there that I’d be interested in attending?
  • What is the weather typically like there that time of the year and month? In other words, will I be comfortable spending long periods outdoors, or will I want to spend more time indoors?
  • What are the public transportation options at my destination? Is there a good metro/public transportation system or will I have to rely on taxis, ride-sharing, or walking to get around?
  • Where are my accommodations in relation to the major site on my list?
  • Does my destination offer any kind of city or museum pass?

Side note: If you haven’t yet booked your accommodations, now is a good time to take a look at a map. Do a large number of must-do sites on your wish list cluster in a certain area? If so, you might want to consider booking accommodations nearby to simplify your transportation needs. This isn’t always a good idea but consider it.

Read More → Is it Worth it to Use Booking.com?

Read More → Booking.com or Direct with Hotel: Which is Better?

Where do I find this information? Here are a few suggestions:

  • Do some simple Google searches and look around the different results for up-to-date information about your destination.
  • Head over to Pinterest to discover what travel bloggers ( ahem ) have to say.
  • Buy some good travel guidebooks and start reading.
  • Watch YouTube videos about your destination.
  • Armed with this pile of new information, you’re going to go back to your list.

Large 19th Century building in Paris with a gold dome.

Flesh out your wish list

As you researched your destination, you likely noticed certain sightseeing ideas or recommendations coming up over and over again.

  • If they’re already on your brainstorm list, great! Leave them there.
  • If you’ve never heard of or considered them, but they now sound interesting, add them to your list.
  • If there’s something you’ve changed your mind about, go ahead and take it off your list if you really want to, otherwise, leave it on the list. You can always remove it later.

It’s okay at this point if your list has far more ideas on it than you can possibly fit into your trip. We’ll work on narrowing it down later.

After doing my research, I discovered a lot more ideas for things to do in Paris and sites to visit than were on my first brainstorming list. But…what if you’re finding the opposite to be the case?

What if you’ve booked yourself a round-trip plane ticket to your destination, but you’re finding only enough you’re interested in doing to fill a much shorter time than you’re planning to be there?

You have a couple of options:

  • If you haven’t booked your accommodations yet, or you can still change/cancel your reservation, consider adding a destination to your trip. For example, if you’re flying into and out of Zurich, Switzerland, but are finding more that interests you perhaps in Lucerne (or beyond), consider spending at least a portion of your trip outside Zurich.
  • If you have booked your accommodations and your reservation cannot be changed, consider adding day trips to your itinerary. For example, if you’re staying in Florence, Italy, you could take the train to Pisa or Lucca for the day.

By now you should have a good sense of what your itinerary could look like; it’s starting to take shape.

Specific site or activity research

Okay, so you have this beautiful, and probably fairly lengthy list of things you’d like to see and do on your trip.

Now you get to do research on each of these items individually. Yay! Seriously…I love this part.

To start, you’re going to break down your wish list into four sections. If your list is pretty long, you can re-write it into these four sections, but if it’s on the shorter side, it’s okay to do this mentally.

The Louvre pyramid in front of the Louvre palace with a blue sky.

Must-do sites.

These are the places people traverse the globe to see…the Eiffel Tower, St. Peter’s Basilica, the Pyramids of Giza, Great Wall of China. You get it.

These are the non-negotiable ones. They go in the itinerary no matter what.

Want-to-do sites.

These are the second-tier sites for your trip, the things you want to make room for, but won’t necessarily dissolve into tears if you can’t manage it.

Examples from my travels would include the Rodin Museum (Paris), Trevi Fountain (Rome), or walking the entire High Line in New York City.

Nice-to-do sites.

These are the minor sites and activities that will become the filler in your itinerary. On my itineraries, these are things like “sit on the Spanish Steps” or “buy cheese from a fromagerie.”

I don’t care if we do this or not.

These are the sites that are first on the chopping block once we start to build the actual itinerary. Or you may have cut them already once you did your destination research.

Now that you have your sites grouped, the next thing to do is your research. For at least each of your must-do and want-to-do sites you need to know the following:

  • What days of the week is it open and what are the operating hours?
  • What is the entrance fee (if any)?
  • What is the best day of the week to visit?
  • Do you need to book tickets or make a reservation ahead of time? If so, how far in advance can you book/should you book?
  • Where is it and how do I get there? I especially want to know how far it is from my accommodations and how far it is from other major sites on my list.

Side note: The My Maps feature in Google Maps is an invaluable part of this phase of the itinerary planning process for me. You can pin locations, organize and color code sites to visit, and even add personal notes.

Image of Google map to assist with travel itinerary planning.

Narrowing it down

Okay, now you have even more information about your destination. Here’s where you start making some changes to your list.

At this stage, I may move sites from one section of my wish list to another. Something might move up on the list, for example, if I discover that it’s very near one of my must-do’s, or if it’s free to visit.

This is how we ended up going to Les Invalides; it wasn’t anywhere near the top of our list, but it’s right across the street from the Rodin Museum (which was something I wanted to do) AND it’s covered by the Paris Museum Pass. It was super easy to just pop in for a bit after the Rodin Museum, but we probably wouldn’t have made a separate trip.

Something might move down the list (or come off the list entirely) if I learn it’s very out of the way or more of a financial investment than my particular budget for this trip can support.

Should I purchase a city or museum pass?

Let’s revisit the city/museum pass question from the destination research phase.

If your destination offers one (or a few), take the time to consider if it’s worth it for you to purchase for your trip. We used the Museum Pass on our trip to Paris (and highly recommend it), but decided against buying the Firenze Card for our trip to Florence, Italy .

Here are some criteria I use to judge whether a city or museum pass is worth it for us to purchase for a particular trip:

  • What sites are covered? Will you have to book entrance to many of your must-do/want-to-do sites separately or are most covered by the pass?
  • Does the pass offer you unlimited entry to covered sites or can you use it one time only?
  • Will you save money if you buy the pass? It’s not necessarily a deal breaker if it doesn’t. The convenience of not having to book entrance reservations to sites ahead of time can outweigh some financial disincentives.
  • Does the pass cover any public transportation you’re planning to use or just site entrance fees?
  • For how many days is the pass valid versus how many days you will be at your destination? For example, we chose not to buy the Firenze Card on our trip to Florence, because it’s only good for 72 hours, and we were spending 8 nights there. Purchasing two cards each would have cost us far more than paying for our chosen sites individually.

Long line of tourists waiting outside the Colosseum in Rome.

How do I decide what to cut from my itinerary?

This part of the process is highly personal. Only you can really decide if a particular site or activity is “worth it” to you.

The decision to buy or not to buy a city or museum pass may affect how you narrow down your list. If you have to purchase entrance tickets to all of your sites individually, you may end up having to spend more money to see everything (or cut sites to stay within your budget).

Or if you do decide to purchase a pass but a site on your list is not covered, you may find yourself considering leaving it off your list.

On the other hand, if you have a pass you may see more sites overall because you’ve already paid for admission.

…If that makes sense.

At this stage of the itinerary planning process, if there’s anything on my list that makes us say “meh” it goes on the “I don’t care” list.

Build the trip itinerary

Okay. You’ve done your research, you’ve decided whether you’re buying that city pass and you’ve refined your site wish list.

You’re ready to build your itinerary! I’m going to use our recent trip to Paris to demonstrate how I put it all together.

The non-negotiables get top priority.

For each full day on your trip, choose one or two of your must-do’s or want-to-do’s: one first thing in the morning and one for later that day.

Your must-do’s (your non-negotiables) go on the schedule first and as early in your trip as you possibly can.

If you arrived in Paris on April 14, 2019, and decided to put off seeing Notre-Dame until later in the week, you were probably pretty disappointed on April 15 as the world watched the devastating fire that closed it down.

Don’t. Put. It. Off.

For our trip to Paris, we each had one non-negotiable: the Louvre and the Palais Garnier. We did them both on our first full day there.

Then add any other must-dos that require advanced booking or warrant a full day on your itinerary or both. So, I needed to choose days for Versailles and the Eiffel Tower.

My research told me that I should plan a full day at Versailles and that it is quite busy on the weekends and on Tuesdays (when the Louvre is closed).

I also learned that the Eiffel Tower is open every day until late, that I should plan to spend about three hours there, and that I needed to book tickets for the summit as far ahead as possible.

Add in your want-to-do’s.

With the must-dos scheduled, I’m ready to schedule the want-to-do’s. I added Musee d’Orsay and Musee Rodin, then Musee de l’Orangerie, Champs-Élysées, Arc de Triomphe, etc.

Nice-to-do’s fill in any remaining gaps.

I then fill in the rest of the itinerary with the nice-to-do’s, leaving our last full day intentionally blank.

When staying in one place for four days or more, we try to keep our last full day completely open. This is so we can return to any place we want to see again, or so that we can add more of the items from our “nice to do” list depending on what we’re in the mood for. It helps us create a good balance between sightseeing and relaxation .

If you’re taking a trip that includes multiple stops, you can just repeat this process for each place you’ll be staying.

Keep in mind as you’re planning a trip itinerary that if you’re bouncing from city to city every other day, you’ll be spending a lot of time traveling from one destination to the next.

I do feel like I need to say, that even though you now have a meticulously planned itinerary it doesn’t mean you can’t be spontaneous. We often find that we spend far less time at some sites than we think we need to allow for, giving us time to do even more on our trip than we hoped.

Or sometimes we just don’t feel like doing something on our schedule…and that’s okay too.

Now you have the tools to build the perfect itinerary for your next trip. Enjoy!

More articles to help you plan your travel itinerary

  • 5 easy steps to planning a trip
  • Travel planning resources you need
  • The best travel guides (online resources and books)

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Darcy Vierow is a busy professional and travel planning expert with years of experience maximizing travel with limited time and on a less-than-average salary. Her tips have been published by Forbes, MSN.com, Yahoo! News, Yahoo! Finance, Aol, Newsbreak and GOBankingRates. Read more about Darcy Vierow .

10 Comments

Absolutely love this perspective on travel! It beautifully captures the essence of what it means to explore the world. Travel isn’t just about ticking off destinations; it’s about slowing down, immersing yourself in new cultures, savoring moments, and absorbing the rich tapestry of life that the world has to offer. 🌍✈️🌏

My sister wants to travel for her honeymoon, so she’s interested in starting to plan it this month. I liked what you explained about choosing a destination and the places you’d like to visit, so I’ll share this with my sister right away. I appreciate your insight on considering what you want to see and visit and booking accommodation near those places.

You are so much more organized than we are – we usually book places the day of or the day before and figure out what we are doing day by day. We like to leave things pretty wide open to see what happens and what we find. This is such a great guide though for planning a vacation!

Thanks for your comment! Yeah, I actually have a hard time just going with the flow…it’s something I’m working on.

This is so perfect! I enjoy the entire planning process, so this definitely speaks to me. I particularly enjoy researching locally owned restaurants and off the beaten path places. Thanks so sharing such a great way to plan

Thank you for your kind comment!

This post resonates a lot with me as like you, I too plan extensively before I travel. I believe planning well helps us make the most of our time and also gives more peace of mind. Excellent tips!

Thank you! And I definitely agree with you about how helpful good travel planning is for traveling well.

It is so helpful to find a guide on how to organize and plan a trip! For a lot of people (me included) this is the most traumatic experience about traveling as you want everything to go perfect and smoothly. I plan trips all the time and this guide was literally how I do my planning! Thank you so much for sharing and I hope it helps a lot of travelers out there too!

Thanks so much for reading and for your kind comment. I really do hope a lot of travelers find this guide helpful.

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Nomadic Matt: Travel Cheaper, Longer, Better

16 Easy Steps for Planning Your Next Trip

A map on a wall with money and pins used for planning a trip

I remember when I started planning my first trip around the world. I had no idea what I was doing.

When I decided to quit my job and travel the world , I walked into a bookstore and bought Lonely Planet’s Southeast Asia on Shoestring . Buying that guidebook was my first step toward long-term travel. It made the trip seem more real, more tangible. It made it all seem possible.

While helpful, the book didn’t exactly prepare me for planning a trip around the world. Back then, there weren’t really travel blogs, sharing economy websites, and apps like there are today. I was excited and determined — but I was lost. I had to figure it out as I went, hoping I didn’t miss anything important.

Trip planning can be a daunting task. Where do you begin? What’s step one? What’s step two? What’s step three?

It’s easy to get overwhelmed, especially when you haven’t done something like this before — and especially considering just how much information there is out there these days. Blogs, social media, and guidebooks have never been more plentiful. There’s a firehose of information out there that can sometimes make the task of planning a trip even more challenging and overwhelming.

After a decade of traveling the world , I’ve planned countless trips and vacations for myself, friends, family, and even group tours. In the beginning, it was trial by fire and I learned a lot of lessons the hard way . However, that helped me develop an efficient checklist that ensures I don’t miss anything important during the trip planning process.

After all, I don’t want to get to my next destination and then realize I forgot something. And neither do you!

There is a lot of information on this website ( and even more information packed into my book ), but one question that comes up frequently is, “Matt, how do I put this all together? How do I plan a trip?”

In a continuing effort to help you get out the door and into the world, I’ve created this step-by-step guide on how to plan a trip. It works for any kind of trip — no matter how long you’re going for! Just follow this checklist and you’ll be off in no time!

Table of Contents

Step 1: Decide Where You Want To Go

Step 2: decide the length of your trip, step 3: research your costs, step 4: start saving money, step 5: get a travels rewards credit card, step 6: switch to no-fee atm cards, step 7: stay focused and inspired, step 8: check for last-minute deals, step 9: book your flight, step 10: book your accommodation, step 11: plan your activities, step 12: sell your stuff, step 13: automate your bills, step 14: pack, step 15: buy travel insurance, step 16: enjoy your trip.

If you want to jump ahead, simply click on any of the links above.  

Signs pointing in all directions on a tall sign post with a blue sky as the background

It’s a lot easier to mentally get behind “I am going to Paris in the summer” than “I’m going to Europe” or “I’m going somewhere.” Not only will your trip become more concrete for you and easier to commit to, but it will make planning easier as well…because you know what to work towards. Get specific with your plans. Get detailed. The more focused and concrete your goal, the easier it will be to actually reach it.

Resources for picking your travel destination:

  • 200+ In-Depth Destination Guides
  • 10 Destinations Under $50 Per Day
  • The 10 Best Places to Visit as a Budget Traveler
  • The 20 Best Tropical Islands in the World

How much does it cost to travel? That depends!

Without knowing how long you’re going away for, I can’t answer that question. And it’s a question you need to answer so you can start planning!

In order to figure out how much you need to save you’ll need to know how long your trip will be.

Are you going away for a week? A month? A year?

The length of your trip is a huge factor in determining how much money you need. Spend some time mulling that over until you have your answer.

For example, after you say “I’m going to Paris this summer,” add “for X days.” That way you can start to narrow down just how much money you’re going to need to save. “I am going to Paris for 10 days” is a trip that you can plan for. It’s an attainable goal.  

So you know where you’re going and how long you’ll be there, but to really nail down how much money you need, your next task is to research the costs in your destination at the style of travel you want.

Do you want to backpack, or would you rather stay in luxury hotels?

How much are hostels, hotels, restaurants, and attractions?

Knowing will allow you to estimate how much money you’ll need for your trip. Here is how to research costs:

  • Buy a guidebook.
  • Check out my travel guide section .
  • Google prices for specific things you want to do, such as scuba diving, bungy jumping, winery tours, etc. ( Get Your Guide is a good place to start for that)

You don’t need to do more than that. There’s so much information on the web that if you go down the rabbit hole of overplanning, you’ll get lost and confused by the firehose of information. Stick to those three things and you’ll be set!

In our example, if you are going to Paris for 10 days and need at least $75 USD a day (not including your flight), you know you need to save $750 USD (though round up to $800-900 USD since it’s good to have extra) for your trip.

If you were to travel around the world for a year, you’d need $50 USD a day .

Here are some other insightful posts that will help you better estimate your costs:

  • 5 Ways to Make Your Money Last When You Travel
  • How to Know the Travel Info You Find is Legit
  • How I Research My Solo Travel Destinations

saving money for travel in a piggy bank that's standing on a pile of cash bills

People bleed a lot of money every day through small purchases: a coffee here, a snack there. All of that adds up. In order to make changes to your spending habits, you first need to understand them. Making a list will do just that. It will also put your financial needs into a better perspective.

