best tuscany bike tours

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8 Best Tuscany Bike Tours in 2024 to Explore the Countryside Sustainably

Looking for Tuscany bike tours to explore the idyllic countryside in a sustainable way? Then you’re in the right place. There is no better way to slowly experience this paradise than taking a Tuscany bike ride.

Whether you’re on a Tuscany road trip or you’re exploring the picturesque towns of Tuscany on a weekend break in Italy , there’s nothing like slowing down on a bike tour. Tuscany is the perfect place for it and you can even combine it with a picnic and local wine.

There are plenty of wonderful bike tours in Tuscany to choose from and in this post, I’ll highlight the best ones so that you can start planning your vacation straight away.

Disclosure: This post may contain affiliate links. That means that if you make a purchase through one of those links, I will get a small commission at no extra cost to you.

TUSCANY CYCLE TOURS TOP 3 PICKS ⭐ Tuscany Bike Tours: one day bike tour through the hills of Chianti ⭐ ⭐ From Siena: Chianti Countryside E-Bike Tour w/ Lunch & Wine ⭐ ⭐ From Florence: Half-Day Taste of Tusc any Bike Tour ⭐

Tuscany bike tours

1. tuscany bike tours: one day bike tour through the hills of chianti.

• Duration: 6 hours
• Starting point: Bus transfer from Florence
• What’s included: Helmet, guide, olive oil tasting, wine tasting, and light lunch
• What’s not included: hotel pickup and drop-off

Set off on an incredible journey traversing the undulating landscapes of Chianti with this one-day Tuscany bike tour.

Immerse yourself in the symphony of lush vineyards and timeless olive groves, unfolding the chapters of history and vibrant nature.

This tour is tailored for novice riders and families, offering a gentle yet engaging cycling route amidst Tuscany’s breathtaking panoramas.

This is one of the best bike tours Tuscany, Italy has on the shelf with both olive oil and wine tasting. You can also purchase some if you want to bring it home.

👉 CHECK AVAILABILITY HERE

2. Tuscan Country Bike Tour from Florence, Including Wine and Olive Oil Tastings

• Duration: Approximately 7 hours
• Starting point: Florence
• What’s included: Bike rental, guide, helmet, olive oil and wine tastings, water bottle, and light snacks
• What’s not included: Hotel pickup and drop-off

Discover the gastronomic and scenic treasures of Tuscany with this vibrant country bike tour starting from Florence.

As part of the most sought-after Tuscany bike tours, this ride introduces you to picturesque landscapes and immerses you in a delightful culinary adventure.

Besides, you will visit a rustic farm and countryside venue where you will have opportunities for wine and olive oil tastings.

This excursion unfolds the region’s culinary secrets, making it a must-experience Tuscany bike tour for both food enthusiasts and adventurers.

There is also an option to ask for an electric bike for an extra fee, though it depends on availability.

3. From Florence: Half-Day Taste of Tusc any Bike Tour

• Duration: 4.5 hours
• What’s included: Guide, bike, helmet, water bottle, a glass of wine, olive oil tasting, and snack
• What’s not included: Lunch, hotel pickup and drop-off

Embarking on this half-day Tuscany bike trip from Florence is a fantastic way to soak in the region’s lush landscapes, even with limited time.

You will climb a few hills on this bike ride, so if you prefer an e-bike, make sure to request it up front (for an extra fee.)

You will stop at a local organic olive oil farm where you can taste the liquid gold and learn about the production.

Wine lovers can also indulge in a glass of local, Tuscan Chianti wine.

Known for being remarkably kid-friendly, this tour is a hit among families eager to blend adventure with education during their Tuscany cycling holiday.

As you pedal through picturesque settings, be ready to be charmed by the vibrant hues and scenic wonders that make bike tours in Tuscany, Italy, a unique and enriching experience.

This venture promises a ride and a delightful journey through the heart of Tuscany’s vivid and culturally rich realms.

4. E-Bike Florence Tuscany Ride with Vineyard Visit

• Duration: 4 hours
• What’s included: E-bike rental, helmet, GPS Route, phone holder, and roadside assistance
• What’s not included: Lunch, drinks, guide, hotel pickup and drop-off

A relaxed yet invigorating exploration awaits with this e-bike ride around the tranquil outskirts of Florence to the enchanting Etruscan town of Fiesole.

The self-guided tour paves the way for a soothing venture into vineyards, where the verdant beauty of Tuscany unveils itself in full splendor.

Especially recommended for those who prefer a leisurely pace and individual bike tours in Italy’s Tuscany. This e-bike tour ensures an enjoyable and enriching Tuscany cycling experience.

Personally, I loved this option and besides being a self-guided tour, it includes roadside assistance in case you should break down.

5. Lucca: Bicycle Rental with Picnic Lunch at a Vineyard

• Duration: Full-day rental
• Starting point: Lucca
• What’s included: Bicycle rental, helmet, lock, picnic lunch, one glass of wine, itinerary on app
• What’s not included: Guide

For the independent souls eager to explore the nooks and crannies of Tuscany, this bicycle rental from Lucca is a stellar choice.

This self-guided Tuscany cycling tour takes you to a vineyard where you will be met with a picnic basket and a glass of wine to enjoy in the idyllic vineyards.

This is by far one of the best self-guided Tuscany biking tours to take and one of the best things to do in Lucca .

6. From Siena: Chianti Countryside E-Bike Tour w/ Lunch & Wine

• Starting point: Siena
• What’s included: E-bike rental, guide, lunch, and wine tasting

Embark on an exhilarating Tuscany bike ride through the stunning Chianti countryside, beginning in the historic heart of Siena.

This tour, renowned as one of the finest Tuscany cycling tours, beautifully combines picturesque vistas with a dash of culinary delight, making it an accessible and appealing choice for cyclists of various expertise levels.

As you pedal through lush vineyards and rolling hills, you’ll witness the vibrant tapestry that makes up the region’s renowned scenery.

Besides visiting a local farm for olive oil and wine tasting, this tour takes you to a restored 13th-century fortress.

This journey isn’t merely a feast for the eyes and an opportunity to delve into the rich culture and gastronomy that characterize the idyllic Tuscany bicycle tours.

Whether a beginner eager to immerse in the Tuscany cycling scene or an experienced cyclist, this tour promises a fulfilling and enriching adventure.

7. Self-guided Bike Tour from Lucca to Pisa

• Duration: 3-6 hours
• What’s included: Bike rental, route map, phone holder, lock, repair kit, and a short briefing
• What’s not included: Guide, meals, hotel pickup and drop-off

Steer your adventure with this self-guided bike trip from Lucca to Pisa, a journey that allows you to explore Tuscany’s hidden treasures at your own pace.

Armed with a handy route map, uncover picturesque spots perfect for capturing your cycling holidays in Tuscany, a region rich with natural splendor and cultural heritage.

On the way to Pisa, you will have a stop at San Giuliano Terme, a town known for its thermal baths. But the highlights is reaching the iconic leaning tower of Pisa, one of the most prominent landmarks in Italy .

8. Lucca: Guided E-Bike and Wine Tour

• Duration: 3-4 hours
• What’s included: E-bike rental, guide, snacks, and wine tasting
• What’s not included: Meals, hotel pickup and drop-off

Concluding your Tuscany bike tour adventures, consider this guided e-bike and wine tour from Lucca. Starting the adventure by cycling along the ancient Lucca city walls.

Beyond the comfort of the e-bike journey, the tour dazzles with a wine-tasting session that allows you to unwind amidst the stunning landscapes, sipping some of Tuscany’s most renowned wines.

If you plan on biking in Tuscany but prefer a small group tour, this is an excellent bike trip. Tuscany’s countryside is just as picturesque as in the movies, and Lucca’s surroundings are no exceptions.

Explore Tuscany by bike, tour the vineyards, and tast the local wines while you make new friends on your excursion.

MORE FROM TUSCANY: ⭐ Is Florence worth visiting? ⭐ Florence 3 day itinerary ⭐ Florence in 2 days ⭐ Florence in one day ⭐ Where to stay in Florence ⭐ Day trip from Florence to Lucca ⭐ Day trip from Florence to Siena ⭐ Siena 1-day itinerary ⭐ Things to do in San Gimignano ⭐ Tuscany in winter

Reflections on bike tours in Tuscany

When looking for bike tours, Tuscany is the perfect destination with its rolling hills, vineyards, and hilltop towns.

With these bike tours in Tuscany Italy, I’m sure you’ve found one that suits you whether you go by e-bike or prefer pedaling yourself.

Cycling in Tuscany is surely one of my favorite ways of getting around and really breathing in the world-famous Tuscan countryside and I’m sure you’ll love it too.

Happy travels!

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Rich traditions and vineyards

Tuscany bike tours.

Tuscany is known for its beautiful landscapes, artistic history and cultural influence. The cultural heritage, which predates the Middle Ages, is expressed in Tuscany’s numerous churches, palaces, galleries, museums, and villages.

The mild climate, lush vineyards, and welcoming warmth of the Tuscan people are just a few reasons cyclists love to take their holidays in Tuscany. Cycling routes in Tuscany are diverse and are good for cyclists of most levels—from healthy novices to advanced riding.

The routes traverse plains along the rivers and coasts, rolling countryside and steep terrain in the mountains. The best time to plan your visit is from March to June and from September to October.

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“We were on lovely, narrow country lanes and roads with few cars. We loved passing through vineyards, olive tree groves, and the hill-top villages along the way.”

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Italy — Enlighten the senses

Cycling and cooking in tuscany.

COUNTRY: Italy

Guided from EUR € 3200

Guided: May 10, 17; Jun 7; Sep 13, 27; Oct 11, 2024

Description: Embark on an irresistible bike tour through Tuscany, one that combines breathtaking bicycle routes with captivating cookery classes designed to give you an authentic overview of some of Tuscany's most tantalizing dishes. La Cucina Toscana is simplicity…

Florence to Rome

Self guided from EUR € 1139

Self-guided: Saturdays: Mar 30 -Jun 29; Aug 24 - Oct 12, 2024.