For example, if you need $2,000 USD for the trip you’re taking in eight months, that means you only have to save $8.33 USD per day. Couldn’t you find a way to save $8 USD per day? Heck, your daily coffee is most of that!

If you’re struggling to save money, here are 23 ways to cut your expenses and save money for travel . This will help you get started and on the road to saving money in no time!  

travel credit card being used to shop online by a man at a laptop

These days, most cards have welcome offers of up to 100,000 points when you meet their minimum spending requirement. That’s enough miles for a free flight almost anywhere in the world!

If you want a free flight, sign up for the cards that help with that. If you want free hotel rooms, get a hotel card. Either way, sign up for a travel credit card and start earning points today. As long as you can pay off your monthly balance, you’ll get free travel credit.

You don’t need to sign up for very many cards either; pick one or two and focus on those. Do this the moment you decide you want to travel. Don’t wait — waiting equals lost miles, which means less free travel.

Collecting points and miles is what all the experts do to cut their costs and travel longer. It’s what has kept my costs down and me on the road for so many years. While the best cards are only available in the US, there are still plenty of options for Canadians as well as folks from Europe, Australia, and New Zealand.

For more information on travel credit cards and using points and miles, check out these posts:

  • Points and Miles 101: A Beginner’s Guide
  • How to Pick the Best Travel Credit Card
  • The Best Travel Credit Cards
  • How to Earn Points by Paying Your Rent
  • The Ultimate Guide to Points and Miles
  • How to Use Points and Miles in Canada

Once you’re abroad, you’re going to need money. While many countries accept credit cards, in the majority of countries cash is still king. That means you’ll need to use ATMs to withdraw the local currency.

And that also means you’re going to get dinged by ATM fees.

If you’re just away for a week or two, paying a few dollars in ATM fees isn’t the end of the world. But if you’re away for a longer period, those fees add up and chew into your travel budget — a budget you’ve worked hard to grow. Don’t give banks any of your hard-earned money.

How? By using a no-fee ATM card.

I use Charles Schwab , but there are lots of other banks (don’t forget to check your local banks) that don’t charge ATM fees. Additionally, you can join a bank in the Global ATM Alliance .

By using a no-fee ATM card you can avoid those pesky ATM fees, leaving you more money for what it was intended for: travel.

Here’s exactly how you can avoid ATM fees while traveling .  

While you get closer to your goal, make sure that you keep feeding your desire to travel. Travel planning can be exhausting and overwhelming — especially if you don’t have support from your friends and family (and especially if your trip is still months away). It can often get discouraging and feel out of reach at times.

Luckily, there are tons of ways to stay focused and keep your spirits high thanks to the amazing community we have on this website. Here are some inspiring travel stories to help keep you inspired to travel:

  • Why It’s Never the Perfect Time to Travel
  • 13 Travel Books That Will Give You Serious Wanderlust
  • How to Change the “I’m Too Poor to Travel” Mindset and Say Yes to Travel
  • 8 Ways to Stay Motivated to Travel

Additionally, be sure to join our online travel community The Nomadic Network . Not only will you find support (and tons of tips) online, but we also host regular in-person and virtual events all around the world. These are a great way to get inspired, meet other awesome travelers in your area, and get travel advice.  

Okay, you’re inspired, prepared, and on your way to saving money for your trip. But before you go buy that flight or book that hotel, check for deals you might have missed. You may dream of Paris but maybe there are great deals to Berlin right now. Or maybe you can get a seven-day cruise for 70% off, a package deal to Hawaii for the price of your flight to Paris, or 50% off sailing trips around Greece.

These days, there is always a deal to be found — especially if you’re flexible with your dates and/or destinations. Some deal websites worth checking out are:

  • Going (Formerly Scott’s Cheap Flights)
  • The Flight Deal
  • Holiday Pirates

A commercial plane taking off into the golden, bright sunset

Fortunately, there are still many ways to avoid being the person on the flight who paid the most for their ticket. My two favorite sites for finding cheap airfare are:

  • Skyscanner – Skyscanner is the best website for searching multiple destinations at the same time.

For the best deals, book your flight about two-three months in advance. Here are two articles on how to score a cheap flight:

  • How to Find Cheap Flights
  • Booking Flights: Everything You Need to Know

luna's hostel in panama city, full of backpackers just hanging out and having fun

For trips longer than two weeks (or if you are going to be traveling long-term) just book your first few days. That will ensure you have a place to go on arrival. Once there, you can get insider advice from your hotel/hostel staff as well as other travelers. You can then use that info to plan your next steps.

While you can book more than your first few nights, you might end up wanting to change your plans once you land. I prefer having flexibility, which is why I always just book my first few nights and go from there.

Here are my go-to sites when it comes to finding the best deals on accommodation:

  • Hostelworld – Hostelworld has the largest selection of hostels and is my go-to site for finding affordable hostels.
  • Agoda – Agoda has the best results if you’re heading to Asia (though they sometimes have good US deals too).
  • Booking.com – Booking.com is the best overall platform for finding budget hotels and guesthouses.

If you’re on a tight budget or you want to connect with more locals during your travels, consider joining platforms like Couchsurfing or BeWelcome . These communities allow travelers to stay with locals for free as a sort of cultural exchange.

Long-term travelers can also try housesitting or WWOOFing as well as they both offer free accommodation (in exchange for pet sitting or farm work respectively).  

Nomadic Matt pretending to be lost with a group of backpacker friends in Asia

Search online for discounts as well. While some countries offer cheaper prices in person, others give discounts to those who book early/online. Research which is which for your itinerary so you can save money.

For shorter trips, you can also book your activities in advance to ensure you get tickets. For longer trips, book as you go.

Additionally, before you leave home, have a rough idea of what activities are priorities for you. That way, if you run out of time or money, you can focus on your top activities so you don’t miss out. Also, make sure to double-check that there are no holidays or other obstacles that will prevent you from certain activities as well.  

If you are going on a long-term trip (six months or more), consider selling your stuff in order to earn extra money for your trip. Start doing this about 60 days before you leave. Some sites to use are:

  • Gumtree – An online classified site with a focus in the UK and Australia.
  • Amazon – The biggest online store in the world.
  • Craigslist – Online global classifieds that have both local and global reach.
  • eBay – Another global online classified site.
  • Facebook Marketplace – Great for finding people near you (so you don’t need to ship your items).

If you aren’t going to be gone that long, skip this step. If you are going away long-term but want to keep your stuff, move it to a friend’s house or keep it in storage. A good storage company in the US is Public Storage . It’s one of the most affordable options out there.  

Get rid of your mail, go paperless, and set up online bill payment for your recurring bills to ensure you won’t miss any while overseas. If you are still going to get paper mail, use a service like Earth Class Mail , which will collect and scan your mail for you. (If you are going on a two-week trip, you don’t really need to worry about this, so you can skip this step, too.)

If you have the option (and don’t want to pay for a mail service), you can also have all your mail sent to a friend or family member.

Additionally, you’ll want to make sure you cancel any phone plans you have or switch your plan to one that is more travel-friendly. T-Mobile is great for travelers going on trips under 3 months. For any trips longer than that, you’ll want to cancel your plan and just buy SIM cards abroad as that will be much cheaper.  

Two travel backpacks all packed and ready for an adventure

I travel with a 45L REI bag and then a smaller day bag.

Unless you’re heading to multiple climates and need bulky winter gear, you don’t need a massive 70L bag stuffed to the top. Here’s my suggested packing list to help you take just the right amount of stuff and avoid overpacking ( here’s a list for female travelers as well ).

While what you pack will depend on where you are going, remember that you don’t need to pack everything you own. You can buy things you need on the road. You can do laundry overseas. At the end of the day, you have to carry everything you bring. So bring less!

There are a few extra items you might want to pack beyond your everyday clothes, though. Some things I like to bring with me are:

  • First aid kit
  • LifeStraw bottle with built-in filter
  • Packing cubes (to stay organized)
  • Travel lock (for hostel lockers)
  • Travel adapter
  • Quick-dry towel

Additionally, make sure you bring any prescriptions with you so you have enough for the duration of your trip. If that’s not feasible, bring a doctor’s note and prescription with you so you can fill it abroad.  

While a lot of people think, “I’m healthy, I don’t need travel insurance . I won’t get sick,” travel insurance is much more than just medical protection. It covers you when your camera breaks, your flight is canceled, a family member dies and you have to come home, or if something gets stolen.

Yes, it’s an added expense. But it’s always better to be safe than sorry. I never leave home without it because I’ve seen first-hand just what can happen on the road.

I never thought I would pop my eardrum while I was scuba diving in Thailand or break my camera in Italy .

I didn’t know I would get knifed in Colombia .

My friend never thought he would break his leg hiking.

Another friend didn’t expect her father would die and she would have to fly back home.

Unfortunately, bad things can happen when you’re traveling. True, these events are few and far between. But they can cost tens of thousands of dollars to handle on your own. If you’re not prepared to pay out of pocket, buy travel insurance.

To help you figure out the best plan for you and your trip, here’s my ultimate guide to picking a good insurance company . It will show you how to pick a good plan that covers you for when you get sick, your flights get canceled, if you get injured, something gets stolen, or your trip is delayed.

Here’s a breakdown of my recommended travel insurance companies so you can see what company offers the best plans for your needs and budget:

  • SafetyWing – Super affordable plans for budget travelers.
  • Insure My Trip – Best for senior travelers.
  • Medjet – Provides additional evacuation coverage to ensure you get home should an emergency occur.
  • Insured Nomads – In-depth emergency and non-emergency coverage for long-term travelers and digital nomads.

For more information on travel insurance, you can check out these posts:

  • What Does Travel Insurance Actually Cover?
  • Is Travel Insurance Worth It?
  • Do You Need Medical Evacuation Insurance?

Additionally, make sure you know your rights as an airline passenger. For example, delayed flights to/from Europe often mean you’re entitled to compensation (beyond anything insurance-related).

Learn how to ensure you are compensated if your travels are delayed or your flight is canceled .  

A person jumping into the water from a cliff as they travel the world

If you’re feeling nervous, don’t worry — that’s perfectly normal. You’re about to embark on an amazing adventure — and that’s a huge change. Feeling anxious or nervous or unsure is something every traveler experiences. But you’ve made it this far. Trust your planning, follow your instincts, and you’ll have the trip of a lifetime. I guarantee it.

By using this post as a guideline for your trip planning, you can better organize and prepare for your trip. You’ll check all the boxes, not miss anything, and have plenty of money for your vacation. It can be as simple as booking a flight and packing or as complex as rearranging your entire life to go backpack the world forever.

But, no matter how long your trip may be, this list will help you stay organized and motivated as you plan your trip and step out into the world.

P.S.  – Yes, I did leave out visas and vaccinations, because needing those isn’t as universal as the other stuff on this list, but don’t forget to check if you need those, too!  

Book Your Trip: Logistical Tips and Tricks

Book Your Flight Find a cheap flight by using Skyscanner . It’s my favorite search engine because it searches websites and airlines around the globe so you always know no stone is being left unturned.

Book Your Accommodation You can book your hostel with Hostelworld . If you want to stay somewhere other than a hostel, use Booking.com as it consistently returns the cheapest rates for guesthouses and hotels.

Don’t Forget Travel Insurance Travel insurance will protect you against illness, injury, theft, and cancellations. It’s comprehensive protection in case anything goes wrong. I never go on a trip without it as I’ve had to use it many times in the past. My favorite companies that offer the best service and value are:

  • SafetyWing (best for everyone)
  • Insure My Trip (for those 70 and over)
  • Medjet (for additional evacuation coverage)

Want to Travel for Free? Travel credit cards allow you to earn points that can be redeemed for free flights and accommodation — all without any extra spending. Check out my guide to picking the right card and my current favorites to get started and see the latest best deals.

Need Help Finding Activities for Your Trip? Get Your Guide is a huge online marketplace where you can find cool walking tours, fun excursions, skip-the-line tickets, private guides, and more.

Got a comment on this article? Join the conversation on Facebook , Instagram , or Twitter and share your thoughts!

Disclosure: Please note that some of the links above may be affiliate links, and at no additional cost to you, I earn a commission if you make a purchase. I recommend only products and companies I use and the income goes to keeping the site community supported and ad free.

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10-Step Guide for Planning a Trip

Home | Travel | 10-Step Guide for Planning a Trip

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Planning a trip can be stressful if you’re not sure where to start or you’re afraid you’ll forget something important.

I have to admit that I love travel planning , but part of that is because I use a detailed checklist and the most helpful websites. So, if you don’t know how to organize a trip and you want to avoid feeling overwhelmed, I’ll help you out with this guide. Below, I’ll share the steps I typically follow as well as the best apps and websites to book your flights, tours, and accommodation so you can travel cheaply .

Guide to planning a trip in 10 easy steps

These are the steps that I always follow when I’m planning a trip , although I might skip one or two depending on the type of trip and where I’m going:

  • Search for flights
  • Apply for a visa
  • Book the accommodation
  • Set up your transportation
  • Decide which attractions to visit
  • Book a tour
  • Get travel insurance
  • Apply for a commission-free credit card
  • Buy a SIM card
  • Pack your suitcase

Remember that, depending on the destination and your reason for traveling, you may not need to do all these steps. So, rather than worrying about checking off a long to-do list, enjoy the process of planning your trip itinerary . For me, making a travel plan is almost as much fun as traveling itself!

Things to do before planning a vacation

Before I give you a detailed look at my checklist for planning a trip , I want to point out that choosing your destination is the real starting point. Not only is deciding where to go an important part of any travel plan , but it’s also a good idea to learn some crucial information about it. For example, you should research things like the best time to visit and what the weather will be like when you go.

Once you’ve chosen a destination and you have a solid timeline for when you’ll visit, you can begin the trip planning process. If you want some travel inspiration, here are some beautiful places to go, as well as some information about them:

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1. Search for flights, the first step to planning a trip

Once you’ve chosen your destination and travel dates, one of the first things to do to organize your trip is to look for flights. This is usually one of the most tedious steps, but you can make it much easier by reading our guide on how to find cheap flights .

Passenger waiting in airport terminal, planning for a trip

We always use Kiwi and Skyscanner since they make it super easy to find the best prices on flights. Moreover, if you’re not sure where you want to travel but you want to take a cheap trip, you can choose the “Anywhere” option and see the best deals, listed from the lowest price from your selected airport.

Kiwi and Skyscanner also show you the cheapest dates to travel, which is extremely useful if you have flexibility in your trip plan calendar . Don’t forget to activate flight alerts to receive notifications when a ticket price changes. That way, you can jump on the best deal before it runs out.

While I hope you don’t have to use it, AirHelp is a handy website to turn to if your flight is canceled or delayed. This company handles the claims process for you, although they will take a commission fee from your compensation. You can learn more about how to get compensate for delayed flights  in our guide, where I show you how to get up to $600 in compensation .

2. Apply for a visa, a must-do when planning a trip abroad

Step number two of planning a trip is to check what type of documentation you’ll need to enter the country you’re traveling to. Even if you already have the proper paperwork, double-check that it won’t expire before or during your trip.

Passport and boarding pass, how to plan a trip

For example, if you’re planning a vacation to Europe, you should be fine with a valid passport, and travel insurance for Europe . The same applies if you’re visiting Australia, New Zealand, and most countries in South America. But be aware that most countries in Asia and Africa require a visa.

For those cases, I highly recommend going to the iVISA website to check what kind of documentation you need for your destination. We’ve used iVISA several times without any problems and consider it to be one of the best travel planning websites .

3. Book the accommodation, an important step in any trip plan

Another crucial part of organizing a trip is booking your accommodation. There are lots of trip planning apps to help with this, although we almost always use Booking . Here, you can find hotels, villas, apartments, and other types of lodging to suit any budget, which is why we consider it to be one of the best options.

Renaissance Bali Uluwatu Resort, best travel planning website

The main advantage of using Booking.com to plan our travels is that we can pay right on the website, and cancellations are usually free until 24 hours before the trip. Also, if you use the website frequently, you can upgrade to the Genius plan, which offers the best deals and discounts. So, if you want to find cheap hotels anywhere in the world, even if you’re planning a multi-city trip , I highly recommend Booking.com .

4. Set up your transportation, an essential part of any travel plan

The next step in this trip planning checklist is to think about transportation once you get to your destination. You can either use public transportation or rent a car.

We prefer renting a vehicle because it grants us more freedom to explore places that might be off the beaten path. That said, some cities and countries have very good public transportation systems, so it’s up to you. When creating your travel itinerary , think about the destination and what you want to do during your trip. That should help you decide whether or not to rent a car.

Friends on a road trip, create travel itinerary

If you decide to go with a rental, I recommend going through DiscoverCars . Without a doubt, this is the best option for renting a car, especially if you’re not used to organizing road trips . A nice thing about DiscoverCars is that it shows you a comparison of different rental websites, so you’re guaranteed to find the cheapest rental cars .

Of course, if your planned travel route is more like a cross-country trip, take a look at Motorhome Republic , which offers the best prices and conditions for motorhomes. We’ve used this app several times to plan trips around Iceland and the United States, and it’s always been a positive experience.

Again, many cities and countries have great public transit networks, so if you plan on getting around by bus or train, you can get low ticket prices on Omio . Simply enter your destination, and the website will compare bus and train tickets from different companies to find the best deal for you. You can even search for the cheapest or fastest route. Flixbus is often listed on Omio since its prices are some of the lowest and they operate all over the world. We’ve used Flixbus on several trips around Europe, but you can also use Flixbus in the U.S., Canada, Brazil, and more.

Caleta de Sebo, La Graciosa, how to plan an international trip

Public transportation or renting a car, tips for planning a trip

Finally, you may be planning your vacation to an island destination like the Canary Islands, where ferry transport is more common. In that case, I recommend getting your tickets through Direct Ferries , which offers excellent ticket prices for all kinds of time slots. We’ve used this site for our trips to the Canary Islands and Indonesia.

To sum up, organizing your transportation can be a bit stressful, but these travel planning tips and websites will streamline the process for you .

5. Decide which attractions to visit, the most fun part of planning a trip

Among all the steps for planning a trip , choosing which attractions to visit is one the most enjoyable. Step number five in this travel planning checklist is looking at which attractions and activities (free and paid) are available at your destination.

If you’re going to see a show or a concert, Hellotickets can be useful in reserving tickets in advance. That said, if you’re visiting a city that has lots of things to do and offers attraction passes or cards, I recommend getting one. This way, you can access several top attractions while getting the maximum savings. So, if you’re visiting a popular city, check if it offers the Sightseeing Pass , the City PASS , or the Go City pass.

Statue of Liberty, how to plan a road trip

Depending on the destination, some of these cards may also include certain tours or tickets for the sightseeing bus . So again, I highly recommend this option, especially if you’re planning a vacation in a metropolitan city.

Regardless of where you’re going, I suggest making a list of all the tourist attractions you want to visit to better organize your trip . Remember, it’s usually better to focus on seeing things that really interest you, rather than trying to cram as many attractions as possible into your itinerary or planner .

6. Book a tour, a key step in many tourist plans

The next thing to do when planning for a trip is to book any tours you’re going to take at your destination. A tour or excursion can help you discover little-known places and learn more history about the city you’re visiting.

While not every destination calls for a detailed tour plan , some places are known for incredible excursions, like seeing the Northern Lights in Iceland, or taking a walking tour through New York.

Northern Lights, plan a trip or tourist plan

When we’re creating a travel itinerary and we know we want to take a tour, there are two websites we use. First, Civitatis offers interesting excursions and some free tours around the world, while GetYourGuide has an extensive list of tours in practically any destination.

Using these online trip planner websites is super easy since all you have to do is enter your destination and hit the search button. You can filter the results by category, price, duration, and more, so they’re two of the best trip planning apps out there.

You don’t want to skip this step, especially if you’re not sure how to plan a trip or you’re visiting a place for the first time. Booking a tour or two will help you make the most of your trip, and since a guide will lead you, it’ll be an informative and entertaining experience.

7. Get travel insurance, something you can’t forget when planning a trip

Another must-do when you’re travel planning is to get travel insurance coverage.

Canadian Rockies at sunset, how to plan a vacation

No one likes to think about it, but unforeseen events can and do happen while traveling, and in those moments, having travel insurance makes all the difference. The worst-case scenario would be getting sick or hurt while abroad and not having any of your extra medical expenses covered.

Currently, we have annual multi-trip insurance with Heymondo , which is the best travel insurance on the market with the best coverage-to-price ratio. You can even get a travel discount with Heymondo just for being our reader.

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In addition to medical assistance for injury or illness, Heymondo covers baggage loss or delay, medical quarantine expenses, and more. You’ll also have Heymondo’s 24/7 chat, which is available to help you should you run into an emergency while abroad.

I can’t recommend travel insurance enough, and while it’s probably the least enjoyable part of planning a trip , it’s the most important. This is particularly true in countries like the U.S. or Japan, where medical treatment is very expensive. Plus, if you opt for trip cancellation insurance , you’ll be covered if an unforeseen event prevents you from traveling.

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8. Get a no foreign transaction fee credit card, another important part of your trip plan

Another important thing to remember when planning your itinerary is to get a travel credit card . If you’re going abroad, you’ll want a card with no foreign transaction fees , so you can make payments or ATM withdrawals without the pesky currency exchange fees. Fortunately, you can take advantage of some great options on the market.

Passport and map, planning for a trip or tour

We use the Revolut debit card, which you can get for free and use at ATMs and stores around the world. With Revolut, you can withdraw up to $1,200 a month from foreign ATMs without fees, as well as exchange up to $1,000 a month.

We also carry a Wise credit card with us, which comes in handy when we need to withdraw more money and want to avoid extra fees. With Wise, you can spend money in over 50 currencies.

For more information about the Revolut card and the Wise card , I recommend reading our full reviews of each .

9. Buy an international SIM card, a must-do when you plan to travel

One of the most common concerns we hear about how to plan a trip is related to mobile data. We’ve looked at all the possible options for getting Internet for travel , and have found Holafly to be the best solution.

The Holafly eSIM card, which you can get here , is a prepaid digital SIM card that you can use to get Internet while abroad. It’s cheap, quick to arrive in your email inbox, and allows you to keep your number on WhatsApp and other mobile apps.

Person using phone in the mountains, how to plan a vacation

All you have to do is select the country you’re planning a trip to and choose the best international SIM card for the number of days you’ll be there. Depending on the destination, you can find cards for five to 90 days. After selecting your eSIM, you’ll receive the digital card via email, and you can scan the QR code to activate it. This means you can even buy it when you’re already abroad, so it’s the most convenient option.

There’s no doubt that the Holafly eSIM card is the best mobile data option, but you can learn more about it in our full review.

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If your phone does not support eSIM cards , you can also opt for a physical SIM from SimOptions , which is another very good option.

10. Pack your suitcase, the last step when planning a trip

Now that you’ve done all the tedious steps to plan your itinerary , all that’s left to do is pack your suitcase. If you’re traveling for the first time or you need new luggage, you’ll have no problems finding backpacks and suitcases on Amazon .

For longer trips, we’ve been using this large suitcase (30 inches) for years, and it still holds up. When we’re planning a trip for the weekend or the short term, we use this small suitcase (21 inches) and this carry-on bag .

If you’re curious about how we plan for a backpacking trip , we follow the steps above and depend on this backpack (80L), which is ideal for longer trips. If you’re taking a backpacking trip and want some tips, check out our guide on how to prepare a backpack for long-term travel.

Luggage set, how to organize a trip

Whether you’re packing a suitcase or a backpack, remember to check the temperatures at your destination so you can bring the appropriate clothing and footwear. Also, don’t forget your toiletries and a small first aid kit since even getting ibuprofen while abroad can be difficult. Other essentials you can’t forget while planning your trip include your passport, wallet, phone charger, and power bank.

These days, you can keep most documents on your phone, but I still recommend bringing along physical copies of your boarding pass, reservations, and insurance policy just in case.

Finally, if you find yourself in a scenario where you don’t have a place to keep your suitcase and you don’t want to drag it around the city with you, you can opt for a luggage storage service. We’ve used Nannybag and Bounce a few times and it made all the difference in how enjoyable our trip was. I also recommend keeping Apple Airtags in your luggage so you can locate it in case it gets lost or stolen.

Bonus step: Pack your photography gear, an essential part of our tour planning

One of the best parts of traveling is seeing amazing landscapes and architecture, which brings me to my bonus travel planning tip . If you love photography as much as we do, don’t forget to bring your camera and other gear with you. We always pack the essentials, especially for our photo tours , and we always keep our equipment well protected.

Photography gear, how to plan a family trip

If you don’t have travel photography gear , you have two options. You can buy what you need on Amazon or B&H Photo , or you can rent the equipment from LensRentals , which I recommend if you’re only going to use it for that trip.

You can get all the details on where to rent camera gear in the U.S. in our guide. I think renting the equipment is a great idea if you’re not a dedicated photographer and don’t plan on using it too much. Plus, you save 15% in LensRentals with our code ATLAS15.

photography gear camera and lenses rental

Other tips when planning for a trip

Now you have all the top tips for planning a trip from start to finish. Before I say goodbye, I want to recommend some trip planning apps that can make organizing your trip even easier.

Maps.me has become a must-have travel app for us, even on our weekend getaways. This online travel planner app gives us maps of places all over the world, which we can access even when we lose Internet connection.

Another great tool is TravelSpend , which makes planning a trip with friends super easy since you can organize the travel expenses and determine who pays what.

Of course, travel planning is a process that takes time and effort, but if you follow the advice in this guide and use the websites I mentioned, it’ll be much easier. If you have any questions or want to share your trip planning experiences or tips, leave me a comment below. I’d be happy to hear from you!

Until then, good luck, and have fun planning the trip of your dreams!

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How to Plan a Trip

Last Updated: January 29, 2024 Approved

This article was co-authored by Amy Tan . Amy Tan is a Travel Planner and the Founder of Planet Hoppers, a boutique travel design team founded in 2002. Planet Hoppers specializes in brainstorming and creating itineraries for dream vacations, honeymoons, exotic adventures, family reunions, and group trips. Planet Hoppers is a TRUE accredited travel agency and a member of the Signature Travel Network, the Cruise Lines International Association (CLIA), and Travel Leaders. Amy earned a BA in Communications and a BS in Physics from the University of California, Davis in 2000. There are 8 references cited in this article, which can be found at the bottom of the page. wikiHow marks an article as reader-approved once it receives enough positive feedback. In this case, 94% of readers who voted found the article helpful, earning it our reader-approved status. This article has been viewed 555,884 times.

Before planning a trip have a current passport. Purchase traveler's checks. Keep the receipt in a safe place in case of being stolen. Whether for travel or pleasure, schedule some fun. All trips are meant for adventure, relaxation, and enjoyment. By planning well, you can ensure you that you and your family or friends can enjoy a hassle-free trip with only the good kind of surprises to ensue.

Planning Help

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Choosing the When, Where, and How

Step 1 Choose your location.

  • Keep in mind weather and climatic conditions, merits and demerits of the place, types of recreation (beaches, culture, shopping), and facilities (transport, eating out, etc). What clothes are suitable? How removed from civilization will you be? What does your destination require?

Step 2 Choose when you want to go.

  • Do you want to go during the off-season or while tourism is booming? The off-season will offer discounts, but it will also mean closed doors and reduced availability.
  • When it comes to weather, do you want to deal with winter or the rainy season? How about when it's hot and muggy?
  • And then there's ticket prices – if you're flying, when is it the cheapest to fly? If you are planning to fly on a long weekend , then you should book the tickets well in advance to get the best deal.

Step 3 Plan a loose itinerary.

  • Make a list. Write down the places you want to visit, including restaurants, museums, malls, and other places of interest. This will help give you ideas and prevent being completely lost when you arrive and do not know what to do.
  • Include how you're going to get around. Does your itinerary involve cab rides? Using the subway? Trekking on foot? If you are taking public transportation, make sure you know how that's done wherever you're going.

Step 4 Be wary of going through a travel agent.

  • Companies that help you in the actual "planning" phase of your trip, would be like Gap Travel Adventures, Get A Trip.com, the Automobile Club of Southern California Travels Division (and their counterparts in each of the 50 States), and the American Express Corporation, whereas the giant travel conglomerates, such as Expedia, Travelocity ,Orbitz.com and Priceline (the 4 largest travel vendors in "gross profits" within the United States), aim at the end booking process.
  • The five things you can do to help yourself and your budget (that you don't need a travel agent for) are the following: 1) Book your flight and hotels at the same time, not separately 2) Be willing to fly mid-week and off-hours 3) Be willing to fly or land at a neighboring airport within 30 miles (48 km) of each other 4) Pay an all-inclusive price when possible, so that meals and gratuities are included, and 5) The actual season you travel – i will differ the rates by 30-40%.

Figuring Out the Logistics

Step 1 Assess your costs.

  • Always add some wiggle room, overestimating rather than underestimating. There are always costs you don't foresee or things you want to do that you haven't accounted for.
  • If the trip is more than you are willing to spend, make cuts where you can. If it ultimately means cutting the trip short, so be it.

Step 2 Make a budget.

  • Ditch that daily sugary latte. If you get a $4 coffee drink three times a week, that's $12 a week, and about $50 a month. That's $300 in six months right there.
  • Eat from home more. Restaurants are great, but they're expensive. If you cook at home, you can save money not only because it's cheaper, but because you'll have leftovers that can last you days.
  • Quit the luxuries for a while. That last drink on Saturday night? Pass. A movie next week? Nope. Heck, cable? Who needs it when you have Netflix? Take a look at what little things are fun, but that you could live without.

Step 3 While you're saving, do your research.

  • It is said that you should book airfare around two months out for the best deals – this is that happy place where airlines start discounting their trips to sell tickets, but haven't yet jacked prices up because they're last-minute.
  • If you're going somewhere that speaks a different language, take the time to brush up on the basics. You'll be glad you did, and the people you interact with will be, too.

Step 4 Get a

  • Many airlines also pair with major retailers, like Target, Amazon, and Apple. If you buy from those stores, you get miles. What's not to like? You're shopping there anyway – you might as well get a free flight for it.

Setting Your Plans in Stone

Step 1 Make your reservations for flights and accommodations.

  • And anything else for that matter, too. Many attractions have ticket sales online where you can skip the lines and go right in. Sure, the idea of waiting in line right now doesn't sound so bad, but for three minutes of work right now you can not waste hours of your vacation standing in a line with strangers wishing past you would've had better sense.

Step 2 Consider travel insurance.

  • Only you know if you are one of these people that changes their mind often, or often does re-scheduling – or if you are one of these people that will fly out in a hurricane, no matter what!

Step 3 If traveling internationally, make sure your documents are in order.

  • Keep your passport, travel documents, visas, and similar items in a safe pouch. You may want to make copies, too, and keep them in a safe place. It will make it so much easier to replace anything that you lost.

Step 4 Notify the right parties that you're leaving.

  • If applicable, put vacation notices on your e-mail, and remember to set your answering machine. Those messages will just have to wait until you get back.

Wrapping Up the Details

Step 1 Buy everything you'll need.

  • Traveling in a car? Make sure to get lots of foodstuffs, water, and things to do. A CD on tape about a road trip or your specific destination will be great to get you in the mood. Consider "On the Road," " Lost in My Own Backyard," "A Walk Through the Woods," or "Washington Schlepped Here," amongst others. Good music is a must, too.

Step 2 Pack light.

  • Stick to basic pieces and a couple pairs of shoes – it's really all you need in terms of clothes regardless of how long your trip is. A few basic shirts and a few basic pants, shorts, or a skirt will do the job. You can then mix and match as necessary.
  • Roll your clothes when packing. This will save you a ton of room and mean you can buy that authentic-looking tiki torch when the mood strikes.
  • Create and use a checklist for packing, which helps consistently remind you of all the odds and ends of packing. You don't want to arrive at the airport and remember you forgot the needed documents at home.