Description: Discover a new side of Italy - quiet, sometimes almost mystical! On this gorgeous bike tour, you will see cities like Assisi, Perugia, Spoleto, or Narni, which have incredible art treasures and carry visitors back into the Middle Ages. The aesthetic…

Umbria Road Cycling: Loop Tour Through Lush and Scenic Landscape

Self guided from EUR € 800

Self-guided: Daily: Apr 01 - Aug 03, 2024 and Aug 19 - Oct 31, 2024

Description: This tour is for those who would like to discover all aspects of Umbria, thanks to this combination of nature, history, and local traditions. In the beautiful Umbrian landscape, you will find rolling hills covered with woodland, vineyards, and…

Tuscan Wine Classic: Pienza to Castellina via Siena

Self guided from EUR € 1490

Self-guided: Daily: Mar 15-Oct 31, 2024

Description: Yes, there are hills, but your efforts on this tour will be rewarded with sunny Mediterranean ambiance and a spirited flair for hospitality. Tuscany nourishes the soul and leads you to rejoice in the earthly pleasures of daily life. The route takes you…

Tuscany Getaway: 4 Nights in Siena, Montalcino & Pienza

Self guided from EUR € 1150

Description: We put together this short bike tour for those who do not feel like taking a vacation entirely on a saddle. Each day there will be a choice for short easier bike rides and more challenging ones. Whether crowned by timeless villages, covered by vineyards…

Tuscany's Legendary Gravel Routes

Self guided from EUR € 1690

Self-guided: Daily departures, Mar 15 - Oct 31, 2024

Description: With its timeless landscapes, ancient towns, and vineyards, Tuscany offers unparalleled views of authentic Italian life. The region's simplicity, art, and cuisine make it an unforgettable destination in the heart of Italy. Gravel biking in Tuscany offers…

Tuscany and Umbria: Cycling in the Heart of Italy

Self guided from EUR € 877

Self-guided: Daily: Apr 1 - Aug 3, 2024 and Aug 19 - Oct 31, 2024 (minimum 2 persons)

Description: This evocative bicycle tour brings you through the Etruscan and Roman heartlands of Umbria and Tuscany. Water courses and magnificent scenery mark these regions, shaped by both the forces of nature and by human hand. Beginning in the most atmospheric and…

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Tuscany Bike Tours

Tuscany bike tours are a captivating experience that allow you to absorb the natural beauty and rich culture of this iconic Italian region, all from the saddle of a bike. Planning a cycling trip in Tuscany can take you through rolling vineyards, historic towns, and along scenic coastlines - the choice is yours. Bike tours in Tuscany perfectly blend activity with cultural immersion for the ultimate cycling adventure.

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Displaying 12 of 12 tours

Tuscany 5-day Cycling Tour

This Tuscan bike tour is the perfect way to experience the rich sights, sounds, and tastes of Tuscany in an efficient bicycle trip.

Tuscany Val d’Orcia Cycling Tour

The Tuscany Val d’Orcia Cycling Tour is the perfect way to experience the best of Tuscan scenery, food, and culture in an efficient cycling trip.

Tuscan Family Cycling Tour

The Tuscan Family Cycling Tour takes you from Pisa to Florence, and is the perfect way for the whole family to experience the culture and charm of northern Tuscany by bike. Enjoy relaxed rides though wonderful landscapes and make stops in vibrant cities like Lucca and Pisa for Tuscan cuisine and quintessential sightseeing.

Tuscany Cycling from Pisa to Florence (5-day)

The Tuscany Cycling Tour from Pisa to Florence is a 5-day tour, and the perfect way to pack the best sights, tastes, and sounds of Tuscany into an efficient cycling tour. You can taste the best Tuscan cuisine, sample regionally-produced wine, and learn about the vibrant history of Tuscany at every stop.

Tuscany Cycling from Pisa to Florence

The Tuscany Cycling from Pisa to Florence Tour is an incredibly enjoyable, relaxed way to tour Tuscany’s must-see cities, nature preserves, and wineries via bicycle.

Tuscany Cycling through the Val d’Orcia

This self-guided cycling tour through Tuscany takes you through the Val d’Orcia. This bike tour is an incredible opportunity to see one of Tuscany’s most pristine natural areas by bicycle. Cycling through quaint Tuscan towns, eating delicious, authentic cuisine, and relaxing in expansive accommodations await you on this lovely Tuscan cycling tour.

8-Day Venice to Florence Cycling Tour

The 8-Day Venice to Florence Cycling Tour will take you from the romantic lagoon city of Venice to the historic Tuscan capital of Florence in just eight days – doesn’t that sound incredible! In addition to these two major travel highlights, you will discover delightful small towns and villages along the route and marvel at the breathtaking nature in the ‘Delta del Po’ National Park. There is hardly a country in the world that can rival Italy’s culinary delights, such as cappuccino, cornetto, fresh fish and cool gelato – all of which you will encounter on this incredible trip! If you are looking to experience the very best scenery, culture, foods, and hospitality that Italy has to offer, be sure to book the 8-Day Venice to Florence Cycling Tour – you won’t regret it!

Via Francigena Cycling from Siena to Rome

The Via Francigena Cycling from Siena to Rome Tour is an incredible opportunity to ride Italy’s ancient pilgrimage road to Rome, enjoying the villages, landscapes, and historical monuments along the way.

Via Francigena Cycling from Parma to Siena

The Via Francigena Cycling from Parma to Siena Tour takes you through Tuscany on Italy’s famous pilgrimage route, from coastline to rolling hills and all the beautiful scenery in between. You’ll be able to taste the renowned food and wine of the region and explore unique towns and villages as you ride.

Tuscany Road Biking Tour

The Tuscany Road Biking Tour will take you through some of the most picturesque landscapes in the world as you expore the Italian countryside. Ride through immersed in history and through unique scenery. This is a tour that allows you to discover the real Italy.

Southern Tuscany & Elba Guided E-Bike Tour

Discover remarkable highlights as you explore Tuscany by e-bike, such as Etruscan and Roman remains, medieval villages, gentle hills, the turquoise ocean, and distinguished wines.

Tuscany Hills and Sea Road Bike Tour

From splendid Siena to the unique Elba Island, the Tuscany Hills and Sea Road Bike Tour is a perfect way to soak up the world-class scenery of Tuscany, one of Italy’s most desirable regions. With rides taking you up and down, between the hills and the sea, you’ll experience the views while also adventuring. A road bike is a privileged viewpoint to appreciate the inimitable variety of landscapes from, and with your wheels to take you everywhere, you can discover hidden villages full of history and acres of unspoiled nature.

1-12 of 12 tours

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Tuscany General Information

Where to go cycling in tuscany.

There are numerous options for cycling in Tuscany, from biking through the Chianti wine region, known for its picturesque landscapes and world-class vineyards, to riding e-bikes through the cobblestone streets of medieval cities like Siena and Lucca. Cycling tours in Tuscany are widely accessible, making them an ideal choice for a range of travelers.

What makes cycling in Tuscany special?

Cycling in Tuscany offers a unique experience as it combines the opportunity to explore diverse landscapes and rich cultural heritage on two wheels. Biking tours in Tuscany provide stunning views of rolling hills, olive groves, and iconic cities like Florence and Pisa, making for an unforgettable getaway.

When to go cycling in Tuscany

The best time to go cycling in Tuscany depends on the weather and how busy the region is. For optimal biking conditions, consider late spring (May to June) and early autumn (September to October), when the weather is mild and the landscapes are at their most beautiful. Summer offers vibrant sun-soaked routes but can be quite hot, especially in July and August.

Top 5 cycling tours in Tuscany

• Val d’Orcia Cycle Tour - Explore the UNESCO World Heritage-listed landscapes of Val d’Orcia, known for its quintessentially Tuscan views of rolling hills, cypress trees, and fortified towns. This route is visually stunning and relatively gentle, suitable for casual cyclists.
• Chianti Wine Tour - This popular bike tour winds through the heart of the Chianti wine region, known for its breathtaking scenery of vine-covered hills and olive groves. The route includes stops at several wineries for tastings, making it a favorite for wine lovers.
• L’Eroica Vintage Bike Tour - Experience a unique cycling adventure on vintage bikes, following the famous L'Eroica route. This tour is not just about cycling; it's a step back in time, celebrating the history and tradition of Italian cycling.
• Florence to Siena Cycle Route - This scenic tour takes cyclists from the Renaissance city of Florence through the Tuscan countryside to the medieval city of Siena. The route is filled with panoramic views and historical sites, offering a fulfilling blend of culture and nature.
• Cycling the Tuscan Coast - Starting from Pisa, this tour heads towards the beautiful Tuscan coastline, passing through quaint coastal towns and offering spectacular views of the Mediterranean Sea. It’s perfect for those who want a mix of cultural sightseeing and relaxing beach stops.

Travel tips for Tuscany Biking Tours

What to pack when cycling in tuscany.

For cycling in Tuscany, pack light, breathable clothing, a good helmet, sunglasses, sunscreen, a sturdy water bottle, and cycling gloves. Don't forget your camera for the stunning scenery and a basic repair kit for any bike issues.

Are luggage transfers available on cycling tours in Tuscany?

Yes, luggage transfers are commonly available on organized cycling tours in Tuscany, allowing you to enjoy your ride without the burden of heavy bags.

How long do I need for a cycling tour in Tuscany?

The length of a cycling tour in Tuscany can vary widely, from a single day to a full week or more, depending on the itinerary and how deeply you wish to explore the region.

Are there family-friendly cycling tours in Tuscany?

Yes, there are many family-friendly cycling tours available in Tuscany that cover shorter distances with minimal elevation gain and plenty of stops at interesting sites and towns.

What are the accommodations when cycling in Tuscany?

Accommodations on cycling tours in Tuscany range from luxury hotels and traditional villas to agriturismos and bed and breakfasts, providing options for various tastes and budgets.

Can I do a self-guided bike tour in Tuscany?

Yes, self-guided bike tours are very popular in Tuscany, with many companies offering route maps, GPS rentals, and itinerary suggestions.

Can I do a guided bike tour in Tuscany?