Step 3 Go!

  • Don't be tempted to take work or home problems with you – then all this planning will be for naught, making it feel like you're still mentally back home. Leave that laptop and your phone off – now is all about exploring and going on an adventure.

Expert Q&A

Amy Tan

Reader Videos

  • If planning a trip on a severe budget is your number one priority, there are literally hundreds of money saving tips for the actual daily travel plans, that can save you in the hundreds if not thousands of dollars. Thanks Helpful 0 Not Helpful 0
  • If peer reviews are more important than shopping by rates, than websites like Trip Adviser.com and some of the top ranked travel blogs, like with Budget Travel and Travel Zoo.com all have stellar reputations for providing unbiased reviews. In Europe, a similar counterpart would be found within Auto Europe.com (full service European travel vendor, not just cars) The Asian markets probably have the widest variety of travel providers. The only reason mentioning names is relevant, is according to Forbes Research many of the other smaller affiliate travel resources have been known to delete from their databases the low-25% of the negative reviews, thus obstructing true peer review analysis. This does not mean however, that one should not consider one of these smaller travel affiliates, though one should do their research and due diligence on that company's trust factor. Many have value-added services the larger companies do not have. Thanks Helpful 0 Not Helpful 0
  • Start learning the language of the country you are going to if you are traveling overseas. Thanks Helpful 0 Not Helpful 0

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  • Don't keep sharp objects in your luggage. Security has been greatly beefed up, and your luggage may be checked. Thanks Helpful 4 Not Helpful 0
  • Traveling can be hectic. If traveling to a new place, make sure you keep medication (especially for children). Keep your documents and precious possessions safe. Mugging and theft is common. Thanks Helpful 5 Not Helpful 1

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  • ↑ https://www.theglobetrottingteacher.com/how-to-successfully-choose-your-travel-destination/
  • ↑ Amy Tan. Travel Planner. Expert Interview. 12 March 2020.
  • ↑ http://www.seat61.com/spreadsheet.htm#.VBx5XvldUss
  • ↑ https://www.lonelyplanet.com/travel-tips-and-articles/how-to-budget-for-a-big-trip/40625c8c-8a11-5710-a052-1479d2772aa0
  • ↑ http://www.nomadicmatt.com/travel-blogs/planning-a-trip/
  • ↑ http://www.nomadicmatt.com/travel-tips/how-to-find-a-cheap-flight/
  • ↑ https://www.travelpulse.com/news/features/the-importance-of-travel-insurance-3.html
  • ↑ http://www.roadtripamerica.com/tips/How-To-Plan-A-Great-Road-Trip.htm

About This Article

Amy Tan

To plan a trip, start assessing your costs by determining where you will stay, like a hotel or a hostel. You should also go online and compare flight prices a couple months in advance for the lowest rates. Additionally, be sure to consider ways of getting around your destination, like rental cars or subways, based on the place you’re traveling to. If you’re traveling internationally, get your necessary documents in order 6 months in advance, like a passport and travel visa, and keep them in a safe place. For more tips on planning a vacation, like how to make a budget, keep scrolling! Did this summary help you? Yes No

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How to Plan a Trip Like a Pro: The Only Trip Planning Resource You’ll Ever Need

last Updated: December 8, 2022 travel tips

FYI: Affiliate links may be sprinkled throughout the awesome, free content you see below. I’ll receive a small commission when you purchase from my links (at no extra cost to you), which I’ll totally blow on adult things like boba tea and avocado toast. As always, thanks for the support.

Wondering how to plan a trip without all the headaches? Yeah, travel planning can be quite the doozy.

It’s time-consuming, overwhelming, and downright confusing; there’s flights to book, currencies to convert, time to take off, and activities to plan. And that’s not even considering all the getting around once you actually arrive!

Don’t let the stresses of travel planning get in the way of heading to your dream destination. I get it, though, I really do, there’s a lot to do. Planning a trip can seem like a daunting task. But I’m here to help with my travel planning tips! 

planning a trip of

Luckily, I’ve planned dozens (and dozens) of trips, from quick weekend jaunts to Napa Valley and Lassen Volcanic National Park , to faraway exotic destinations like Bali and Morocco (with ridiculously detailed itineraries).

After lots of trial and error (and making tons of mistakes on my part) I’ve figured out a way to ease the travel planning process. I’ve narrowed it down to an easy 18 steps on how to plan a trip, so you, too, can take the trip of your dreams. Whether it’s a 5-day beach break or a culturally diverse 2-week trip to Thailand , follow my advice below and you’ll be off before you know it.

I’m kinda known for my crazy-detailed itineraries, and get lots of people asking me for help on others. I haven’t been everywhere, so wanted to provide this trip planning resource so you can plan epic trips of your own!

This is my exact trip planning method – it’s kinda ingrained in me now, but after getting it all down on paper, I realized I actually prefer doing things in a set step-by-step basis! Perfect for you because you can copy how I plan my trips!

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So if you’re looking for a STEP-BY-STEP guide (made for busy professionals like you), continue reading, because this trip itinerary planner is juuuust the thing you’re looking for. Don’t blame me if you plan too many vacations. :p

→ Read Next: How to Travel More (with a full time 9-5 job)

How to Plan a Trip: Actionable steps to planning a trip of your dreams

Step 1: inspiration + fun/general research.

Before we get started on the specifics of how to plan a trip, start with some travel inspo! And sometimes, just getting inspired is half the fun of actually booking the trip (at least it is for me). 

I like to use Pinterest , Instagram , good old fashioned travel mags (at the dentist/doctor or when strolling through my favorite store Target), and of course, travel blogs.  I constantly find myself swooning over photos I see, and sometimes even book a trip based off of one photo alone, like that time I begged my sister to head off to Chefchaoen with me (I’m a highly visual person if you haven’t noticed). 

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Since my mind goes into overload during the inspiration phase, I make sure to organize what I find right away as efficiently as humanly possible.

Enter, Google Maps. As soon as I find a spot I wanna visit (whether it be as specific as a restaurant in a little town or a country as a whole), I type it into Google Maps and hit Save → Want to Go. This way, all my finds are kept neatly in one place, and already plotted on a map to see general locations. You should see my Google Maps – it’s covered in those little green pin markers.

A few posts for some inspiration right over here:

  • My Life-Long Bucket List
  • Most Beautiful Places in California
  • 25 Perfect Week-Long USA Itineraries
  • Where I went in 2013 , 2014 , 2015 , 2016 , 2017 , and 2018
  • 35+ Winter Weekend Getaways in the USA (snowy and warm)
  • My Travel Bucket List: USA Edition
  • 14 Adventurous Places to Travel 
  • The Best Beaches Around the World
  • The Ultimate South East Asia Bucket List

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Specific Bucket-list worthy experiences:

  • Meeting the Dragons in Komodo
  • Bobsledding in Park City, Utah
  • Sailing the Greek Islands
  • Staying in an Overwater Bungalow
  • Beach bumming Hawaii

Once you’ve narrowed down your list to a few places you wanna go, figure out how much time you’ll need and the best time of year to visit. Make this quick – no need to do intense research just yet. We’re still in the beginning phases of how to plan your trip. They’ll be time later for lots and lots of googling, reading, and finalizing.

Jot it down on paper in 3 columns: Places I Want to See, Time Needed, and Best Time of Year to Visit (based off of weather). I quickly google “best time to go to ____”. Example here:

How to plan a trip like a pro

Step 2: Decide on your Destination and Trip Length

How much time are you allocating to this trip? Are you able to use a bunch of PTO and make it an epic adventure? When can you travel? Before you even begin to plan your trip, you’ve gotta know where you’re going and for how long!

Be as specific as possible. Instead of saying “I want to go to Europe”, specify the exact country, and then cities within. “I’m headed to Barcelona and Valencia!” sounds much more real, and you’ve got a much more specific goal to work towards. 

Think about the type of trip you want – are you a “see-as-much-as-possible” and “cross-it-off-the-list” type of traveler, or do you want to take a few days to really get to know a place inside and out? I’m more of the first type (hey, yolo, right?), but I’m starting to appreciate spending ample time in destinations I really love.

What kind of weather do you want? Are you looking for a frozen, ice-filled fantasy or longing for a few days basking in the sun ? How do cultural and foodie experiences sound? Are you looking to stay close-ish to home or are you prepared to travel far? All questions you gotta ask yourself when choosing a destination.

TIPS FOR SHORTER TRIPS (up to 7 days)

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If you know you’ll only have a few days, don’t pick a place that’ll take you 2 days to get to. We want to maximize the amount of time you’ll actually have in your destination.

And Psst – don’t think there’s much around you? Think again. There’s likely loads within a few hours.

  • For example, from NYC, you can get to London in just under 7 hours, the Caribbean/Central America in 3/4 hours (depending on where), Iceland in just 5 ½, and the other side of the country in 6.
  • From San Francisco, you can get to Japan in 10 hours, Mexico City in 4 ½, and Hawaii in 5.  Cliche, I know, but the world really is your oyster.

Only have a few days? Check out these sample itineraries I’ve created to see exactly how much I’m able to fit in in just a few days!

Coming from the States:

  • Long Weekend Trips from San Francisco
  • Long Weekend Trips from New York City
  • 5 Days in Maui / 3 Days in Kauai
  • 3 Days in Mexico City 
  • 3 Days in Las Vegas
  • 3 Days in Washington DC
  • 3 Days in Portland, Oregon

Coming from Europe:

  • 3 Days in Vienna
  • 3 Days in Barcelona
  • 2 Days in Venice
  • 3 Days in Santorini
  • 2 Days in Athens

Coming from Asia:

  • 3 Days in Ubud
  • 3 Days in Tokyo
  • 3 Days in Taipei
  • 2 Days in Bangkok
  • 3 Days in Singapore
  • 3 Days in Hong Kong

TIPS FOR LONGER TRIPS (1 week+)

Longer trips are undeniably much harder to plan, since there’s a bunch of logistics involved in getting from place to place. You probably won’t be staying in the same exact spot for all 7+ days. But as long as you start your research early and follow my itinerary planning advice below, you’ll be a step above everyone else blindly crafting their schedules. P

ractice really does make perfect, so the first long, multi-destination trip you plan will be the hardest. Expect a few hiccups, but just go along with it; that’s just part of traveling!

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If you’ve got a longer amount of time, check out these bucket-list worthy destinations for inspiration (and plus, I already planned out the bulk of these itineraries = less leg work/heavy research for you):

  • 2 Weeks in Thailand
  • 10 Days in Japan
  • California Coast Road Trip
  • 10 Days in Norway
  • 2 Weeks in Croatia (+Bosnia)
  • 10 days in Panama
  • 2 Weeks in Spain and Portugal
  • 10 days in Bali + Komodo National Park
  • A Week in Iceland
  • 10 days in Greece

And right after I decide on a destination, I always research to see if a visa is involved. Some you can get upon arrival at the airport, while others you need to apply and wait for.

Don’t book a ticket without knowing the visa situation, as airlines don’t check for proper documentation before you book your flight (and it’s possible you’ll get turned away at the airport and need to go back home just as soon as you arrive into the country which requires a visa – not fun!).

Step 3: Choose your Approximate Travel Dates

If you’ve done your due diligence and filled out your own travel planning worksheet above, you already know the best time to visit your dream destination. However, when considering the best time to travel, there’s quite a few factors to think about. 

No one wants to get to their destination after planning for months only to realize they forgot to look into the weather patterns. Will it be rainy season? Hurricane season? Ridiculously over-the-top blazing hot (sweating profusely is no fun for anyone). I’ve had friends visit Bora Bora (a wildly-expensive once-in-a-lifetime trip) in the rainy season and I crossed my fingers for sun for them.

I always like to visit a destination in either the high season or shoulder season, for the best chance of perfect or near-perfect weather. I’m someone who despises rain with a passion (some may like it, but just think about if your activities will be dampered because of some precipitation). This is extra important to me, and I’d rather pay a bit more money for higher possibilities of sun and no rain/clouds.

Of course, you cannot predict the weather months from now, but I always look at the expected weather trends in my intended travel month and stay away from the rainy/hurricane season.

planning a trip of

For the best combo of pleasant weather and minimal crowds, it’s wise to travel in the shoulder season (weeks/months outside of high season). This will of course change from destination to destination, but in general, late April-early June and September-October is shoulder season in many parts of both Europe and the USA.

Think about when kids are back in school – if you visit when school is in attendance, you’ll have less families traveling and therefore fewer overall people.

Three days in Rome is the perfect amount of time for site seeing, lots of eating, and city strolling. Check out what to do in Rome in three days, what to eat, and where to sleep.

Note that high season typically sees higher costs (but hey, it’s high season for a reason!). If you can visit when kids are back in school, you’ll have higher chances of finding a good deal. Visiting during a holiday? If you can plan your travels bypassing Christmas and New Years, you’ll automatically save a whole bunch, as this is the most expensive time to travel to most places.

Headed to Las Vegas and looking for the best 3 day Las Vegas itinerary? Keep on reading for opulent hotels, sugary snacks, and luxurious spa treatments. See, it’s not all kitschy casinos and high-cash table games!

Attending a Specific Event

Is there a specific festival/event/animal migration you want to attend/witness? For example, Oktoberfest in Germany, whale watching in Monterey, safari in Africa, and Burning Man in Nevada. Full Moon Party in Thailand and the Day of the Dead in Mexico are two other examples.

You’ll need to obviously plan your trip around these dates/months. Do note that it’ll most likely be one of the most costliest times to visit, so plan to book flights and accommodations way in advance.

planning a trip of

No need to plan exact dates just yet, just know the general timeframe of when you want to go. For example, this could be 1) early June 2021, 2) between Thanksgiving and Christmas, 3) birthday month, etc.

Step 4: Decide on your Travel Partners

Are you planning on traveling solo or with friends/family/significant other? 

Traveling with Friends/Family/Children?

Traveling with other people can be a bit more difficult to plan (you’ve got other people’s interests and budgets to cater to), but the memories will be even sweeter when you can reminisce about your fantastic trip together in a few months.

Planning a trip with family? You’ll likely be deciding on your destination together. Remember – it’s all a compromise. If I want a few days of running around a major city, we always make sure to head to smaller towns/spend a day or two relaxing on the beach for my husband later on in the trip. Everyone should be part of the decision-making process.

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When I’m traveling with friends, I like to have my desired destination in mind as well as approximate dates. Don’t go to your friend and say “wanna travel next year?”. It’s way too open-ended, especially if you have a general idea of where you wanna go. I just started planning a trip for Spring Break, so asked my friend if she wants to accompany me on a trip to Jordan in late March. See, much more specific.

Always know the type of accommodation you both prefer, if this will be a budget/mid-range/luxury trip, and how the other person feels about spending some time solo (if one person wants to do something but the other really doesn’t want to). Your bestest of friends may make the worst travel buddies – be upfront about as much as possible and you’ll have the greatest chance of a smooth trip.

Traveling Solo?

Never traveled solo before? Don’t fret – I just started traveling solo a few years ago and fell in love with the whole concept ! It’s all so freeing! You can pick and choose all your activities, have cupcakes for breakfast (guilty!), and take as many photos as you want (64597 or 0)! Things do end up being a bit more expensive because you’ve got no one to split the bill with, so I typically stay in hostels and eat tons of street food to help with costs. 

planning a trip of

When traveling solo for the first time, I recommend heading to a country that speaks your language, has an easy currency conversion, and is known for being safe and with a good tourist infrastructure. I loved traveling solo in Iceland , London, and Croatia solo, and would highly recommend these countries for first-time solo travelers! 

→  All my female solo travel tips over here (useful for you men as well, but it’s catered towards women, just FYI). 🙂

Step 5: Research Trip Costs

Before you can you do research on trip costs, you’ve gotta know where you’re going (obviously, because places all cost a different amount of money), how long you plan to travel for (more days = more money, usually), and when you aim to go (high season vs. low season can be wildly different in terms of financials). 

See, this is why you need to figure out how long you’re planning to travel for before you do your research on trip costs. Every night at a hotel, plus food and activities per day, will add up quickly. 