Guided bike tours are widely available and recommended for those who prefer having the support of an experienced guide and organized stops, often including local attractions and meals.

Can I rent an e-bike for a cycling tour in Tuscany?

E-bikes are available for rent across Tuscany, making the hilly terrain more accessible and enjoyable, especially for those who may not be accustomed to strenuous riding.

What is the best season for cycling in Tuscany?

The best times for cycling in Tuscany are during the spring (April to June) and fall (September to October) when the weather is mild, the landscape is beautiful, and the roads are less crowded compared to the busy summer months.

Are there designated cycling routes in Tuscany?

Yes, Tuscany has several designated cycling routes that span from easier, scenic paths in the valleys to challenging climbs in the hills, well-suited for various cycling abilities.

What safety precautions should I consider when cycling in Tuscany?

Wear appropriate safety gear, stay hydrated, follow local traffic rules, and be cautious on narrow or shared roads, especially near curves and hills.

Can I combine wine tasting with cycling in Tuscany?

Many cycling tours in Tuscany specifically cater to wine enthusiasts, offering routes that include stops at various vineyards for wine tasting sessions, combining physical activity with culinary delight.

Is Tuscany safe for cycling?

Tuscany is generally safe for cyclists, with well-maintained roads and respectful drivers. However, it's always important to be vigilant and respectful of local traffic laws and customs.

How do I handle meals during a cycling tour in Tuscany?

Most organized tours offer meal plans, but if you are on a self-guided tour, Tuscany is filled with eateries ranging from simple cafes to high-end restaurants, all offering delicious local cuisine.

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Cycling Tours & Bike Trips in Tuscany

Explore a wide diversity of bicycle tours through Tuscany. We have 28 adventures that vary from 4 days to 11 days. With the greatest number of departures in September, this is also the most popular time of the year.

28 Tuscany bicycle tours with 46 reviews

Cycle Tuscany

Trip of a lifetime. Could not have been any better. Would recommend to others.

• Self-Guided Cycling

Pisa - Florence

A Taste of Tuscany Cycling

Cycle Pisa to Florence

Tour de Tuscany Italy

Tuscany: Cycle Siena & Chianti

The Tuscany Cycle Trip far exceeded my expectations !!

• Wine tasting

Tuscany | Italy | Guided Ebiketour

Tuscany the cradle of the Renaissance: Pisa to Florence cat. A

Gravel Explorer: White Roads of Tuscany

Bike Across Tuscany - Guided

We enjoyed excellent bikes, accommodations, and an informative guidebook as we biked routes with little traffic through gorgeous country. The regional architecture, art, agriculture and food was extraordinary, as was communication with our Cycle Europe contact, Sarah. She went out of her way to ease the planning and execution of our trip, including Rome Covid testing-related logistics.

• Sightseeing

Tuscany with charm 8/7

Tuscany based in one hotel

Classic Chianti Cycling

Secrets of San Gimignano Cycling

Tuscany bike tour reviews.

Had a fantastic time cycling around Tuscany. It was extremely challenging for me, but rewarding. I was well supported throughout the ride. The scenery, food, wine and small villages were amazing ?

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I Bike Tuscany

The wine ride.

The perfect tour for those looking to combine the fun and adventure of biking through the Chianti with a more relaxed and easy-going Wine Country experience.

From your hotel in Florence our van will pick you up and take you to one of the most spectacular and renowned areas of the Tuscan countryside where your bike tour will begin.

You'll cycle at your own pace (in a small group!) on peaceful country lanes, through an endless panorama of vineyards, olive groves and centuries-old stone farmhouses. Yes, there are a few hills (this is Tuscany after all!) but rest stops are frequent as you are guided to three top-ranking wineries for tastings, one of which will include a cellar tour.

Feel free to make purchases along the way. This ride is fully van supported so we are happy to carry your "souvenirs."

You'll also enjoy a truly delectable light lunch featuring local products and wine pairings at one of the best wineries in the area. The view from your table is breathtaking.

At tour's end you will be delivered back to your hotel by your guide after an unforgettable day of biking, tasting, eating and touring.

Intermediate skill level : Suitable for those comfortable biking a terrain of rolling hills.

Highlights: Chianti Classico wine tastings, quiet country roads, vineyards, olive groves and visits to two beautiful medieval villages.

PRICE: € 160 per person

€ 160 per person

• Duration: Full day
• Distance traveled: 10 miles
• Area: Chianti Classico wine region of Tuscany
• Nearest city: Florence
• Tour type: Road touring
• Bike type: Hybrid
• Skill level: Intermediate
• Season: Year round
• Number of participants: 2-7
• Minimum age: 16
• Fully guided: yes
• Support vehicles: yes
• Transportation to start site: yes

You'll be picked up at your hotel (or nearby) in Florence and transferred by van to the tiny but charming village of Fonterutoli in the heart of the gorgeous Chianti Classico wine region of Tuscany. From here we set out on our bikes to discover some of the best wineries of the area (and the most amazing scenery along the way). Also stop for a stroll on the cobbled streets of Castellina in Chianti, one of our all-time favorite medieval towns. In the afternoon, after lunch and a final tasting, you will be taken by van back to your hotel in Florence.

PACKAGE INCLUDES

• Fully guided small group tour (private tours also available)
• Pick up/drop off at your hotel (or nearby) in Florence
• Van transfers to/from the tour starting point in the Chianti wine region of Tuscany
• High quality 27-speed hybrid bikes
• Helmets and water bottles
• English speaking tour leader
• Wine tastings at three top-flight wineries; olive oil tastings
• One guided winery tour
• Light lunch at winery

If you stay outside Florence we will be happy to pick you up/drop you off directly at your location. Please send us an email for further details and personalized arrangements.

Please send us an email if you need more info. We will reply within 48 hours.

Book this tour

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TESTIMONIALS

Morgenlander family, usa.

We will spread the word to all of our traveling friends!

Brian and Lisa Rademasher, Chicago

Thanks again for such a wonderful tour. It was a perfect way to end our Italian vacation! In the chance that you are in the Chicago area let us know. It would be a pleasure to show you around and converse over a good American wine.

Jaime & Russel Miers, Springfield, IL, USA

First of all, Marco and Jodie, I want to thank you again for the wonderful trip. It was the best part of our vacation!

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Tours / Tuscany Bike Tours

This is our best-selling tour that has made us famous among the public. It’s the perfect balance between cycling, admiring beautiful landscapes and tasting the gastronomic specialties of the area. Our Tuscany Bike Tours take place in the heart of the Chianti Colli Fiorentini area. All our participants are supplied and fitted with bikes and safety helmets. Our guide will tend to your every need. Before taking to the bike there will be a bicycle orientation and tour safety talk. The ride is breathtaking; we will enjoy the spectacular rolling hills passing by vineyards, old castles, villas and olive groves. In addition to the ride we offer a wine and extra virgin olive oil tasting and a traditional Tuscan lunch.

Terrain : Mixed terrain, well surfaced roads with light traffic. One steep uphill 1.2km (0.6 miles) optional (van support).

Duration: 6 hours approximately.

Distance: 20km (12,5 miles).

Skill level: Beginner (suitable for occasional or casual cyclists.)

Season: March – November.

Support vehicles : yes.

We welcome non cyclist on our bike tour, please contact us

The meeting time is 8:30am at our office (the tour departs by 9:00am).

Engaging, fun and professional tour guides.

Visit the famous Chianti area.

Transfer to the starting point in the countryside.

Bike orientation and safety briefing.

Bike tour begins along tree lined avenues and winding country roads dotted with olive groves, villas and vineyards.

Breathtaking picture stops along the ride.

Eat at a Tuscan villa: light lunch is offered with wine and extra virgin olive oil tasting.

Option to purchase exclusive products (wines and oils).

Return to Florence for a 3pm drop off.

• € 85 Student

Fully guided tour.

Van transfers to/from the tour starting point in the Chianti region.

High quality 27-speeds hybrid bikes.

English speaking tour guides.

• Wine and extra virgin olive oil tasting.

Not included

E-Bike (available for an extra cost, please contact us in advance).

Gratuities.

We care about the environment, therefore we recommend bringing your own water bottle in order to reduce the amount of plastic. If you don’t have one, we will provide a Tuscany Bike Tour water bottle.

Tours Requirements

• I can ride a bike confidently.
• I am physically fit and healthy.
• I am competent on main roads.

Cancellation Policy

• A cancellation received more than 72 hours (3 days) prior to the tour is fully refundable (a 3.2% plus €0.39 per ticket transaction fee will be withheld).
• A cancellation received within 72 hours of a clients scheduled tour date or a no-show will incur full cost of the tour booked.

Cycling Tuscany

Tuscany is one of Italy’s most beautiful regions, so it’s no surprise that cycling in Tuscany is  extremely popular. With its rolling hills, medieval towns, and UNESCO protected countryside, cycling holidays in Tuscany have all the ingredients needed for a unique and unforgettable cycling experience.

Tuscany boasts many fantastic cycling routes. From the rolling hills of Chianti and the Val d’Orcia, to the stunning views from some of the best hill towns in Tuscany, like Siena, Montalcino and San Gimignano, each area has something unique to offer. And that’s before we mention world famous centre of art, Florence.

In this article we speak to Marco who runs Gusto Cycling . He’s originally from Montecatini Terme in Tuscany and has been running bike tours in Tuscany for 12 years. He shares his tips for the best parts of Tuscany for cyclists, Tuscany bike tours and bike routes, information on where to stay, when to visit, bike rentals in Tuscany and more.

Read on to discover the best of Tuscany and plan your next cycling holiday in Tuscany.

This article includes details of products and/or services that we have used ourselves or which we would consider using. Some are paid features or include affiliate links where if you click on a link and make a booking or buy something, we may earn a commission. As an Amazon Associate we earn from qualifying purchases. Please read our disclosure policy for further information.

What’s special about cycling in Tuscany?

Biking in Tuscany has it all: great roads, nature, history, art, culture, amazing gastronomy and wine! Tuscany is, quite simply, perfect for a holiday and cycling is the best way to discover it.