But it’s true – a vacation is only as expensive as you make it. Don’t expect baller champagne on a beer budget. That being said, you still can have a hell-of-a-time without spending a fortune.

Everyone told us that Japan would be over-the-top expensive, and we found it pretty in line with other trips we’ve taken. Must have been those inexpensive AirBnBs we found and eating cheap street food everyday.

planning a trip of

If you’re traveling solo you won’t have many opportunities to cut these costs down (hostels are great for solo travelers), but if you’ve got a travel partner and are planning on sharing accommodation, you can automatically save 50% on hotels, car rentals, some activities, etc. 

Make a rough outline of how much you think the trip will cost, approximations of course. Be sure to note flight, hotel, meals, activities, transportation, and any possible extras. The more research you do, the fewer surprises you’ll have later on.

How to plan a trip like a pro

In addition, when thinking about your budget, think about areas in which you could save some money, and what hotels/activities/experiences you feel comfortable splurging on. Would you rather stay at that posh 5 star resort for 2 nights or take a helicopter ride in Maui ? Do you prefer a fancy spa treatment or a night out at the opera? It’s wise to pick and choose a few things you know you can’t live without, and try and cut corners in other areas. 

For example, we sometimes stay at airport hotels if we’re arriving late into our destination, which saves us money as they are typically less expensive than hotels in downtown. The next morning we check into the more expensive hotel, but have already saved a bunch of money by spending a night at the less expensive hotel, without impacting our travel plans at all!

planning a trip of

Make sure to think about transportation costs too, as these can vary greatly depending on where you’re going. I’m not talking about transportation to your first destination, but how you’ll actually get around once you’re there. You can get anywhere in NYC for $2.75 (which I miss greatly), but if you wanna take day trips outta the city it’s a whole other ball game.

Think about if you’ll be traveling to different cities/places during your trip – be sure to account for a car rental, trains, buses, public transit, Uber, taxis, domestic flights, etc.

*** Always overestimate the cost of travel. There are lots of unexpected and unforeseen costs involved (unfortunately).  It’s always best to over over prepared, especially when it comes to finances!!! And if you don’t use all the money you save, you can always allocate the funds to your next trip. Boom!

And once you’ve figured all this out, you can set a rough budget for yourself. I say rough, because things are gonna change. Travel can be wildly unpredictable (especially if you haven’t done enough research).

Step 6: SAVE, SAVE, SAVE!

Time to get saving, my soon-to-be world-traveling friends. Because, well, hate to break it to ya, but you need a large chunk of change to pay for all your fun. You don’t need to save up enough cash for your entire trip all at once, but make sure you have a plan as to how you’ll do so before your trip arrives.

As you’re booking flights, hotels, activities, and as other trip-related expenses come up, you’ll want to have a sufficient amount of money to cover these things straight away.

NEVER go into credit card debt to travel. Just please don’t. Wait an extra few months/year to travel if you need to. The world ain’t going anywhere, but the credit card companies will charge you a hell of a beast of interest, that’s for sure.  

planning a trip of

To make your finances black and white, write down all the things you spend money on each month (rent/mortgage, car payment/insurance, groceries, gym memberships, etc). Then look at your credit card and write down all the miscellaneous stuff. You may be surprised to see that you’ve spent ~300/month on coffees or ~$80/month on that pilates membership you haven’t used since February.

See if you can split the cost of Amazon Prime/Spotify/Netflix with a friend/family member, as even saving an extra $40 per month can get you a few nights in some places.

Think about ways you can slightly alter your everyday life to save for your trip. Every time you forgo that expensive morning latte or night out at the club/bar, you’re a few dollars closer to your dream trip.

Your friends don’t understand? Get new friends. Haha – but really, explain to them that a night out can cost as much as entry to the Vatican or a few days bumming around in Belize.

Get rid of those weekly/monthly subscription boxes, make your morning coffee at home, and save dinners out for special occasions. There are a billion ways to save money, you just gotta be creative sometimes.

And if you’re lucky, you’ll already have some extra cash lying around to plan your trip- but just remember, never take money out of your emergency fund to go off traveling. Set up a different bank account, with the sole purpose being money saved for travel.

Step 7: Apply for a no-fee ATM card

And since we’re talking cash, now’s the time to apply for a no-fee ATM card.

If you want to avoid those pesky ATM fees every time you take out cash while away, simply look into a no-fee debit/ATM card, such as one through Charles Schwab (which I have and love). You can use the card at any ATM in the world, and Schwab will reimburse you all the ATM fees at the end of the month. Pretty neat, right?

It’s by far the best debit card for traveling Americans. We transfer some money into our Schwab account before a trip, and use that as our spending money (do note that it takes a few days for money to transfer between banks, so do this a few days before jetting off).

More info on Charles Schwab here.

planning a trip of

ATM fees quickly add up, with many banks charging around $5 or so per transaction. When traveling, I don’t like to keep a whole lotta cash on me at hand, so rely on local ATMs to take out small amounts when need be. Why shell out money when you don’t have to, right?

Step 8: Apply for a travel rewards credit card

Not all credit cards are created equal. I repeat. Not all credit cards are created equal. If you plan on traveling quite a bit (or even just once), it’s wise to look into a travel rewards credit card for the bonus miles and perks that come along with it.

There are many to choose from, including more general travel cards as well as airline/hotel/brand specific. 

We currently use and love the Chase Sapphire Reserve®, which not only gives us $300 a year statement credit for travel, but grants us access into Priority Pass airport lounges worldwide, provides free auto insurance when renting cars, lost luggage reimbursement, and even a concierge service, (and oh so much more).

Don’t let the $450 annual fee scare you; it’s actually only $150 once you spend $300 on travel. Chase typically has great promotions, so be on the lookout for ones providing ~50k+ bonus miles (good for a roundtrip flight to almost anywhere in the world). There’s also the Chase Sapphire, which still comes with heaps of benefits, but you don’t get lounge access and other perks.

planning a trip of

In addition, we also use an airline specific credit card, the Delta American Express, since my husband’s airline of choice is Delta. Whenever we book Delta flights using this card, we get extra bonus miles, which we can put to use for future free flights. I wouldn’t recommend only traveling with AMEX though, as many places around the world only take VISA/Mastercard. Hence our need for both.

Other recommended cards include Capital One® Venture® Rewards Credit Card, The Platinum Card® from American Express, and the Chase Ink Business Preferred Card. 

When looking for a travel credit card to apply for, check to make sure it has no international ATM withdrawal fees, no currency conversion fees, and reward points for travel (airlines/hotels/cars/etc).

And just FYI, Travelers Checks are kiiiinda a thing of the past, so be sure to have a credit card ok for international use.

Step 9: Book Flights

Booking flights is one of the most nerve-wracking parts of the travel planning process for me. And why? Because not only do flight prices fluctuate daily, but once you book, you only have 24 hours to cancel (as long as you’re booking from the USA). I find it incredibly intimidating, especially because I’m always trying to get the best possible price. And all those options! So confusing!

I rely on Skyscanner and Google Flights when looking for the cheapest possible flights, and sometimes also look on Kiwi . I tend to sway towards Skyscanner the most because it allows you to search an entire month (or time of year) to find the absolute cheapest flight available.

planning a trip of

If I ever purchase a flight through a third-party, I make sure to call the airline and confirm my reservation number. 

However, 99.99% of the time I book directly through the airlines themselves. Once you find a good deal on Skyscanner or Google Flights, go directly to the airline website to book the flight. And don’t forget to input any airline numbers you are a partner of to rack up those skymiles for later use!

→ Psst – check out Skyscanner and set up price alerts to snag the best deal.

However, always be sure to check low-cost airlines, as they are not always included in third-party sites.  A good list can be found here . Southwest and Frontier Air are good options in the USA.  More tips on getting the best price on airfare here . 

Don’t be that person who paid the most on a flight → be flexible, use miles if you can, and sign up for email notifications (I like to use Skyscanner and Google Flights for this). If you’re a bit more flexible with your destination, make sure to sign up for Scott’s Cheap Flights and The Flight Deal, as you’ll receive insane flight deals. The more flexibility you have, the better your chances of scoring a great price. Be willing to fly midweek and off-hours, at the least, if you can.

Search for low airfares and hit BUY when you feel comfortable (don’t wait as flight prices can drastically change within hours)! Here are some additional tips on finding cheap airfare ! I’m a serial advanced planner when it comes to expensive, long-haul flights, but some of my friends score good deals by waiting until a month or two before. It all depends on your comfort level. 

Before booking, you’ll want to have a general idea of your travel route, as this may impact your flights. Will you be flying into one city and out of another? Are you booking a round trip ticket? 

planning a trip of

An important note on Passports : Traveling internationally? Can’t leave the country without a valid passport, am I right?! Many countries require at least 6 remaining months on passports before you leave or in order to even enter the country.

If you need to order a new passport, you can check out this passport guide for help, and if you’re traveling within 6-8 weeks (amount of time it usually takes to process passports), you’ll need to get an expedited passport which you’ll receive in approximately 3 weeks for an extra $60. Well worth the money if you find yourself in a pinch and desperately need that passport ASAP.

Step 10: Book Hotels/Accommodations

I like to book hotels relatively early on in my planning process. Why? If you’re traveling during high season (which happens to be me more often than not), there’s a chance your desired hotels could be all booked up! We tend to book hotels that we can cancel, just in case our travel itinerary changes or we find accommodation that suits us better. Most of the time refundable rooms cost a bit more, so just something to keep in mind.

When searching for rooms, I typically do a quick check on HotelsCombined , since they find the best price by checking dozens of booking sites.

→ Search for the best hotel prices on HotelsCombined 

When booking accommodation, think about how far the hotel/apartment is from the city center and the activities you want to do. Sometimes, booking a hotel that’s way cheaper will end up costing more than a slightly-more-expensive hotel if you need to shell out extra dough to get yourself places.

Think about how much time you’ll be spending in the hotel. If you’re planning to be out and about all day, why book a fancy room when all you’ll be doing is sleeping and showering there?

We book over-the-top resorts/hotels when we know for a fact that we’ll be able to enjoy all the amenities. Like that time in Bali we stayed at a resort with our own private pool, lush jungle views, and multiple infinity pools. But we were planning on spending an entire day taking advantage of the hotel so it made sense. In Tokyo when we’re out stuffing our faces all day? Not so much. 

planning a trip of

A few additional places we look for accommodation:

Hotel Tonight : My go-to for last minute deals.  Think road-tripping and spontaneous weekend trips.  We once paid $23 for a (really nice) hotel in Reno, Nevada.  You can now check and book up to seven days in advance. Top tip: download the app in advance in case you’re stuck without wifi for a bit.  Use my promo code JKLEINER for a free $25 towards your first booking.

AirBnB : In some cases, we find ourselves wanting a more local experience, so we look to AirBnB for an apartment or condo. With AirBnB, you can rent out private rooms, entire apartments, and even full houses! We’ve had some fantastic experiences and wonderful hosts, and saved a ton of money!  Save an additional $40 off your first stay here !

My number 1 tip: heavily research where you are staying – read all the reviews and make sure the property owner is readily available to contact. Always check the cancellation policy. 

→ New to AirBnB? We’re giving you a coupon of $40 off your first stay of $75 or more !

Expedia : So great for package deals, as you can literally saves 100’s by purchasing flight and hotel together.  Plus, with their rewards program, you can store your points for even greater savings down the line.

Step 11: Get Vaccinated/Medications if Needed

It’s always wise to schedule a travel appointment with your doctor so you can decide what’s best when it comes to vaccinations and precautionary medications with trained medical staff. In addition, I always check the CDC website for recommendations on the such.

Some are more standard vaccines you can get with your primary care doctor, but others (like Yellow Fever for our upcoming trip to Africa), you’ll need to arrange for in advance.

planning a trip of

It’s wise to know which vaccines you’ll need early-ish on in the travel planning process, as some need to be specifically ordered and other vaccinations you’ll need multiple, specifically timed spaced-out appointments. Some vaccines are only recommended if you’re visiting particular parts of a country, so don’t feel like you need to get them all if you aren’t even visiting the infected areas.

In addition, research if you need to show proof of vaccines upon arrival into a particular country (they may not let you in without the proper documentation). Ack! 

It’s also a wise time to talk to your doctor about any medications (like Malaria pills we took in Thailand and Bali) you may want to bring along.

Step 12: Decide on WiFi/cell service

Some like to be away from it all and go wifi-free, while others will feel more safe and secure knowing they can use their phones. It all comes down to personal preference. I rely on my phone way too much to go completely data-free, so always make sure I have a set plan in place before leaving on any international trip.

Personal Wifi Hotspot

Although you will most likely have wifi at your accommodation, it’s a good idea to bring along a pocket-sized personal WiFi hotspot , to keep you connected during your time abroad. WiFi hotspots are a cost effective option to ensure you can use GPS apps like Google Maps, check your emails, and catch up with friends and family while away.

With this portable device , you’ll have WiFi wherever you go (even if your phone doesn’t have service), unlimited internet (on up to five devices at a time!!!), and it’s fast and reliable. At less than $9 a day, this device can’t really be beat.

Note that some cell phone plans allow for international use, but many of these are costly. I accidentally turned on my phone service for LESS THAN 2 MINUTES once and got charged $150 by my phone carrier! I desperately wished I had a personal WiFi hotspot with me then!

Find more information and plan options here . HIGHLY RECOMMENDED especially when you don’t speak the native language of the country you’re visiting. A true life saver.

planning a trip of

Other Options

Other options include bringing along an unlocked phone so you can use local SIM cards, and looking for plans which include international data.

If you’re thinking about doing a bunch of international travel over the next few years, it may be worth switching to T-Mobile if the service is decent in your home area. My husband and I currently use T-Mobile, and get access to free data in over 210 countries (excluding the one country I was charged an obscene amount of money in – but that was my fault).

Some teched-out cities even have free wifi throughout the city – need to check beforehand (don’t count on this as it’s a relatively new thing, and I wouldn’t rely on the free wifi in case an emergency occurs).

Psst: I always bring a portable battery charger to recharge throughout the day since I rely on my phone heavily for directions!

Step 13: Research + Map Out Activities/Restaurants

Ohhhh, this is where it gets really fun in my eyes. Activities are the bulk of your trip, and probably the main reason you’re visiting the area (besides the food, of course).

Here’s how I like to do it:

1. First, I do some research on things to do in the area (this includes food tours, beaches, museums, popular attractions, hikes, etc), day trips which peak my interest, and anything else I find exciting on Get Your Guide , Viator , and AirBnB Experiences (use this promo code for $15 off your first AirBnB experience). 

I’m a BIG FAN of Get Your Guide and Viator when it comes to perusing activities and signing up for tours (they have SO many options). I’ve been using both of these sites for years, and can honestly say 99% of the time the tours are downright AWESOME and a good bang for your buck. I like to plan in advance (sometimes too far in advance), and being able to book specific activities (with the ability to cancel if need be) is something I love about Get Your Guide and Viator.

planning a trip of

I recently started using AirBnB Experiences , as they offer some more local-type experiences, such as cooking classes in chef’s homes (I learned how to make macarons in Paris this way!), photography sessions, and more niche city walks.

I also like to use travel blogs from those writers I trust (not all travel bloggers have the same credibility unfortunately, so if something sounds odd/wacky, I do further research/cross reference facts). In order to do this, I usually google  destination + “blog”, and pick them out one by one in the search results. You tend to get additional tips and insights you normally wouldn’t have on other large-party sites.  

planning a trip of

Depending on the destination, I’ll peruse Lonely Planet for even more must-do’s. I used to rely on TripAdvisor, but after I learned that many reviews are fake/bought, I stopped using them entirely. 

2. Plot each “attraction/museum/beach/restaurant” on a map → I’ve been using Google Maps lately and love it! If you prefer to use paper maps, get a large one so you can easily see all the spots! But why waste paper and money?

3. Look at the map, and take note as to where these activities fall. I then separate the activities into different areas. This helps figure out which attractions you should see together on a particular day. You don’t wanna be running back and forth across the city/town/destination out of stupidity silliness. Group attractions together that are in the same proximity/close distance.

4. Think about how much time each activity will take. Some attractions will only take a few minutes, while others you may want to devote entire hours. Don’t aim to see a whole bunch of super-intensive things in the same day; try and space them out if you can.

planning a trip of

5. Star your top “things to do” in each location. These are the things you’ll aim to see on your trip, while the others will be extra bonuses. Because, lets face it, if you only have 3 days in Paris, you probably won’t have time to see all 235232 museums.

At the end of this process, you should have a handful of main activities you wanna check out, as well as a bunch more less time-intensive ones, listed out by location/proximity to each other. 

Depending on the type of traveler you are, you may want to book a few guided tours of the city/area you’re visiting. When I travel (especially on my solo jaunts), I tend to book a few guided tours and day trips. I always meet a few chatty people and end up hanging with them the entire day!

It’s also nice to have someone guide me around for a bit (solo travel gets exhausting). Guided day trips are great if you don’t wanna worry about getting lost on public transport and/or don’t wanna rent a car.

Inspiration for Things to Do/Tours/Day Trips

  • Get Your Guide 
  • Viator  
  • Airbnb experiences
  • Travel Blogs (like mine !)

If there’s a particular + popular restaurant/dining experience your longing after, it’s wise to make a reservation in advance. When we went to Mexico City , we had to book our table a few months ahead of time, and there still wasn’t much availability! 

Step 14: Plan Your Day-to-Day Itinerary

Don’t overplan , but definitely keep track of the tours you booked and other sites on your wishlist. I tend to make exceptionally long Google Docs (for easy access without wifi), and roughly plan out my days. This makes sure I don’t forget what’s going on each day; especially helpful if your trip consists of a few different towns/cities/etc.

I always put the date, day of week, and location in the left column, then details about my day in the right.

Planning your trip and looking for the best Mexico City itinerary?! Whether you’ve got a full week or just 3 days in Mexico City, you can be sure you’ll never be left bored.

Some tours are only offered on certain days, so you may need to play around with your day-to-day itinerary until it works out. 

The example below (a random few days during my two weeks in Croatia ) is not as crazily detailed as my normal ones, but you get the picture:

how to plan a trip itinerary

Once the itinerary is all set, I then go ahead and book all tours and skip-the-line tickets for popular attractions (imagine not booking a ticket in advance for Frida Khalo’s House in Mexico City, the Louvre in Paris, or the Sagrada Familia in Barcelona). Don’t waste your time waiting in line. Spend 3 minutes booking your tickets now and you’ll be thanking yourself later on during your trip.

Step 15: Book a Car Rental (if need be)

Heading off on a road trip (one of my favorite types of trips)? Don’t forget to book a car rental for the duration of your stay! 

In order to save some money, think about if you’ll actually need the car for your entire trip. Are you staying put in your first destination for a few days? Can you get around on foot or inexpensive public transport? Will you really need a car then? Book the car rental for the night before/morning of your first real road trip day.

→ Search for the cheapest car rentals over here !

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And if you’re primarily visiting one city and doing a few day trips, can you move all your day trips to the beginning/end of your trip to only book the car for 3 days, instead of say 7? It’s silly to pay for an extra day if the car will just sit there all day.

But always check how much a weekly car will cost – sometimes there are deals, and a rental may end up being cheaper in total if you book for longer (crazy, huh?)! It’s wise to think about parking fees and such before getting too excited though.

Additional Reading: Tips and Tricks for your Next Roadtrip

Step 16: Buy travel insurance

Confession time:  I was always that girl who never really understood the value of travel insurance.  Honestly, I thought it was a complete waste of money. After checking out the highly recommended Safety Wing , I finally came to the realization that it really is worth the (small) extra cost, and it’s just plain stupid to travel without. 

Safety Wing is not just for medical insurance, but also helps when luggage is lost, you need to cancel a trip, or when your gear is stolen or damaged when traveling. 

Norway Road Trip Itinerary: All the stops you'll want to make if you've got 10 days in Norway!

Even better, you can purchase at home or overseas (while already traveling) & make claims online from anywhere in the world. There’s really no excuse, especially since the insurance only costs a few dollars a day. You’ll be kicking yourself mid-trip if something goes wrong and you’ve got to pay tons out of pocket.

They say if you can’t afford travel insurance, you can’t afford to travel.  Now I won’t travel without it. Get a FREE quote . Planning a trip abroad? Just get the insurance. No excuses.

Step 17: Before you go action items

Thought you were done? So close, just a few more things to do when planning a trip! These last-minute items can literally be done in the few days leading up to your trip. Some only take a minute, but are oh-so-important.

  • Tell your credit card companies you’re traveling (you don’t want any cards to get denied because of suspected fraud/theft)
  • Arrange for pets to be watched and plants to be watered.
  • Get familiar with currency rates. They obviously vary from country to country, and can sometimes be as easy as moving the decimal point a few spots, or as confusing as dividing everything by 7.3. Download a currency converter for your phone for easy conversions on the road (I like Currency XE).
  • Learn a few important words/phrases in the local language. I find Duolingo quite fun!
  • Do some research on safety, common scams, and any areas to avoid in the destinations you’re visiting. It’s also wise to check out any cultural norms/basic manners in your destination.
  • Let friends and family know you’re traveling. Be safe – someone at home should always know exactly where you are, especially if you’re traveling solo.
  • Transfer money into Schwab account: remember, this takes a few days, so be sure to transfer as much cash as you think you’ll need for the beginning of your trip. I like to make it easy and just do one bulk transfer before we leave. Remember, using Schwab saves you all those precious ATM fees!

planning a trip of

  • Buy necessary items: Depending on where you’re going, you may need to pack something specific. Traveling internationally? You’ll most likely need a plug adaptor ( this one works in all countries ) and possibly a converter for voltage. You’ll probably wanna pack a wide-brimmed hat and reef-safe sunscreen for warm-weather destinations. A sarong to cover up with for visiting temples in Asia. 
  • Credit cards you are bringing
  • Travel insurance documents
  • Rough itinerary
  • Flight/Hotel/Activity reservations 

I also like to print out a copy (or 2) of my passport and keep in a separate place. If I’m keeping my passport in my purse with me, I also put a copy in my suitcase/husband’s carryon just in case.

planning a trip of

A REALLY IMPORTANT EXTRA TIP: Figure out how you’ll get to your accommodation/into the city from the airport before you take off. The last thing you wanna do when you’re completely drained from sitting on the plane for 10 hours (with potential jet lag) is to figure out how to get to your first stop.

Be kind to yourself and at least write it down (on your handy-dandy Google Doc) beforehand. Consider the time you’re arriving, as public transport may not work all hours of the night.

Step 18: Start Packing!

Phew – so close! I suggest starting to take things out a few days before your trip so you don’t forget anything important. Make sure you’ve got your passport, additional form of ID, copies of credit cards and other documents, and your itinerary. You’ll also want to check the plug/socket type and make sure you have one/a few which fit.

planning a trip of

A few of my top packing tips:

  • Know your airline’s baggage fee policy. Don’t wanna show up at the airport expecting to get 2 huge suitcases for free and end up having to pay $$$ for them. A great list can be found here , but it’s always wise to triple check on the actual airline website.
  • Pack light. Most people take way more than they actually need. Think about the activities you planned earlier, and pack according to that. Put everything on your bed and take out half of the clothing you think you need (yes, half). Not only will this reduce potential fees at the airport, but it’ll make it easier to get around with less baggage.
  • Keep all your absolute essentials and one change of clothes in a carry-on. Lost baggage happens; don’t let it ruin your trip. Always keep medications and expensive electronics on your body, as well as a toothbrush!
  • Come prepared. We always take along something for motion sickness, altitude sickness, stomach bugs (anti-diarrheal), and other general over-the-counter meds including fever-reducers, pain reliever (Tylenol or motrin), an antihistamine, and antibiotic ointment. Throw a bunch of band aids in your bag as well. You just never know what’ll happen and if you’ll have access to these quickly and easily on the road.
  • Use packing cubes. I don’t know how I managed to travel before packing cubes came into my life. They are oh so helpful for organization and to keep my bag from exploding. And if you haven’t ordered packing cubes in time, you can always use large plastic bags. Better yet, roll your clothes into packing cubes and you’ll be golden.

Step 19: And you’re off!

You did it! You planned your trip! Now go enjoy the fruits of your labor and have the time of your life! Just remember to stay safe and take lots of photos! Be sure to read how to stay entertained on long flights before you leave so you’re first 3, 7, or 10 hours of travel isn’t a complete bore!

Hope this ridiculously detailed guide on how to plan a trip helped! Where are you hoping to travel soon?! Now, go help a friend plan a trip, pronto!

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June 15, 2020 at 5:27 am

This is so so so helpful! I am a hyper planner as well so this is pretty much exactly what I do. Love this!

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June 16, 2020 at 9:15 pm

Yassss! Planners unite! Everyone thinks I'm crazy, but then I go ahead and plan the best trips!

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August 5, 2020 at 12:33 pm

Planners unite! Everyone thinks I’m crazy!

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September 22, 2020 at 5:24 am

Hi jess, Amazing post! You share some useful blog every time. I appreciate your planning and Your planning always working for me. Thank you for sharing your travel plan.

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January 24, 2021 at 4:18 am

An informative read Jess. You’ll have to visit Tenerife one day and do a review of the island.

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March 21, 2021 at 9:55 am

I plan to travel to Croatia in 2022. Yes it is more than a year upfront. I like your blogs a lot and will definitely use them. Any suggestions for traveling the Croatian coastline. Want to fly to Rome and travel per train to Venice and from there with a bus/train to a destination in Croatia where I can rent a car. Preferably Poreč then Pula and all along the coast to Rijeka to Zadar, Split and all the way to Dubrovnik.

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December 29, 2023 at 6:34 pm

Hi Jessica! Thank you so much for this article – it was very informative! My husband and I are planning on taking a trip to Japan in Spring of 2025. Do you speak Japanese? If not, did you find it difficult navigating the county? I am trying to figure out if I should book a tour group, or if we would be okay just going by ourselves. 🙂 Thanks so much for your help!

December 29, 2023 at 6:36 pm

Sorry! This comment was supposed to be on your Japan article! I don’t know how to fix it. LOL.

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Which AI trip planning tool is the best? Here's how Expedia's and Booking.com's compared.

  • Expedia Group's Romie and Booking.com's AI Trip Planner are AI-powered travel tools that can help travelers plan and manage their trips.
  • Both tools can recommend destinations, places to stay, and things to do and even create a full itinerary for your trip.
  • However, these AI travel planners are still in their early stages and can't yet be relied on completely.

This new travel adviser can help travelers plan and manage their trip – and then come with them on vacation.

Expedia Group revealed a new artificial intelligence assistant last month that users can access anytime via their phones. Named Romie, the alpha version available now via Expedia’s iOS app in the U.S., can help build itineraries, summarize travel plans discussed in group chats, warn customers of trip disruptions and more.

Jeff Miller, Distinguished Product Manager at Expedia Group, said “travel is a complicated business and part of the complexity is about orchestrating and managing all the parts of your trip.” The company previously introduced a travel planning feature powered by ChatGPT last year, but the new assistant marks an expansion of its AI capabilities.

“Romie’s job is to meet you where you are, not wait for you to come,” he said. The feature uses the same OpenAI models that power ChatGPT, but Expedia is “open to using other tech or models” as well.

Make travel easy: We tested ChatGPT itineraries in 5 US tourist spots

Learn more: Best travel insurance

Romie is the latest AI-powered travel tool , joining other travel platforms utilizing the technology to make a seamless, more customized experience for travelers. In an Oct. 2023 Booking.com survey of more than 27,000 travelers across 33 countries, 56% said they want to use AI to help inform upcoming travels.

Last summer, Booking.com launched its own AI Trip Planner, which also uses ChatGPT to help travelers find accommodations and build out personalized itineraries.

“Imagine having a conversation (with) the AI Trip Planner and being able to render or change what you see (on the Booking.com website) to match the content of your conversation,” Adrienne Enggist, Senior Director of Product at  Booking.com , told USA TODAY. “The hyper-personalization, really, can be supercharged to make your travel planning more productive, much easier.”

USA TODAY’s Nathan Diller and Kathleen Wong tested Romie’s itinerary-building capabilities against Booking.com’s AI Trip Planner to see what it’s like using AI to plan a trip to Rome from Sept. 9-12. Here’s what they found.

What is it like to use Romie?

I started by making a hotel booking on Expedia, which users need to use Romie’s itinerary-building features. iPhone users in the U.S. can opt-in to access the early version of Romie via the EG Labs section of the Expedia app, but the company does not yet have a public launch date.

I reserved a room at Suitedreams – just under $627 for three nights in September – with an “excellent” rating and over 1,000 reviews. Then I phoned a friend (or AI assistant, rather) to help with the rest. 

When I clicked through to my itinerary, Romie suggested restaurants near the hotel unprompted, with distances listed. When I clicked on one, it took me to a chat function where I could see various restaurants’ Yelp ratings, hours of operation and other info. I could peruse certain details from there, but other buttons moved me to the Yelp app.

Romie cannot complete restaurant reservations for users, but I was able to add bookings to my itinerary by telling the chatbot when I’d be eating. Miller emphasized that Romie is not “just automatically charging your credit card on your behalf.”

“We don't think that experience is quite ready yet, let’s put it that way,” he said. “But we do think that we can still guide you to be able to take action for yourselves.”

Romie also recommended “some of the best things to do” in Rome, like the Colosseum and the Vatican Museums. The chatbot was also able to suggest bookstores when I asked and give me directions to one I selected. When I requested other activities near my hotel, Romie provided several tours I could book through the Expedia app.

I did run into some hiccups when I clicked on the Colosseum option Romie listed on my itinerary page. The AI program pulled up a “B&B in Rome 2 stops from” the landmark, even though I already had a hotel. When I clicked on the listing, it took me to what looked like an external website that suggested I book it on Airbnb – a competitor to Expedia Group’s Vrbo.

When I asked whether I needed tickets for the Vatican Museums, Romie said yes, sharing a website where I could buy them. But the URL was not hyperlinked and I could not click through, nor could I copy and paste it from my phone, meaning I’d have to manually type it into my browser.

Curious to try another method of communication, I added Romie to my phone contacts to use its text message feature. Romie was similarly able to recommend coffee shops near my hotel that way, but this time, I had to tell the bot where I was staying. Unlike in the app, it did not have my booking information.

I also requested help with booking a rental car. Romie acknowledged my parameters – my travel dates and the budget I shared – and sent me an Expedia link. However, when I clicked on it, I was shown hotel listings.

At one point, I asked for a full itinerary for my three-night trip. Romie asked about my interests – I listed food, historical sites and art – and offered a detailed plan with activity and dining suggestions for the morning, afternoon and evening. I tried that separately with the in-app chat function and was given less of a true itinerary than a list of things to do.

“Launching an early version of Romie in EG Labs provides registered participants with the opportunity to test out products and share their feedback in real-time to help Expedia troubleshoot bugs prior to public launch,” Miller said.

Romie’s other features fell outside the purview of my hypothetical trip, but Miller said the tool will get to know users’ preferences over time, with “progressive intelligence” being a key principle.

“An assistant that forgets what you told it isn't very useful, especially in a complex process like travel planning that we all know takes weeks or sometimes months,” he said. “So, that notion that Romie’s learning as it goes and remembering is very important to what we think an assistant needs to do.”

Based on my test run with the current version of Romie, I’d recommend it to travelers as a starting point for generating ideas and tracking itinerary items of interest. However, given the apparent glitches in the user experience, I wouldn’t rely solely on the tool.

– Nathan Diller

How to use AI to plan a vacation: And what you should know first

What’s it like to use Booking.com’s AI Trip Planner?

Booking.com’s AI Trip Planner is only accessible via the Booking.com mobile app in English-speaking markets, including the U.S., U.K., Australia and New Zealand. Once I created an account, a pop-up screen prompted me to “start chatting” with the AI Trip Planner. The AI tool greeted me and asked how it could help my trip planning – it also warned me that it’s “still learning.”

According to Enggist, the AI language model is still in its “early discovery, early planning space.” It acts like a well-traveled friend who can provide guidance based on your answers, interests and tastes. The tool can recommend destinations, places to stay, and things to do and even create a full itinerary for your trip. 