Tuscany is home to some of the most beautiful landscapes in Italy, including the Chianti wine region, the rolling hills of Val d’Orcia, and the rugged Tuscan coastline of the Maremma. The region is known for its agricultural heritage, with olive groves, vineyards, and fields of sunflowers covering the hillsides.

History and culture

Tuscany is steeped in history and culture, and a cycling trip through Tuscany allows you to explore the region’s many historic towns and landmarks, many of which have hardly changed for over 600 years. There are famous historical towns like San Gimignano, Lucca, Montalcino, Pienza, Montepulciano and the stunning Piazza Del Campo in Siena, as well as lesser-known towns and villages with many architecturally important and well-preserved build ings and museums provide a rich history to enjoy.

It’s also worth noting that in Tuscany the towns and villages are all quite close together, which means there’s lots of potential for coffee and lunch stops!

If art is your thing, one of the best things to do in Tuscany is learn about the region’s rich artistic heritage, from the Renaissance masterpieces of Florence to the intricate glasswork of Murano.

Food and wine

Another big draw is the food and wine. From fresh pasta dishes to hearty stews and soups, there’s something for everyone to enjoy. And of course, you can’t visit Tuscany without trying some of the local wines, such as Chianti and Brunello di Montalcino.

What you soon realise as you travel or cycle within Tuscany, is the food is different in every local province of Tuscany. For example, the pasta dishes (mostly freshly prepared that day) and the sauces vary a lot, from rabbit, to wild boar to venison. More examples: Livorno is famous for fish soup, Florence is famous for the Bistecca Forentian steak.

The wine regions within Tuscany are also superb. From Chianti, which is located between Florence and Siena, to Brunello di Montalcino, to Vermentino from Montecarlo near Montecatini Terme, or to Bolgheri where the super Tuscan wines of Tiganello and Sassacaia are found.

As such, it’s no surprise that holidays and cycling tours in Tuscany are so popular!

Overview of Tuscany for cyclists

Where is tuscany.

Tuscany is located in central Italy. It’s bordered by the regions of Liguria to the northwest, Emilia-Romagna to the north, Marche to the east, Umbria to the southeast, and Lazio to the south.

The region covers an area of approximately 23,000 square kilometres and has a population of around 3.8 million people.

Tuscany is divided into ten provinces: Florence, Arezzo, Grosseto, Livorno, Lucca, Massa-Carrara, Pisa, Pistoia, Prato, and Siena. Each of these provinces has its own unique culture, history, and attractions, making Tuscany a diverse and fascinating region to explore.

Florence is the capital of Tuscany and one of the most famous cities in Italy, known for its art, architecture, and history. The city is located in the heart of Tuscany, surrounded by rolling hills and vineyards. Other notable cities in Tuscany include Pisa, home of the iconic Leaning Tower, and Siena, known for its mediaeval architecture and of course the Strade Bianche.

Layout of Tuscany (from a cyclist’s perspective)

When cycling Tuscany, bear in mind that the region is divided into

• Northern mountain region stretching from Carrara in the north heading eastwards in a line towards the north of Florence. From Montecatini Terme you can head north and visit the ski resort of Abetone at 1700m.
• Below the mountain range you have places like Lucca, Montecatini Terme, Vinci, Pistoia and then Florence. These offer flatter routes; heading south from any one of these towns you find more lightly undulating, but still iconic, scenery.
• South of Florence you enter the famous Chianti region which offers stunning countryside views of the many vineyards made famous by Chianti. Nearby is Siena which is famous for the Strada Bianche pro race in early March and a perfect stepping stone to visit Chianti.
• The west side coastline facing the Mediterranean is mainly a flat coastal region all the way south to Lazio.

Best towns in Tuscany (for cyclists)

When considering your cycling holidays, Tuscany can appear very large; it can be difficult to know which area to focus on and what the best cycling base in Tuscany is for your trip.

In this section I share a range of the best places to stay in Tuscany, based on my experience and knowledge of cycling in Tuscany.

Northern Tuscany

Lucca and Montecatini Terme are two of the best towns to stay in Tuscany. They offer great bases for cycling north into the mountain range. Head west towards the Tuscan coast for flatter coastal roads or south for undulating routes towards San Miniato, Vinci (birthplace of Leonardo) or San Gimignano UNESCO world heritage town.

Lucca is a beautiful Tuscan town surrounded by thick 16th Century walls. The walls are 4km long and you can walk or cycle along them. Lucca is also home to some of Italy’s finest mediaeval and Renaissance architecture, superb dining, antique markets, and summer music festivals. It provides easy access to stunning nearby villas and surrounding hills. There are also some great beaches close at hand! Unlike many towns in Tuscany, it isn’t a hilltop town, so it is ideal for anyone looking for flatter riding options.

Montecatini Terme

Montecatini Terme is famous for being one of the best preserved spa towns in Italy, with its elegant art deco buildings, shops, al fresco bars and restaurants. Its leafy parks and laidback atmosphere give it a feeling of tranquility. It’s also less congested than many other towns in Tuscany. It’s a peaceful place to return to after a day riding your bike. In addition, there’s the unique chance to take the old wooden funicular railway built in 1889 up to Montecatini Alto. It offers stunning views of a wide panorama towards Lucca and within the medieval square there are many restaurants and bars to enjoy the local cuisine.

Mid Tuscany

Siena is a city rather than a town, but it’s perhaps the best city in Tuscany (Florence might have something to say about that but I prefer Siena). Gobsmackingly beautiful, it’s also a base that allows you to head in all directions with varying degrees of changes to the scenery. To the north is San Gimignano, to the west is Volterra, to the north east you find Chianti and in the south is the Crete Senesi region

Siena is one of the jewels in Tuscany’s crown, famous for its beautiful architecture and role in the Strade Bianche. Siena’s heart is its central piazza known as Il Campo, known worldwide for the famous Palio run here, a horse race run around the piazza every summer.

Siena also forms an excellent base for exploring the nearby Chianti countryside, which is famous for its gentle hills and characteristic combination of vineyards, olive groves and forests, dotted with red-tiled farmhouses, mediaeval churches and towers, abbeys, castles and magnificent villas.

Riding here, you’ll experience the beautiful forested Chianti hills as well as the iconic vineyards and olive groves. Chianti is dotted with interesting rural parish churches, monasteries, abbeys, villas and castles, often accessed via ancient dirt roads known here as strade bianche , “white roads”, which are lightly travelled and suitable not only for cars but also for bicycles. The Chianti farm houses themselves are often extremely attractive, often built around the remains of a mediaeval watch tower or even a castle.

Crete Senesi

Crete Senesi means the “clays of Siena”. The distinctive grey colouration of the soil gives the landscape an appearance often described as lunar. The landscape is characterised by barren and gently undulating hills, solitary oaks and cypresses, isolated farms at the top of the heights, stretches of wood and ponds of rainwater (commonly referred as fontoni, literally “big springs”) in the valleys .

Southern Tuscany

Pienza is another popular base for cyclists to stay in. It’s located in the heart of the Val d’Orcia UNESCO world heritage area. Here you have rolling hills and country roads with a mix of tarmac and gravel roads which give the distinctive look of huge open agricultural fields.

Val d’Orcia

Val d’Orcia is an incredible destination in rural Tuscany. This area was declared a UNESCO heritage region in 2004 and it has maintained its beauty for centuries. The rolling hills and beautiful villages in Tuscany have been the subject of many Renaissance paintings. It is full of mediaeval castles, vineyards, and olive groves as well as gorgeous farmhouses, isolated homesteads, roads lined with cypress trees, and golden fields of grain and sunflowers.

On the west side you have the famous Brunello wine region.

To the east you have Montepulciano, another famous historical town also made famous by its many vineyards.

The food is also exceptional, with high-quality items like pecorino cheese, extra virgin olive oil, and delicious wine. Cycling in the Val d’Orcia is an unforgettable journey through amazing panoramas and flavours. This paradise is where many of the most beautiful photos of Tuscany come from.

The routes in the south of Tuscany are a mixture of tarmac and gravel; of course, gravel is what makes southern Tuscany iconic. Here there is less traffic than in the north of Tuscany as it’s mainly agricultural. Scenes used in the English Patient and Gladiator scenes were filmed near Pienza.

Tuscany cycling routes

Below I share some of the best Tuscany cycle rides. They’re also personal favourites of mine. Of course there’s not room here to share all the best cycling routes in Tuscany, but hopefully this provides a good start!

Northern Tuscany: Lucca and Montecatini Terme

Lucca to Montecarlo to Montecatini Terme GPX Download Terms of use reminder

Once you leave Lucca, you are immediately in the countryside. It’s worth stopping to take in one of the most famous of Lucca’s 16th Century villas, Villa Torregiani.

Biking along Tuscany’s many Cypress tree lined minor roads, you pass by many olive groves which produce Lucca’s famous and renowned olive oil. The route has a short climb (the only climb of the day) towards Montecarlo. One side of this small hilltop historical village is full of vineyards and the other side of the village is full of olive groves. There are great views of the countryside from this vantage point; it’s the perfect location for lunch or wine tasting.

Highlights:

• 12km Villa Torregiani is a stunning villa and photo opportunity.
• 24km visit the medieval village of Montecarlo for coffee or lunch in the main square. This is the only hill to climb of the whole day and there are many lunch options in the very centre of this medieval village.
• 38km arrive into Montecatini Terme, a lovely small spa town.

Montecatini Terme to Vinci to San Miniato

GPX Download Terms of use reminder

Once you leave Monsummano behind, you’re in the countryside amongst vineyards and olive groves. The route takes in various lovely villages including Lamporecchio and the climb of San Baronto. W ith lovely views of the countryside, a lunch or coffee at the top of the San Baronto climb is perfect. From San Baronto you have a really nice gentle but panoramic descent to Vinci, the birth place of Leornardo di Vinci. After Vinci you head towards Cerruto Guidi, a well known chianti wine area, which you will cycle past on your way to the historical hilltop town of San Miniato.

San Miniato is the end of the ride and offers great views of the countryside, showing you were you have cycled from. San Miniato is part of the famous Via Francigena pilgrim walk from Canterbury to Roma during the 12th century.

• 21km Lamporechio village was the home of Vincenzo Nibali, winner of the Tour de France (2014), Giro d’Italia (2013 and 2016) and Vuelta (2010).
• 22km start of a 3km climb to the iconic village of San Baronto. At the top is a bar and restaurant. You can take refreshments on the balcony overlooking the view of the countryside where you have cycled from.
• Vinci village – you can visit the museum of Leornardo di Vinci in the old battlement centre (the Museum is very interesting and brings to life the drawings into models).

Mid Tuscany: Siena and Chianti

Siena to Radda in Chianti

This is a lovely picturesque Tuscany cycling route which starts in Siena and covers vineyards and some of the best villages in Tuscany, including Castellina in Chianti and Radda in Chianti, both in the heart of the Chianti Classico region.

It also takes in Monteriggioni mediaeval walled castle. The route after leaving Monteriggioni is quiet route with a climb to Castellina in Chianti where there’s the opportunity to enjoy a wine tasting at Castello di Fonterutoli . After this you have generous panoramic views all the way to the historical village of Radda in Chianti. This is such a lovely tiny village with enormous character with one high street filled with individual crafts, wine tasting, restaurants and cafes.

• At 14km visit the walled castle of Monteriggioni
• At 33km visit wine estate of Fonterutoli
• At 38km visit the historical centre of Castellina in Chianti

San Gimignano to Siena

This is one of the most panoramic routes to Siena when cycling from the north. You leave San Gimignano with two climbs, but once on top of the mountain you have a wonderful slow descent and at the same time some of the best views in Tuscany as you head towards the small historical village of Casole D’Elsa.

A gradual descent takes you towards the very small village of Badia Isola – one of the refreshment stops on the famous Via Francigena Pilgrim walk. In the 12th Century it used to be an overnight stop for pilgrims and it’s now a museum to showcase its history.

Not long after this village you come across the stunning Monteriggioni castle ; it’s a great place for a refreshment stop.

As you head into Siena it will start to get busy but as you are arriving from the north it’s a quieter route into the city.

• At 26km visit Castle d’Elsa village – lovely views of the countryside
• At 43km visit Abbadia Isola located on the Via Francigena, its a lovely village to explore the fortified abbey once a resting place for the pilgrims as they made there way to Rome.
• At 47km Visit the walled castle of Monteriggioni

Southern Tuscany: Val d’Orcia and Pienza

Pienza to Montepulciano, Montichiello and Pienza

This is an easy route, with a light, gradual climb to Montepulciano with panoramic views of the countryside. As you enter Montepulciano you can’t help feeling this town has hardly changed since the 15th century, with its narrow streets and bustling shops offering local produce and a hilly walk to the main piazza for a coffee break.

After Montepulciano, you head south, with a section of gravel roads which is typical of some roads in Southern Tuscany, towards the small but picturesque village of Montichiello. Montichiello is a perfect place for lunch. After a great descent towards Bagno Vignoni you return to Pienza via a short climb.

• 16 km coffee break inside Montepulciano
• 29 km Montichiello has lovely views and is a good stop for coffee or lunch. It’s worth calling in advance to make sure the Osteria is open. If it’s a nice day, ask to book a table outside on the balcony – it has stunning views.

Pienza to Montisi and Montalcino

This is a really nice rolling hill route on quiet roads cycling past the small villages of Castelmuzio, Montisi and San Giovanni d’Asso. These are all perched on hilltops offering lovely views of the countryside and are ideal places for a refreshment stop.

Torrenieri village is the start of a 5 kilometre gravel section (used in the Giro d’Italia stage 7 in 2010 – this was one of the most iconic stages on a rain fueled day won by Cadel Evans). It’s now used as part of the L’Eroica long route. L’Eroica is the vintage bike festival held in October every year.

Brunello wine is world renowned and as you head towards the climb to Montalcino you will pass by many vineyards  surrounding the town. The GPS file indicates numerous Brunello wine estates offering wine tasting and light snack options before arriving at the hilltop town of Montalcino. Here you’ll find lovely main squares with lots of cafes and restaurants to eat al fresco as well as dedicated wine shops offering Brunello wine tasting experiences.

Once you leave Montalcino you have a wonderful descent for 12km and cycle around the iconic and highest mountain in the south of Tuscany, Monte Amiata. Thankfully you (mostly) cycle around it, but there is a long climb to 600m elevation before another long descent to Bagno Vignoni. This is an original open air Roman Spring Bath; when you visit the bath you can see hot water bubbles to the surface. The water originates 1,000m below the ground.

From 8 to 20km you pass through three quaint villages, each an ideal stop for a refreshment break.

As you cycle uphill to Montalcino you will see various wines estates. Make sure you book a wine tasting as the wine estate prefer notice in advance.

At 41km arrive in Montalcino beautiful preserved historical hilltop town surrounded by vineyards and wonderful panoramic views of the countryside from many vantage points.

At 72km visit the small village and view the open air Roman spring bath.

Crete Senesi: Castelnuovo Berardenga – Strade Bianche – Bounconvento – Pienza

Here you enter a new province of Crete Sinesi which is criss crossed by Strada Bianche (see dotted red lines). The sections shown are used in the Strade Bianche Road Race

It has the famous section they call Monte Santa Maria 11.5km section as Fabian Cancellara is honour of the three times winner of the race.

• At 26km visit the abbey of Monte Oliveto Maggiore large Benedictine Monastery
• At 35km visit historical town of Buonconvento
• At 38 – 50km and 54 – 65km experience sections of Strada Bianche route as per the race .

Road quality in Tuscany

An important consideration for road cycling in Tuscany is – what are the roads like?!

Fortunately it’s pretty good news.

Cycling is very popular amongst both tourists and locals in Tuscany. At the weekends thousands of club riders head out in the morning to enjoy the varied riding.

Traffic is generally very considerate to cyclists, there are so many amateur cycle events and professional races in the region that motorists are used to seeing and accommodating cyclists bike riding Tuscany’s roads.

There are few traffic free cycle paths in Tuscany; there are some on the coast but in the interior, cyclists have to share the road with motorists.

In the north, I tend to find mostly smooth roads in the towns to be generally pretty good but I’d suggest staying off the main A roads due to traffic. The surfaces in the south and west are in much better condition as less people live here, there is less industry and it’s rare to see large trucks/wagons on the roads as this part of the region is the agricultural and wine-producing part of Tuscany.

Cycling events in Tuscany

Given how popular bike riding in Tuscany is, it’s not surprising that it’s also home to two major annual cycling events that attract thousands of riders each year:

• Strade Bianche in early March
• Tirreno – Adriatico always starts in Tuscany in mid March
• L’Eroica in early October

Strade Bianche

Strade Bianche is Tuscany’s most famous cycling event. It’s held in Siena over the first weekend in March. It’s swiftly become one of cycling’s most famous races.

On Saturday of the Strade Bianche weekend, you have the opportunity to watch the riders sign on and mingle with spectators and watch the start of the women’s race followed by the men’s race. You have plenty of time to watch the women finish on the famous Santa Caterina climb before heading to the car and going to the 60 km point to the finish at San Martino gravel climb to see the men (and entourage). You can then head to the finish to watch the men climb San Martino.

On Sunday of the Strade Bianche weekend, you can participate with 6,000 riders in the same event with a 90 or 140 km route experiencing the same routes and finish as the pros. There is no other event quite like this that allows you to finish so spectacularly in the main Piazza del Campo. With an array of al fresco bars and restaurants, there are plenty of places to quench your thirst.

L’Eroica, Chianti

L’Eroica is an annual non-competitive vintage cycling event which has taken place since 1997. The idea of the event is to let cyclists experience vintage cycling during the golden years of Italian Cycling in the 40’s and 50’s, with participants using vintage steel bikes, accessories and vintage clothing. To participate you must have a steel bike pre-1987 and wear old fashioned woollen cycling clothes in keeping with the traditional event.

The event starts and finishes in Gaiole in Chianti with the 209 and 135 km route on Saturday and the 106, 81 and 46 km routes on Sunday.

The route is often on “strade bianche”, the white gravel roads Tuscany is famous for. It is held on the first Sunday of October every year. It showcases the stunning Chianti Classico and Crete Sinesi countryside with refreshment stops along many villages offering local specialities such as Tuscan bread dipped in wine, pig fat bruschetta, Ribolita soup, sandwiches, fruit and of course local wine.

L’Eroica is the most popular vintage bike event in the world, with riders coming from as far as America, Australia and South Africa, as well as across Europe. It’s a fun weekend with a huge cycle as well as local stall holders offering many wine and food experiences plus live music.

L’Eroica, Montalcino

This is a recently introduced vintage bike event based around Montalcino.

The organisers felt that riders on the 209km l’Eroica Chianti event in October where the only riders able to see the beauty of this southern region of Tuscany. (On the 209km route, Montalcino is the southern most part of the ride; from here, riders then turn and head towards back to Gaiole in Chianti via Buonconvento and Asciano.)

This new event allows more riders to experience the southern part of the vintage bike event. The organisers created a new event called “L’Eroica Montalcino” offering 46, 70, 96 and 135km routes on the last weekend in May.

Giro d’Italia

The Giro can often be found visiting Tuscany.

One of Italy’s road cycling heroes, the Giro’s three-time champion Gino Bartali even has a cycling museum dedicated to him in Ponte e Ema in Florence. It displays 19th-century bicycles, as well as two bikes ridden by Gino.

Giro d’Italia again visits Tuscany in 2023, with two stages on the Versilian coastline, stage 10 finishing in Viareggio and stage 11 starting in Camaiore.

Tour de France

New for 2024! The Tour de France will start in Florence in homage to the past giants of Italian Cycling, Fausto Coppi, Gino Bartali, Ricardo Nencini, Ottavio Bottecchia, Marco Pantani, Felice Gimondi and the last winner of the Tour from Italy, Vincenzo Nibali.

Hotels (and accommodation) for cyclists in Tuscany

In my experience, most accommodation welcomes cyclists; cycling is a popular sport in Tuscany and it’s a growing market, with a strong trend in demand from tour operators.