“It’s less about generating search results and more about curating lists of things that are potentially ideal for you,” she said. 

In the future, Booking.com hopes to “extend the helper all the way through the journey,” like updating your ground transportation if your flight is delayed, Enggist said. 

I asked the AI Trip Planner to find me a hotel room in Rome for three nights in September, and it asked for specifics, like a preferred location or type of hotel. I said it would be my first time, and I didn’t know where to start. The tool responded with three hotel options, all of which are based in Rome’s city center, highly rated and cost between $264 and $602 for the stay.

While I could learn more about the hotels and read their reviews on the app, I couldn’t book directly through the AI Trip Planner. For that, I’d have to go to the hotel’s page on the app or website. I also couldn’t book a rental car through the AI Trip Planner.

I then asked the AI Trip Planner to come up with things for me to do during my trip, and it gave me eight “popular attractions and activities,” such as visiting the Colosseum and the Pantheon – typical Rome must-dos. I asked if the tool could help me get tickets to the Colosseum, and it told me that I had to visit the website for the Colosseum or a third-party vendor like Viator to do so. 

“The AI Trip Planner makes recommendations that are more niche or more hidden gems,” Enggist said. However, I found that even when I gave more specifics about what to do – like if I were a foodie – the first results were still the most popular or famous choices, which also means crowds and often overly touristy places.

When I asked for vegan restaurant recommendations, it gave me five. Although there were no links for me to learn more or how to contact the restaurants, I was able to ask for more detailed descriptions, like what I could expect from their menu and the atmosphere. 

I asked the AI Trip Planner to help me get from one of the recommended hotels to one of the suggested vegan restaurants. I was pleasantly surprised at how detailed the results were: I was told the stations and lines if I wanted to use the metro, or take a 20-minute walk “through some of Rome’s most beautiful neighborhoods.” 

Finally, I asked the AI Trip Planner to give me a three-day itinerary in Rome if I love food and am vegan. It broke down each day into the morning, lunch, afternoon and dinner, including what to do and where to eat each meal. The itinerary is a good starting point for travelers, but since it told me to visit the Colosseum and Roman Forum in the afternoon – which is peak visiting time – I’m not sure it accounts for crowds or long lines.

While I wouldn’t depend on the AI Trip Planner for my complete trip itinerary, I would certainly turn to it for help finding accommodations and initial ideas in the beginning stages of my trip planning.

If I were hoping to go on a beach vacation and had a budget in mind but no destination, this is where chatting with the AI Trip Planner would come in handy. I also liked how it helped narrow down my hotel options based on location and price, which is sometimes a challenging yet essential part of planning a vacation. Based on the vagueness of the AI Trip Planner when asked about day-to-day activities, I likely wouldn’t use the tool for restaurant recommendations or things to do since you need to leave the platform to book or get further details anyway. 

These AI travel planners are designed to personalize and simplify the travel planning process. Although they aren't yet at the stage where you can rely on them completely, only time will tell.

– Kathleen Wong

The Key Points at the top of this article were created with the assistance of Artificial Intelligence (AI) and reviewed by a journalist before publication. No other parts of the article were generated using AI. Learn more .

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7 Best Cruises for Singles in 2024

Updated : June 14, 2024

AAA Travel Editors

Table of contents.

  • Celebrity Millennium: Bali, Malaysia and Thailand
  • Celebrity Apex: Norwegian Fjords
  • Celebrity Summit: Grand Heartland Adventure
  • Celebrity Edge: Taste of Luxury
  • Disney Wish: Bahamian Cruise from Port Canaveral
  • Oceania Cruises: In the Path of Cartier — Boston to Montreal
  • Oceania Riviera: Ancient World Wonders — Athens to Istanbul

Plan Your Cruise With AAA

With many cruise lines now catering to the single crowd, going on a cruise as a single adult can be a great way to meet interesting people to make new friends, new connections and lifelong memories.

No matter what you envision from your dream singles cruise, you can find a ship and a series of destinations that will create unforgettable memories. There are a lot of options to explore, however and the sheer range of choices can quickly feel overwhelming. To help, we've highlighted several of the best cruises for singles. Keep reading to learn what, exactly, sets these expeditions apart. 

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1. Celebrity Millennium: Bali, Malaysia and Thailand

Many singles gravitate towards exciting adventures in exotic destinations such as Bali, Malaysia and Thailand, which hold appeal simply because they provide such distinct scenery and such powerful cultural experiences.

Not all singles are willing or prepared to navigate these destinations on their own, however and this is where the Celebrity Millennium comes into play: an upscale cruise removes the hassle of planning and, instead, encourages you to relax in style.

This particular Celebrity Millennium adventure spans nearly two weeks, incorporating a unique blend of serene island adventures, cosmopolitan exploration and meaningful temple visits. Onboard, globally inspired menus and resort-style lounges are to be expected, along with plenty of adults-only spaces that will appeal to singles. 

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2. Celebrity Apex: Norwegian Fjords

If Norway's iconic fjords are on your bucket list, you can't afford to miss this awe-inspiring Celebrity Apex trip . Departing from Southampton, the eight-night cruise meanders along the coast of Norway, hitting pleasant spots such as Geiranger or Kristiansand for spectacular scenery and outdoor adventures. Side trips are available and, with up to ten hours docked, there is plenty of time to explore at your own pace.

Accommodation options abound and, when traveling alone, the staterooms' king-size mattresses feel extra spacious. An adults-only solarium will appeal to relaxation-oriented solo travelers, while abundant dining and entertainment options make it easy to find and connect with new friends. 

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3. Celebrity Summit: Grand Heartland Adventure

If you're struggling to choose between glamorous onboard experiences and outdoorsy experiences on land, you're in luck: Celebrity Summit provides the best of both worlds with its various Cruisetour offerings. There are many excellent options that depart from Vancouver, Anchorage or Fairbanks — but the Grand Heartland Adventure is worth considering if you crave something new.

During the Grand Heartland Cruisetour, you'll explore the stunning Inside Passage by cruise ship, before docking in adventure-oriented destinations such as Juneau and Sitka. From there, you'll continue to observe national treasures such as the Hubbard Glacier. Further exploration takes place aboard a glass-domed railcar and even a riverboat.

There's also a lot to experience onboard. The AquaClass stateroom represents a true oasis for single travelers, but the exclusive cocktail lounge and martini bar also warrant a visit. With nearly two weeks of cruising and exploration, you'll have plenty of time to unwind on your own but can also form fast friendships with similarly adventurous travelers. 

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4. Celebrity Edge: Taste of Luxury

Cruises for singles over 50 often emphasize the finer things in life, like elevated cuisine or exquisite wines. These sophisticated details are in abundant supply aboard the Celebrity Edge, which offers a decidedly elegant experience with its Taste of Luxury tour. Although often frequented by retired couples, Celebrity Edge's trips work well as singles cruises.

Available for three or four nights, this remarkable journey begins in Sydney and primarily emphasizes curated on-board experiences. That being said, there are enticing opportunities to explore while docked in Tasmania. With such glamorous suites, restaurants and clubs on board, however, the best attractions can be enjoyed without ever leaving this luxury cruise ship. 

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5. Disney Wish: Bahamian Cruise from Port Canaveral

Don't assume that Disney cruise adventures are only for kids or families. If you are a proud Disney adult, you can make amazing memories aboard a thematic cruise for singles. This is a popular vacation among theme park enthusiasts, who enjoy a dose of Disney magic while also finding valuable opportunities to indulge and relax.

Disney Wish's three-night Bahamian cruise is also an excellent option for singles who crave a sea-based experience but only have a few days to spare. Yes, young travelers will be around, but there are plenty of adult-only spaces, including sports bars, dance clubs, dedicated pools and even an onboard spa and salon. Musicals, 3D films and fireworks encourage you to embrace your inner child. 

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6. Oceania Cruises: In the Path of Cartier — Boston to Montreal

As we've mentioned, smaller ships provide some of the best cruises for singles over 50. Not everyone desires a river-based trip, however and with Oceania Cruises , there is no need to choose between exclusivity and ocean liner grandeur.

A signature experience can be found aboard Oceania Cruises' iconic Nautica ship, which is calming, yet elegant. Echoing the journey of the famed explorer Jacques Cartier, this tour provides a powerful introduction to Quebec, Nova Scotia, Newfoundland and New Brunswick.

The land-based excursions are highly educational and, of course, beautiful to behold, but there's also a lot to love on board. Belgian chocolate, Bulgari amenities and turndown service await, with many accommodations also providing spectacular views. Open-seating dining makes it easy to interact with other vacationers while wine-tasting and guest lectures promise plenty of onboard enrichment. 

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7. Oceania Riviera: Ancient World Wonders — Athens to Istanbul

Another appealing option for singles who prefer slightly smaller ships, Oceania Cruises' Ancient World Wonders tour provides stops at some of the world's most iconic locations, such as Santorini and Corfu. Adventures in Dubrovnik and Istanbul can also be expected. On board this remarkable vessel, you'll gaze in awe at the Lalique Grand Staircase and, in general, enjoy a refined ambiance.

Be prepared to try new flavors and forms of expression as you explore unique offerings such as the Artist Loft and Culinary Center. Deep relaxation awaits at the Aquamar Spa or within your luxuriously contemporary stateroom or suite. This ten-night voyage provides plenty of time to lose yourself in the grandeur of the ship and the treasures of Greece, Montenegro, Croatia and Turkey.

Join the over a million people who are AAA members and start planning your cruise today. Dream up the perfect trip with our Trip Canvas research tool and use your membership to get the best discounts on hotels , rental cars and entertainment tickets.

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7 surprising hidden travel fees you didn't know about, and how to avoid them

Jamie Davis Smith

June 17, 2024 // By Jamie Davis Smith

By Jamie Davis Smith June 17, 2024

Get a travel-friendly credit card so you don't get hit with hidden fees at the ATM

When planning a trip, it's easy to dream big. However, hidden costs can add up quickly if you aren't careful. As a travel journalist, I've had my fair share of unexpected expenses and hidden fees. Learn from my mistakes and watch out for these hidden costs when traveling. Here are seven of the most overlooked.

Foreign transaction fees

Using a credit card to pay for meals, excursions, and souvenirs is easy and convenient. Plus, if you use a credit card to cover vacation expenses, you don't need to worry about finding ATMs or losing cash. But before you whip out your credit card on a trip, look closely to see if your bank charges foreign transaction fees.

These fees typically cover converting a foreign currency to U.S. dollars. If you aren't careful, you might be hit with a fee every time you swipe. These fees can add up quickly.

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Luckily, there is a workaround. Many credit cards geared toward travelers don't charge foreign transaction fees. Even if you pay an annual fee, the savings can quickly outweigh the cost. I use a card that doesn't charge foreign transaction fees when I travel abroad. Even though I pay an annual fee for the card, it's under $100, and the savings easily outweigh the costs. One of the best travel credit cards with no foreign transaction fees is the Chase Sapphire Preferred .

Roaming fees

Avoid roaming fees by checking your cell phone plan before traveling

Even if you are going on vacation to disconnect, chances are you don't want to stay totally off the grid. Before taking off on your next adventure, check your cell phone plan to see if it covers service wherever you go. If it doesn't, roaming charges can add up quickly.

To save, you may want to switch to a more comprehensive plan, even if it's just for a month or two. Some cell phone plans allow you to add international service for an extra daily charge. However, these charges can add up fast, especially on longer trips.

Another option is getting a local SIM card for your trip, which I usually use to stay connected. With many phones, you can use an eSim with a local number and data plan when not connected to Wi-Fi, but use your number when you are on Wi-Fi.

I have a budget cell phone plan that doesn't offer international service. I use Airalo to purchase international eSIMs to stay connected without spending a fortune. Many eSIMs can be activated for a few days or up to a month, depending on your needs. On an extended trip to Iceland, I spent about $30 for a month's coverage. On a short trip to the Bahamas, I spent under $10 for two days of coverage.

Excess rental car costs

Read the small print before signing a car rental agreement

Renting a car is often a necessary expense when traveling. However, it's essential to read the fine print to know exactly how much you will pay for a set of wheels at your destination.

Many car rental companies charge additional fees for renting a car at the airport. A workaround is to find a rental agency nearby. The savings may make the extra trip worthwhile even if you need an Uber to pick up your car. Some car rental companies charge extra for adding a driver and for drivers under 25. Look into these fees before signing on the dotted line.

Another hidden cost of renting a car is gas. In some places, gas can be much more expensive than you are used to at home. A quick look at average gas prices at your destination can help avoid sticker shock. Recently, I was close to renting a car in Europe but decided not to once I realized gas would cost nearly triple what I was used to paying. Filling the tank before returning a rental car is also advisable since many companies charge exorbitant fees if the tank isn't topped off.

Moreover, many rental car companies require their drivers to carry insurance. If you own your car, your existing plan may offer coverage, but it's important to confirm this ahead of time. I always use a travel credit card with additional car rental insurance.

Vacation rental cleaning fees

Staying in an Airbnb or other vacation home can be a good value. However, watch the bottom line. Many vacation rentals tack on hefty cleaning fees that may not be clear until you are ready to check out.

While the idea of staying in a vacation home appeals to me, on a couple of occasions, I've opted to stay in a hotel instead because vacation rental cleaning fees cost as much as staying an additional night, and I wanted to stretch my dollars.

Hotel amenity fees

Before booking a hotel, know how amenity fees are factored into the total cost of your room

Some hotels have fantastic amenities , including pools, gyms, and rooftop decks. Many guests use some of these amenities daily, while others don't.

Whether you plan on using hotel amenities or not, the resort may still charge an amenities fee or resort fee on top of your nightly rate. These fees are typically charged for each night of your stay and can add up quickly.

After being surprised by fees well over $100 for relatively short hotel stays, I started paying attention to the fine print before booking a hotel and factoring amenities fees into the total cost of a stay before booking. I also consider whether I will use any of the amenities I will pay for before booking a hotel. I don't like paying a fee to use a pool when I have no intention of swimming during my stay, but I'm often willing to pay a little more for amenities to make my stay more enjoyable.

Hidden cruise costs

Understand what's included in your base price for that dream cruise

Cruises are fantastic vacations where almost everything you need is covered. Most cruise lines include access to several restaurants, professional shows, games, pools, port stops, and more. During a recent trip on Royal Caribbean's Symphony of the Seas , I was impressed by how much there is to do without spending additional money on board.

However, I realized that several extras can make your trip even better. Many first-time cruisers do not realize what is not included in the base price before they board. It's important to look into these extras ahead of time so that you can budget appropriately.

If you must work during your cruise, some extras, including Wi-Fi, might be necessary rather than a bonus. When it comes to food and beverages, many cruises include water and coffee all day and fountain drinks with meals. However, alcoholic beverages usually cost more.

The best cruise ships also offer premium dining on board at an additional cost. Moreover, most cruises don't include excursions in ports when the ship docks. Although having a great cruise without leaving the ship is possible, excursions are a great way to see somewhere new.

Tips are another hidden cost of cruising. The staff aboard many cruise lines depends on tips. Some cruise lines include tips in their base price, while others don't. It's important to factor in tips as part of your cruise expenses.

I looked at the bottom line for a recent cruise to factor in the cost of adding the internet, a drink package, tips, and excursions. If I hadn't considered these costs beforehand, I would probably have been surprised by an unexpected bill at the end of my week at sea.

Parking fees

Whether traveling by land or air, you must park your car somewhere. Parking fees at the airport are higher than most garages. Similarly, hotels often charge high rates for parking on-site during a stay. It's easy to overlook parking fees when planning a trip, even though parking can be expensive.

When I travel, I consider whether taking an Uber to the airport is cheaper than paying for parking. Similarly, I often opt to stay in areas where I can park on the street instead of paying high hotel parking lot fees.

Jamie Davis Smith

About Jamie Davis Smith

Jamie is a travel writer who has visited over 50 countries, many of them with her children in tow. She loves visiting everything from theme parks to ancient ruins and packs strictly carry-on-only. Jamie can be reached at [email protected].

Read more about Jamie Davis Smith here.