There are no specific bike hotels as such, but all hotels tend to offer facilities for bike storage and early breakfast if needed. However, don’t expect mechanical assistance as standard, as these are not bike-specific hotels.

Types of accommodation

Town centre hotels.

As Tuscany is such a popular destination, you’ll find great places to stay inside every historical town. Usually they’ll be 3 star establishments and occasionally 4 star.  The challenge is that these towns are small and demand in the summer is very high, so it’s important to book early to secure the hotel.

Italian agriturismos

Agriturismos are also popular in the Tuscan countryside but again especially in the summer demand is high, booking one or two nights is not going to be accepted. They prefer 4 night minimum stays in high season.

Wine estates

Accommodation in castles or wine estates in Chianti or Brunello region are another possibility. They are expensive but are at a level of quality way above any of the hotels in towns. They usually offer their own restaurant, swimming pools, health club and winery to provide an exceptional experience.

Bike-friendly hotels in Tuscany

Below I share some of our favourite cycling hotels in Tuscany; these tie in with the regions above.

Hotel Luna is a 3 star superior hotel that’s very much inside the mediaeval walled town of Lucca. It has characterful rooms and you are close to all facilities and amenities.

In a much quieter location is Hotel San Martino , still inside the mediaeval centre.

Hotel La Villa is a stylish 3-star modern hotel with a fantastic location in the north of the city. It’s easy to cycle to as it’s away from the very centre of Siena but within 5 minutes walk you are in the city

Hotel Minerva is a more traditional 3-star hotel located north of the city but again it’s easy to cycle to. It has a large covered and secure car park for the bikes and vehicles.

There’s not much of a range of hotels in Pienza, but I like these two very good and well located hotels. Both are three star. They are Hotel San Gregorio and Relais Chiostro di Pienza .

The San Gregorio suites are well priced and offer 1 large bedroom and a large room with sofa, table, chairs and a fridge.

The Relais Chiostro di Pienza is located inside the village. It’s a former Franciscan Monastery dating back to the 13th century and offers stunning panoramic views of the countryside as well as an outdoor swimming pool. It has an in house restaurant offering al fresco tables with great views and charming hotel rooms .

Hotel Belvedere is a newly renovated 4-start hotel that only opened in late summer 2022. It has all modern facilities and is in a nice quiet location away from the hustle and bustle of the town.

Francia Quirinale is the other 4 star hotel that’s centrally located close to cafes and bars. It’s old style design offers a nice balcony to enjoy drinks.

You can find other bike hotels in Tuscany in this article.

Bike hire in Tuscany

If you’re looking for bike hire in Tuscany, you’ll be pleased to hear that you can find it in places like Lucca, Montecatini, Siena and Montepulciano.

However many secondary towns and hilltop villages, such as Vinci, San Gimignano, Montalcino, Pienza and San Miniato do not have bicycle rental available.

There are three bike rental shops in Tuscany that I use:

Ruota a Ruota

Via S. Donato,

Colle di Val D’elsa

loc. Pian dell’Olmino, 77

53034 – Colle di Val d’Elsa (SIENA)

Cicli Maggi

Viale Ammiraglio Morin, 79

55042 – Forte dei Marmi

You can expect all Tuscany bike shops to speak English. Also, you can expect them to be open throughout the week, except Sunday. Be aware that most close for lunch from 1 – 3pm.

Bike shops in Tuscany

Occasionally you may need assistance due to a problem with your bike you can’t sort out yourself.

Most major towns have bike shops but secondary towns will not always have a bike shops so be aware to make a note of your routes and locate the nearest bike shop in case of emergency.

Big stores like Decathlon and Nencini sport are available within the region and are also a great source of bike parts and service / repair.

Remember all bike shops are closed on Sunday.

Bike tours in Tuscany

Cycling Tuscany on a self-guided trip is, in my opinion, the best way to see the region. It gives the flexibility of being able to start any day of the week and in any month of the year, with the convenience and time-saving advantages of having a local cyclist and support on hand.

Tuscany cycling tour options: self-guided or add a guide

Via my business, Gusto Cycling , I offer 7 night / 8 day self-guided Tuscany cycle tours. If requested, we can also provide a guide to accompany the clients.

There are two tours, one is Tuscany South and the other is Tuscany North.

These tours give you the opportunity to really immerse yourself in Tuscany via the backroads of the countryside, quaint villages, wine estates, olive groves and enjoy stopping for a cappuccino or lunch with lovely views during the day.

Prices include luggage transfers and routes I’ve personally created along many of the best roads in Tuscany, with distances to suit your group.

Tuscany North (Lucca to Siena or Siena to Lucca)

• Visit the Leaning Tower of Pisa
• Stay overnight in beautiful Lucca, the preserved 15th-century walled town
• Stay overnight in Montecatini Terme, a lovely small Baroque spa town and visit Montecatini Alto with its stunning views and mediaeval setting.
• Visit Vinci the birthplace of Leornarado di Vinci
• Stay in quality accommodation, with warm hospitality, all hand-picked by me.
• Visit and stay overnight in San Gimignano and Siena, both stunning mediaeval towns.
• I will provide each day a list of places to enjoy a coffee break and lunch so you can maximise your Tuscan experience.

Tuscany South (Siena to Montalcino or Montalcino to Siena)

• Visit the famous towns of San Gimignano, Radda In Chianti, Pienza, Montepulciano and Montalcino.
• Bike ride through stunning landscapes, wide-open fields, cypress-lined Tuscan hills, and many of the best wineries in Tuscany.
• Cycle through the historic wine regions of Tuscany, sampling the best wines of Chianti, Montepulciano, and Montalcino.
• Stay in quality accommodation, with warm hospitality, all handpicked by me.
• Visit the wine and the renowned cheese of Pecorino in Montepulciano and Pienza.
• Cycle along the rolling hills of Chianti and Crete Sinesi, plus cycling through Tuscany’s stunning UNESCO heritage region of Val d’Orcia.
• I will provide each day a list of places to enjoy a coffee break and lunch so you can maximise your experience.

Distances can vary each day from 35 – 50km. With the odd exception, elevations usually vary from 500 – 1000m elevation. Usually it’s not mountainous but it does tend to get more hilly the further south you go. The reward from these hills is the spectacular views of the countryside.

Bespoke routes

I am always happy to tailor the routes on our Tuscany cycling tours for groups, couples, families – and even this year a couple on their honeymoon who are staying in some of the most spectacular properties in Italy!

We also cater for family cycling holidays in Tuscany. I tend to direct theses type of enquiries to Tuscany south as we can route the tour via much more gravel sections off road allowing to cycle between smaller towns. Also accommodation options means we can provide shorter distances each day.

Rental bikes for the tour

We can supply many different kinds of bikes, depending what our clients are looking for: hybrid, electric hybrid, gravel bikes, carbon racing bikes, electric racing bikes and even tandems!

The bikes are always serviced before delivery to the client’s hotel and we ensure all is well with it.

Mechanical assistance

All bikes are provided with a puncture kit (one inner tube, tyre leavers and Co2 Valve) and we expect all customers to be able to change an inner tube.

In the very rare case there is a need for a mechanic we can dispatch one within a reasonable time frame.

More information​

For more information about Gusto Cycling’s tours , take a look at our website or contact me using the form below:

Got a question for Gusto Cycling?

Fill out this form and Gusto Cycling will reply (within 24 hours wherever they possibly can!)

We will use this info to send the enquiry to Gusto Cycling. Our privacy policy explains more and here’s a reminder of our disclosure policy and terms and conditions.

When to visit Tuscany

The ideal season to cycle Tuscany is April (average temperatures around 19 degrees), May (average temperatures around 23 degrees) and June (average temperatures around 28 degrees).

Early Autumn in Tuscany is also a good time to visit, from September (26 degrees) to October (21 degrees). During these months, temperatures are great for cycling and al fresco dining. There are also many festivities throughout the May and June period.

The weather is really hot between the end of June to the end of August, and temperatures can reach anything from an average of 32 to 38 degrees with a high humidity factor. During these months, e-bikes can be your best friend.

Even if you come at one of the optimal times of year, I’d still suggest bringing a light rain jacket and possibly a wind jacket if you are cycling down the higher mountains. However, it’s very rare that there is significant wind as the northern mountains of Tuscany block the wind coming from the northern part of Italy.

If you prefer riding in a short sleeve jersey, bring some arm warmers as well as they can be useful for cool early morning starts and are easy to place in your back pocket after an early start in the morning.

Tips for cycling in Tuscany

I always suggest clients try all the food as it’s so varied from town to town. Every part of Tuscany has their own style of ragu, cheese, wine and bread.

For example, in Lucca you would not be offered pappardelle with wild boar meat: that is offered in the south of Siena and Pienza. Also pici pasta and a local speciality dish called cacio e pepe (huge spaghetti with Pecorino cheese) are found in Siena but not elsewhere. Siena is also known for its panforte Christmas dessert.

Meanwhile Pienza is well known for all types of Pecorino cheese. Lucca is well known for olive oil. Florence is known for its ribollita soups.

You get the picture!

Every town has a fountain for access to fresh cold water.

Wine regions include Cerruta Guidi, Chianti, Brunello, Montepulciao and more.

There are now many wine estates in most parts of Tuscany. Many are internationally known like Chianti and Brunello but there are also more regional estates catering for the Italian market.

When visiting wine estates it’s important to book a time slot. Wine tasting and wine tours are becoming more and more popular and invariably they will not be able to add another booking if you just turn up, as staff levels limit more bookings.

Also many wine estates offer light or full lunch with wine tasting again. As before, you need to book in advance if you wish to enjoy a food experience with the wine.

Restaurants

Every restaurant closes one day a week. It’s important if you have a restaurant in mind to check they are open on the day you plan to visit.

Weekends are very busy in the restaurant trade. Sunday is as busy as Saturday so I’d always suggest booking at weekends.

Also a small but important detail! Steaks are always cooked rare to medium rare. If you want it better cooked make sure you advise the waiter taking the order.

Remember shops close for lunch from 13.00 – 15.00. However most cafe bars generally open all day.

If you are wondering what to buy from convenience stores, for the perfect sandwich, you could consider buying fresh cut parma ham, Toscano salami, fennel salami and pecorino cheese from the deli.

If there is a group of you heading to Tuscany and you’re planning to bring your own bikes then I’d recommend booking early and getting a minibus. For example our minibus vans can carry five people and five bikes. Any more than this number and you would need two mini buses. Alternatively, take the easier option and do a self guided tour of Tuscany and arrange for luggage to be transferred each day.

However if you are staying in one location then you can skip the car rental market completely. I’d suggest hiring the racing bikes you need, booking a private transfer to your first night’s destination and have the bikes delivered to your hotel. On the last day take a private transfer back to the airport.

Bike choice

Choosing the right bike for your bicycle tour of Tuscany is important as it depends how comfortable you would be for a week’s cycling.

If you’re looking for a leisure holiday, whilst an aluminium hybrid bike has a great range of gears which give you comfort to cycle and give you the scope to cycle up any hills on your tour, it will be heavy. You can expect front suspension, wide tyres, disc brakes and rear panniers.

For those hiring road bikes in Tuscany, I’d suggest a minimum of 25mm sized tyres. If you plan to cycle on strada bianche roads please advise the bike shop so that gravel bikes are offered. These come with 28- 34mm tyres, giving you much more scope for comfort.

Touring Editore Toscana is a great book – but be aware it’s in Italian!

David Cleveland, author of Bicycle Touring in Tuscany

Public transport

Railway travel in Italy is one of the cheapest in Europe. Bikes are allowed on regional trains; you have to pay extra but it’s not expensive and there are special rail carriages for bike storage. It’s definitely worth booking in advance as otherwise bike tickets are sold on a first come, first served basis so space is not guaranteed.

Useful vocabulary

English is not always spoken outside the main historic and cultural centres of Tuscany, so it’s useful to know a few words of Italian for your Tuscany bike trip:

• Dove E – where is?
• Biciclettaio – bike shop
• Forato – puncture
• Dove si puo mangiare – where can we eat?

How to get to Tuscany

Pisa and Florence Airport are the two airports in Tuscany. Pisa has many more flights then Florence as Florence has a short runway and so is only allowed to have smaller aircraft.

Alternatively, you can fly into Rome and take the fast Trenitalia or Italo train from Rome to Florence in 90 minutes. There are often four trains an hour to and from Rome to Florence. If you book online it will be cheaper based on set departure times. However, on these fast trains there is no room for bike boxes.

Trains are the best and cheapest option to travel from the airport – www.trenitalia.it offers you the fast intercity trains and the local train services with timings and prices to book online.

Final thoughts

A huge thank you to Marco for sharing so much useful information about Tuscany cycling holidays! If you want to find out more about Marco’s trips and get planning a Tuscan cycling adventure, do head over to his website Gusto Cycling.

Have you been on a Tuscany cycling holiday? How was it? Any tips to share that we haven’t covered here? We’d love to hear from you in the comments below!

Got a question for Marco?

Fill out this form and we will send it to Marco. We aim to get you an answer within 24 hours wherever possible!

We will use this info to send the enquiry to Marco and/or their team. Our privacy policy explains more and here’s a reminder of our disclosure policy and terms and conditions.

Marco runs Gusto Cycling. He says “I have always been interested in cycling, ever since my uncle took me to see a cycle race in Tuscany when I was 11 years old. This opened my eyes to a new sport and experience. I have been a cyclist ever since, both here in the UK and in Tuscany.

I have spent my whole career in the travel business, working with international tour operators. This gave me a full grounding in managing tours.

I started Gusto Cycling 12 years ago to capitalise on my huge knowledge of Tuscany (all my family is from Montecatini Terme). We offer a unique and a more authentic perspective on cycling in Tuscany via two different tours: Tuscany North and Tuscany South.

The contents of this website are provided for general information purposes only. It is not intended to amount to advice and you should not rely on it. You should carry out your own due diligence and take professional advice. We make no representations, warranties or guarantees, whether express or implied, that the content on our website is accurate, complete or up to date. If you use any information or content on this website, download from, or otherwise obtain content or services through our website, it is entirely at your own discretion and risk. Epic Road Rides Ltd disclaims all liability and responsibility arising from any reliance placed on the information and content on this website. Find out more here .

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Tuscany Bike Tours

An exclusive, intimate experience that makes Tuscany come alive

EXPLORE TUSCANY LIKE NEVER BEFORE WITH OUR EXCLUSIVE TUSCANY BIKE TOURS

Crossing Chianti to Siena

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Customize your Tour

At Bike Florence & Tuscany, founders Piero and Elena have poured their hearts into crafting unique bike tours that offer an authentic slice of Tuscany.

Our goal is to connect you with the local culture, traditions, and flavors in an eco-friendly way. Imagine pedaling through the picturesque landscapes of Tuscany, from the rolling vineyards of Chianti to the historic towers of San Gimignano, and the timeless streets of Siena, all while experiencing the artistic majesty of Florence, Italy.

Our tours are designed for leisure and safety , allowing you to fully immerse in the Tuscan lifestyle. Learn about local wines, indulge in organic Tuscan cuisine, capture stunning photos of the countryside, and discover medieval towns — all at the perfect pace to create lasting memories of your Italian getaway.

Why Choose Our Bike Tours?

• Small group biking tours only
• Personalized Experience:  Led by Piero and Elena themselves, ensuring a truly local adventure.
• Diverse Itineraries:  Carefully planned to cater to all ages and abilities.
• Convenient Transportation:  Includes pick-up and drop-off in Florence, with air-conditioned van transfers to the starting point.
• Premium Bicycles:  High-quality, comfortable bikes with e-bike options available.
• Full Support:  From safety gear to snacks and water, plus full van support for a worry-free ride.

Whether you’re an avid cyclist, a weekend enthusiast, or enjoy casual rides with family and friends, our tours are tailored to suit all levels of experience.

And if you have someone in your group who prefers to ride super easily on the Tuscan hills, ask about our top-of-the-line Italian E-bikes!

Join Us for an Unforgettable Day! Get ready for a day filled with adventure, fun, and the richness of  Tuscan history and countryside. Enjoy the best gelato, organic wine, and food tastings all at a leisurely pace and in the safest way possible. We’re excited to share this memorable experience with you!

ITALY BIKE TOURS In Picturesque Tuscany

TOUR TUSCANY Private and Group Tours

Your Tuscany Bike Tour Specialist

If there is ONE thing you should do while on vacation Italy that is to ride through the Tuscan countryside off the beaten path and ON a bicycle!  Tuscany bike tours  are the ultimate adventure to complete any trip to this beautiful area of Italy. Just think how exciting it is to ride through Chianti vineyards and secular olive groves, viewing first hand the secrets behind the harvest and world renowned wines and olive oil.  Enjoy pedaling around medieval castles and quaint stone hamlets dating back to the middle ages, stopping along the way for a well-deserved gelato.  A perfect way to truly enjoy magnificent Tuscan countryside and spend a day in the great outdoors.

Any time of year is great for a bike tour of Tuscany , the scenery you will experience on a Tuscany bike tour is always postcard perfect.  Great master painters like Botticelli, Caravaggio, and da Vinci himself painted the Tuscan landscape, defining it as a universal icon for beauty, and a bike tour in Tuscany will give you first hand vistas of what they were seeing and transferring to canvas.  The Etruscan countryside has remained unchanged for centuries so all of the backdrops you will see are just the way they were back in the renaissance.  Stone buildings and elegant villas blend perfectly with the greenery as a prime example of how humankind and nature can live together.  The seasons speak to visitors through fragrances that change four times a year: spring welcomes abundant wisteria and fluffy lavender bushes; summer sun shines on sunflowers and sweet fruits like figs and blackberries; fall is harvest, the most festive time of year when the air is inundated with the scent of san giovese grapes – the primary berry for Chianti wine – and later on, olives; winter brings colder temperatures and well-needed rain, but it doesn’t stop Tuscany bike tours!

Tuscany bike tours are the ultimate adventure

Miles – 1 day bike tour.

Bike through vineyards and olive groves, and around castles and villas.

Miles – 3 Day Bike Tour

Exploring the countryside of Tuscany, Chianti vineyards and lavish viewpoints.

Years of History

Experience a Tuscany tour that brings you face to face with history.

Enjoy pedaling around medieval castles and quaint stone hamlets dating back to the middle ages, stopping along the way for a well-deserved gelato.

Custom bike tours in tuscany.

Your custom bike tour in Tuscany goes for as far and as long as you like no matter level biker you are.  The sky is the limit with a little help from ‘magic’ bikes that ease the pain on untrained legs and make biking around Tuscany accessible to all. For expert riders there are plenty of mountain bikes or hybrids to choose from, as well as carbon fiber road bikes for a high powered workout after all that pasta you’ve been having.  Biking equipment includes your wheels, a helmet, a water bottle, and roadside service.  After your ride you will be sent road stats by email showing distance and altimetrics so you can brag about your adventurous Tuscany bike tour.

Half Day, 1 -2 & 3 Day Bike Tours

Half day, full day, two and three day excursions – choose your favorite bike tour in Tuscany and get ready to coast over breathtaking Tuscan ridges;  top off your half day ride at a family-run estate for wine tasting plus snack on Tuscan cheese and salami, then tour the cellars where it all begins.  The full day tour includes a stop for lunch in a Tuscan stone village surrounded by vineyards where you will be served a hearty dish of Tuscan ‘pici’, the pasta specialty in the Chianti region. The two- and three-day rides take you from Florence to Siena stopping overnight in two different Tuscan towns, your bags are moved by us.

All rides are personalized, no two are alike!  Your ride is led by Luca, a local biker and Tuscany bike tour enthusiast who loves to unveil the best scenery for picture perfect memories and tell endless stories about ancient legends and modern secrets of this phenomenal part of Italy.