Connect with Jamie via: Instagram | Twitter | TikTok

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Experts recommend always having a ‘Plan B’ for summer travel

The vacationer reports that 82% of americans plan to travel this summer.

(InvestigateTV) — A 2023 Business Insider survey found that 38% of travelers bought insurance for their trip , meaning they saw at least the possibility of interruptions to their plans.

The report revealed the most common concern was flight disruptions, followed by health emergencies, but even smaller issues such as a lost credit card or travel costing more than expected can sour the trip.

One action that can help ameliorate issues that arise is creating and funding a vacation plan.

Cherry Dale, a financial coach with the Virginia Credit Union , said using a credit card for most purchases while on vacation is a form of security, but she also recommends that vacationers have cash and other credit cards on hand, just in case.

“If you are exchanging cash make sure it is a legitimate place. If you are at the airport, that’s often a great place to get in and if you’re traveling internationally and exchange there,” Dale suggested. “Often times it can be difficult if you’re in a foreign country to do those exchanges, even going to an ATM, you can make it happen, but often times it is more costly to do that.”

She said planning ahead of time how to access money on a trip is key. And she added that travel insurance is a really good idea as well.

“Making sure that where you’re going to stay is insured as well. And even if you’re flying, looking at if your flights are insured,” Dale noted. “How you’re going to get reimburse at the end of the day if it does not happen, as well.”

Dale advised people to contact their financial institution if they are getting ready to travel to another state or out of the country.

Credit card companies are often on the lookout for credit card fraud. So, setting a travel notice is a way to minimize the chance of your credit card company flagging a charge you authorized on vacation.

Copyright 2024 Gray Media Group, Inc. All rights reserved.

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This Summer in Paris: More ‘Open’ Signs, Thanks to the Olympics

With millions of visitors expected in the city, restaurant and shop owners are hoping they made the right decision to forgo their cherished annual vacations.

A view of the rooftops of Paris. Multistory stone buildings with iron balconies line a leafy street that leads to an imposing building with columns. The Eiffel Tower pokes above the horizon, which is bathed in pink light.

By Lindsey Tramuta

Anyone who’s visited Paris in late July and August knows the word “fermé.” It adorns the darkened windows of chic indie boutiques and cozy bistros whose owners, along with other locals, have fled the city on their annual vacations.

This summer, with Paris expected to draw nearly 15 million visitors between July 26 and Sept. 8 for the Olympic and Paralympic Games, that ritual is anything but certain. Many shopkeepers, bakers, restaurateurs and tour guides — citing patriotism as well as profit — say they’re planning to stay open.

It’s a decision that comes with unpredictability. The 2012 London Olympics have cast a long shadow in Paris. Before those Games, warnings of overcrowded roads, congested transit and security concerns emptied out much of the popular city center and the West End, causing a tourism slump in those areas. Small-business owners in Paris are hoping history does not repeat itself.

The French capital is in a better position than the British capital was, insisted Pierre Rabadan, Paris’s deputy mayor for sports . Most of the events in London were held in one section of the city, he said, while in Paris, they’re taking place all over. “So when businesses have asked if they should stay open,” he explained, “we tell them we’re trying to create the conditions for this to be a real opportunity and for the city to function normally.”

With streets restricted, Metro stations closed and public transportation likely to be jammed, “normally” might be a stretch. But if you’re traveling to Paris for the Olympics or Paralympics, you will most likely find more dining and shopping options than you would otherwise see at that time of year. Here’s what to expect.

Preparations and a few disruptions

“If you want to have your ‘Emily in Paris’ trip to Paris this summer, you absolutely can,” said Olivia Grégoire, France’s minister in charge of tourism . Most popular attractions will remain open as normal, but a few closures could complicate plans.

The Place de la Concorde was set to be blocked off, even to pedestrians and cyclists, as of June 1, and three nearby Metro stations will close until Sept. 21.

The Eiffel Tower will remain open except for the eve and day of the opening ceremony, on July 26. The region’s airspace will also be closed for six hours before and during that event. And because the opening ceremony is set to take place on the Seine, river cruises, among the city’s most popular sightseeing experiences, will stop seven days before the ceremony and resume on July 27 at noon.

Owners of businesses that focus on tours and cultural experiences are banking on early-summer visitors to soften the blow that might come from a drop-off during the Games, after the Paris Tourist Office reported that participation in cultural activities was down 15 percent during the London Olympics.

Fat Tire Tours , a leading bike tour company, will run special Olympics-themed tours in early summer, then pivot to bike rentals during the Games to compensate for an expected drop in tour bookings.

Jane Bertch, a co-owner of La Cuisine Paris cooking school, which offers English-language classes in a location near City Hall, said she had noticed a sharp drop in bookings for late summer, but will “run as many classes as possible.”

Rising to the challenge

The Olympic crowds will bring appetites for Paris’s renowned cuisine, but for months, restaurateurs worried that restrictions on motorized vehicles in security zones around the city’s 25 competition venues could curtail deliveries. City officials have calmed some of those nerves.

“We don’t want restaurants to close during this monumental event because they’re worried about deliveries,” said Grégoire Ambroselli, a co-founder of the food logistics start-up Choco , during an Olympics-related conference in March.

Now, armed with more clarity on how to adapt to delivery challenges, most restaurants and bakeries report they will stay open during the Games, with one big caveat: Many plan to take a break between the closing ceremony, on Aug. 11, and the start of the Paralympics, on Aug. 28.

Maslow , a soaring, centrally located vegetarian restaurant facing the Seine, wouldn’t dream of closing, given its proximity to the Olympic action. But that decision comes with some unease. “We’re staying positive because the energy will be incredible, but we’re a bit worried about how hard it will be for our staff to get to work,” said the executive chef, Mehdi Favri, who is also a co-owner.

Commuting has ranked high among businesses’ concerns. However, locals have faced similar hurdles getting to work before. In 2019, trains across France and public transport in Paris were severely disrupted for nearly two months during a nationwide pension reform strike, forcing workers to walk or cycle long distances.

André Terrail, the owner of the Michelin-starred restaurant La Tour d’Argent , which overlooks the Seine, doesn’t think the Olympic commutes will be quite that complex but admits such challenges, in general, are the price of doing business in Paris. “It’s going to be complicated. We’re all going to be running around. But it’s also going to be amazing,” he said. “If other host cities have found solutions, so will we.”

Etheliya Hananova, a co-owner and sommelier at the contemporary French restaurant Comice , is perhaps the most enthusiastic about the summer ahead — enough to remain open seven days a week for three weeks through Aug. 10. “It’s one of the biggest events in the history of Paris. We’re here to be part of the welcoming committee,” she said.

The scaling-back of the opening ceremony on the Seine has given the antique booksellers, or “bouquinistes,” that line its banks a reprieve, and many plan to stay open. Shoppers will also be able to browse in department stores such as Galeries Lafayette , Printemps and Le Bon Marché . For those seeking something unconventional, the St.-Ouen flea market will sprawl out as usual, offering antiques, vintage clothing and more.

Outside the tourist areas, popular restaurants and bars like Holybelly , Folderol , Kubri , Abricot Le Mary Celeste and Fulgurances aim to draw visitors seeking a break from the crowds. “We’ve decided to open more — six days a week,” said Rebecca Asthalter, a co-owner of Fulgurances . Likewise, independent boutiques such as Landline , which sells home goods in a residential neighborhood east of the Bastille, are hoping travelers branch out to calmer parts of the city.

Back in the thick of the action, Marin Montagut, an artist and illustrator who sells hand-painted table accessories, stationery, silk scarves and candles from an apothecary-style boutique near the Luxembourg Gardens, is planning a Paris-inspired display of his wares. “I’m looking at this like it’s the World’s Fair. I want to honor the city and be open to all,” he said. “If I’m not optimistic during this period, when will I be?”

Amy Virshup contributed reporting.

Follow New York Times Travel on Instagram and sign up for our weekly Travel Dispatch newsletter to get expert tips on traveling smarter and inspiration for your next vacation. Dreaming up a future getaway or just armchair traveling? Check out our 52 Places to Go in 2024 .

Inside the 2024 Paris Summer Olympics

News and Analysis

Three Chinese swimmers who failed drug tests before the 2021 Olympics had tested positive for a powerful steroid several years earlier . They were not suspended in either incident, and all are expected to compete in Paris.

Bill May, the 45-year-old artistic swimmer who was vying for a chance to be the first man to compete in the sport at the Olympics, did not make the U.S. team’s final roster .

Seeking to undermine the Paris Olympics, Russian propagandists  are spoofing broadcasters and mimicking French and U.S. intelligence agencies to stoke fear about security at the Games.

A Guide to the Games and the Athletes

When Olympic Dreams Die: There will be no shortage of drama when the Paris Games begin in July, but most hearts will be broken in June’s cutthroat qualifying trials .

Katie Ledecky: As she prepares for the Games, the seven-time Olympic gold medalist talks about the doping accusations against her competitors  and how she stays focused while swimming 1,900 miles a year.

More ‘Open’ Signs: With millions of visitors expected in Paris, many shopkeepers, bakers and restaurateurs are forgoing their annual summer vacations . Parisians who are less enthusiastic about hosting the Games  took to TikTok.

Escaping the Games: Even if you’re visiting France for the Games, you may want to take a cultural break like a local. Here are some suggestions .

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  7. Plan your next adventure with these expert tips from a Lonely Planet

    And while you're in travel-planning mode, request your vegetarian in-flight meal, reserve train or plane seats, and everything else you can theoretically do until the day before you depart. In my experience, these are exactly the details that get forgotten in the run-up to a trip. 4. Design a killer itinerary (that won't kill you)

  8. How to Plan a Trip

    Book accommodations. Unless you're going on a short trip to one city, book your hotels after you create an itinerary. For a multi-city trip, decide how many nights you want to stay in each place ...

  9. How to Plan a Travel Itinerary: The Complete Guide

    Compile all the practical details for each activity, such as operating hours, fees, and booking requirements. Build your itinerary by scheduling must-do activities first and filling in with want-to-dos and nice-to-dos. When planning a travel itinerary, make sure to prioritize your "must-do" sites and activities.

  10. Trip Planner

    The integration with skyscanner and booking.com, and other OTA like priceline and expedia makes it very easy to plan the whole trip along with the bookings in one place. TripHobo trip planner is the best FREE alternative in online trip Planning. Create your itinerary, organize day-to-day activities, book hotels and flights with this smart ...

  11. How to Plan a Trip: Step-by-Step Guide

    How to Plan a Trip. Step 1. Figure out your travel budget. Before you can even begin to plan a trip, you need to take a good look at your finances and figure out how much money you have to spend on your adventure. This will dictate a lot of the future steps including where you can travel to and for how long.

  12. 16 (Easy) Step Guide on Planning Your Trip in 2024

    Step 7: Stay Focused and Inspired. While you get closer to your goal, make sure that you keep feeding your desire to travel. Travel planning can be exhausting and overwhelming — especially if you don't have support from your friends and family (and especially if your trip is still months away).

  13. 10-Step Guide for Planning a Trip

    4. 1. Search for flights, the first step to planning a trip. Once you've chosen your destination and travel dates, one of the first things to do to organize your trip is to look for flights. This is usually one of the most tedious steps, but you can make it much easier by reading our guide on how to find cheap flights. 1.

  14. How to Plan a Trip: 10 Easy Steps To Independent Travel

    Step 2: Decide When & How Long You Plan to Travel - decide when you want to travel based on the season and events at your chosen destination- and when you can get time for travel. Step 3: Decide on a Travel Budget - work out how you're going to make this trip happen (more tips below). Step 4: Plan an Itinerary (Or Keep it Flexible) - start ...

  15. How to Plan a Trip: 15 Steps (with Pictures)

    Plan a loose itinerary. Planning too far ahead may backfire, because vacations hardly ever go as planned. Plan for spontaneity, but keep hints from travel guides in mind. Mark places to visit and things to do. How many days do you have? You should keep the overall schedule in mind - you do not want to end up too tired (or alternatively, bored).

  16. Road Trip Planner

    Planning a road trip? Get advice from people who have done the same trip. The Trippy road trip planner automatically calculates the optimal itinerary including stops recommended by Trippy members, favorite restaurants and hotels, local attractions and things to do based on what people who live in the area have suggested, and more. ...

  17. Wanderlog: travel itinerary, vacation & road trip planner

    Planning your trip by having all the attractions already plugged into a map makes trip planning so much easier. Nadia, Travel Blogger. Couple Travel The World. Yesterday I walked my kids through the vacation timeline that I've built so far and their excitement levels went way up!

  18. How to Plan a Trip like a Pro: Planning a Trip The Easy Way (Step by Step)

    Step 3: Choose your Approximate Travel Dates. If you've done your due diligence and filled out your own travel planning worksheet above, you already know the best time to visit your dream destination. However, when considering the best time to travel, there's quite a few factors to think about. Weather.

  19. Wanderbot

    Discover the future of travel planning with Wanderbot, our AI-powered trip planner. Create personalized itineraries, view your entire journey on an interactive map for a clear overview, and effortlessly plan, book, and share your adventures via email, Twitter, and more.

  20. Road Trip Planner

    Keep exploring with the Roadtrippers mobile apps. Anything you plan or save automagically syncs with the apps, ready for you when you hit the road! Tall tales, trip guides, and the weird and wonderful. Plan your next trip, find amazing places, and take fascinating detours with the #1 trip planner. Every trip is a road trip.

  21. Plan & Book A Perfect Trip With Our Itinerary Planner

    Book your travel services through RoutePerfect and receive your free travel perks including a Trip Organizer for your convenience. Store your itinerary in My Perfect Trip for future use. You can optimize it by using RoutePerfect's crowdsourced database and travel expertise system. Start planning.

  22. Multi-Stop Route Planning and Optimization Tools

    Provide up to 26 locations and Route Planner will optimize, based on your preferences, to save you time and gas money. Find the shortest routes between multiple stops and get times and distances for your work or a road trip. Easily enter stops on a map or by uploading a file. Save gas and time on your next trip.

  23. Trip Planner AI: Free & Customizable Travel Itinerary App

    Revolutionize your travel itineraries with Trip Planner AI, the ultimate tool for modern travelers. Our advanced AI trip and travel planner capabilities ensure seamless itinerary planning. Experience the ease of crafting AI-optimized itineraries tailored to your preferences. Plan your trip effortlessly with our innovative technology and start exploring smarter today!

  24. How Expedia and Booking.com's AI travel tools compare

    Expedia Group's Romie and Booking.com's AI Trip Planner are AI-powered travel tools that can help travelers plan and manage their trips. Both tools can recommend destinations, places to stay, and ...

  25. 7 Best Cruises for Singles in 2024

    Plan Your Cruise With AAA. Join the over a million people who are AAA members and start planning your cruise today. Dream up the perfect trip with our Trip Canvas research tool and use your membership to get the best discounts on hotels, rental cars and entertainment tickets. Written by

  26. 7 unexpected hidden fees to avoid when travel planning

    When planning a trip, it's easy to dream big. However, hidden costs can add up quickly if you aren't careful. As a travel journalist, I've had my fair share of unexpected expenses and hidden fees. Learn from my mistakes and watch out for these hidden costs when traveling. Here are seven of the most overlooked. Foreign transaction fees

  27. Travel Requirements Guide

    For travel from the United States (U.S.), make sure you have all required travel documents, including any visas and a valid passport. Find out more about your destination's entry requirements using our interactive Delta Discover Map.

  28. Experts recommend always having a 'Plan B' for summer travel

    She said planning ahead of time how to access money on a trip is key. And she added that travel insurance is a really good idea as well. "Making sure that where you're going to stay is insured ...

  29. Paris Olympics: What Restaurants and Shops Will Be Open and Closed

    Now, armed with more clarity on how to adapt to delivery challenges, most restaurants and bakeries report they will stay open during the Games, with one big caveat: Many plan to take a break ...

  30. White Lotus Effect: Hotels Filmed for Season 3 in Thailand See Bookings

    Travel 'The White Lotus' Gives Thailand a Tourism Boost Ahead of Third Season. The third season of the hit show, which is set in the Southeast Asian country, has yet to announce a premiere date ...