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Biking in Tuscany

Tuscany offers an ideal scenario for cycling enthusiasts of all levels, from amateur cyclists to anyone just wishing to pedal calmly while enjoying the beauty of the region. For your adventure on two wheels, choose from a variety of itineraries. On paved road for anyone who loves racing bikes or off road on mountain bikes to get away from traffic and be surrounded by nature. Every area in Tuscany offers routes rich in interesting places to visit and see as well as extraordinary panoramas. Tuscany is mostly a hilly territory, with plains concentrated mostly along the rivers and the coast. For cycling fans, this means putting yourself to the test on the same hills and slopes many cycling legends trained, including Bartali, Cipollini and Bettini. Tuscany is in fact a land of cyclists and wherever you choose to go pedal you're likely to cross paths with many other two-wheel aficionados. Many of them will greet you with a smile or head motion, especially if you're a cycle-tourist laden with bags. Devoted cycling enthusiasts are a community without borders and if you find yourself in trouble along the road, you can count on the solidarity of other cyclists. When we've had a blown out tube, without a cellphone and a long distance from home, we've many times been "saved" by other kind cyclists that have helped us return on to the saddle! The best months for cycling or touring Tuscany on bike are from March to June and from September to October. July and August are hot months and outdoor sports are limited to early mornings or late afternoons, or mainly for mountain bike outings at night. Other months can be cold or rainy, and during winter it is best to avoid mountain passes. In truth, Tuscany is great all year round for cycling aficionados! Below we offer a few road bike and mountain bike itineraries, all of which we've done ourselves. A few are quite long and challenings, most are rides suitable for everyone. On each itinerary we've indicated an assessement on the difficulty of the course. To give you an idea of our measuring parameters, we are more cyclo-tourists rather than cycling amateurs and even if we like challenging ourselves with long distances, we go at a moderate pace and with many stopes along the way, especially when we stop to snap a few photographs. On those itineraries where it is indicated, a GPS route (.gpx format) and high resolution map can be downloaded on our forum. We've selected points of interest along the way, as well as water fountains. Anyone cycling through Tuscany should keep in mind that practically every small inhabited town or village offers public fountains so if you need to refill your bottle, it is worth it to head to the closest village. Good biking in Tuscany!

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An Italian bike tour like no other...

We Bike Tuscany offers small group, family and private fully-guided multi day bike tours in Tuscany, Emilia Romagna, Sicily, the Dolomites and beyond. Though now based in the US, we were "born" in Italy (as I Bike Tuscany ), and pride ourselves on remaining one of the few truly "boutique" bike tour companies of the region. And as the term implies, that means personalized service and attention to detail, as well as an experience that, we think, is just a little more special, a little more authentic and definitely different from the others.

WBT co-owner, Jodie Scholz Vignoli, heads up the Los Angeles office, ready to answer all your questions and help you choose and book the perfect trip. Once in Italy, "Super Tuscan" Marco Vignoli and team continue to lead the way -- to the most spectacular scenery, the most charming villages and off the beaten path experiences, and of course the best restaurants and wineries (we are buongustai here - AKA "foodies" - after all). Together it is our mission to make your days biking in Italy some of the most memorable and pleasurable of your life.

We invite you to take a look at our trips , and if you see something you like (we have a feeling you may), drop us an email . We'll be happy to get back to you (via phone or email as you wish) and help you start planning what we promise will be an extraordinary adventure.

WE BIKE TUSCANY is recommended in Lonely Planet Italy guidebook for 2018. You'll find us under "Best Outdoor Experiences." Plus Travel + Leisure magazine: "Best Bike Trips in Tuscany" and Get Lost magazine: "13 Not So Average Honeymoons."

• Pick up/drop off at your hotel/location
• Deluxe Accommodations
• Dinners with unrestricted menus
• One picnic lunch
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• Guided city and/or winery tours, wine tasting
• Maps and detailed route directions
• Van support and baggage transfers
• 24-Speed high quality hybrid bikes
• Helmets, handlebar bags

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Testimonials

Nydia hinckley & jorge berrios with lucy mclean, usa/canada, val d'orcia dream 2015.

Marco and Jodie: Thanks for the wonderful experience of Val d’Orcia Dream. Now back in my office I can tell that it was really a dream. I will recommend the tour to other people and maybe we will see you again. Jorge Berrios. Marco, thank you again for the great time you gave us. Jorge's dream was completely fulfilled and you had a lot to do with that. Seeing the beautiful scenery and riding hard when I needed to was really good for me. The sound of the sheep walking with the bells around their collars is something I will never forget. Take care, and know that you both have a friend in San Antonio, Texas. Nydia Hinckley

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Discover two of Italy's premier cycling destinations: lush Umbria, renowned for its exquisite olive oil, and the noble Montepulciano wine region.

This captivating bike tour traverses two of Italy's most scenic regions, Umbria and Tuscany. Let us take you along serene country roads to discover their enchanting medieval towns. Begin your adventure in Umbria, Italy's "Green Heart," pedaling through rolling hills, vineyards, and olive groves. Immerse yourself in the charm of Umbria's hilltop towns like Bevagna, Montefalco, and Assisi, each showcasing the region's vibrant culture and artistic heritage. As you journey to southern Tuscany, witness the transformation into a picturesque landscape of bountiful fields and elegant farmhouses framed by cypress trees. Starting from Montepulciano, a renowned wine region, explore captivating hilltop towns and uncover the ancient tradition of winemaking. Let the sun-drenched scenery be your backdrop as you discover Tuscany's incredible cycling, delectable cuisine, and world-class wines. Also see our Tuscany Bike Tour » and our Tuscany Wine Country Bike Tour »

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The beautiful hilltop village of Montepulciano

Explore a Medieval Gem with World-Renowned Wine

The stunning Medieval town of Montepulciano, famous for its deep red wine Vino Nobile di Montepulciano , overlooks Val d’Orcia, a UNESCO World Heritage site .

What Guests are Saying

This bike tour takes you to two stunningly beautiful regions of Italy. Umbria, often underestimated, showcases a vibrant local culture, unique artistic heritage, and untouched natural beauty. Southern Tuscany, with its picturesque landscapes painted with earthy and warm tones, has a mesmerizing allure. Come and discover for yourself this authentic Italian paradise that has stolen my heart away.

Susy Maddalon, Trip Designer

Sara and Angelo our guides are phenomenal humans and amazing guides – they ensured we enjoyed the trip of a lifetime! We were already very loyal to Trek on the bicycle side, and now Trek Travel will be our go-to cycling trip provider! Everything was perfect and they both worked very hard to provide a very special experience.

Liz A., Trek Travel Guest

We couldn’t have loved it more! From the expert guides to spectacular bikes, this was definitely a trip of a lifetime! We were referred by friends for this trip and it exceeded our expectations. Thanks Trek Travel!

Linda S., Trek Travel Guest

This is my 5th Trek Travel Trip. With every trip, I say, “Wow, this is the best trip yet!” I’ve encouraged quite a few friends to try Trek Travel and they too are now repeat customers. The trip itineraries are perfect. The cycling amazingly beautiful and perfectly (did I really just say that?) challenging. But please know, your guides make these trips. I’m not sure how they are chosen; what the interview process is. But you nail it every time.

Allie Z., Trek Travel Guest

Ride to the hilltop jewels of Pienza and Montepulciano

Pedal ribbons of pavement through rolling hills and vineyards to the Renaissance splendor of these impressive, perched towns.

Dates & Pricing

Book early for the best price

Join Waitlist

Limited Availability

May 27-31, 2024 join waitlist.

Hotels you`ll stay at on this date:

• Valle di Assisi

Borgo Tre Rose

Available bikes:

Trek Domane SL 7

• Trek Electric-Assist Verve+ 3

Trek Electric-Assist Domane+ SLR 7

$ 2399.00 per person.

Double Occupancy

Single Occupancy from: + 399.00

June 9-13, 2024 Limited Availability

June 16-20, 2024 limited availability, $ 2299.00 per person, june 23-27, 2024 limited availability, june 30-july 4, 2024 limited availability, july 14-18, 2024 guaranteed, august 18-22, 2024 guaranteed, september 8-12, 2024 join waitlist, september 15-19, 2024 guaranteed, october 6-10, 2024 limited availability, october 13-17, 2024 limited availability, may 18-22, 2025, may 25-29, 2025, june 8-12, 2025, june 15-19, 2025, september 7-11, 2025, september 14-18, 2025, september 21-25, 2025, september 28-october 2, 2025, october 5-9, 2025, october 12-16, 2025, looking for a private tour with us.

Private tours can range in cost based on your group size. See below for specific pricing based on your group size.

*Discover trips are not available for private bookings

Looking for a date that you don't see?

Look no further. Simply tell us your preferred travel dates and we’ll work together to deliver the same great trip on your custom schedule. Want to make a few changes to your itinerary, no problem. We will work with you to make sure your custom vacation is the ultimate vacation of a lifetime for your group.

You have another booking already in progress

Booking a new trip will cancel all of your previous booking progress. Continue your previous booking or proceed with your new booking.

Arrival / Departure

Where to Arrive

Florence Airport (FLR)

Pick-up location :

Assisi Train Station, Italy

Pick-up time :

Where to Depart

Florence Airport (FLR) or Rome Fiumicino (FCO)

Drop-off location :

Santa Maria Novella train station, Florence Italy

Drop-off time :

Additional Arrival Information

We suggest that you arrive at least one day prior to the start of your Tuscany Countryside bike tour, which will enable you to adjust to the time zone and minimize the risk of missing the trip start due to flight-related delays. We recommend that you fly into the Florence Airport (FLR). The airport is about three miles from the center of Florence. You can take a taxi (approximately 20 euros) directly to Santa Novella train station, or a bus which departs hourly. There are frequent direct rains from Firenze S.M. Novella to Assisi and the ride takes two and a half hours. We recommend you purchase your ticket in advance on the Trenitalia website at www.TrenItalia.com or at a Biglietteria office or from ticket machines available at the train station.

You can also fly into Rome and take a train to Assisi. From Rome’s Fiumicino Airport (FCO), you may take a direct train to Rome’s central station, Roma Termini. Follow the “Stazione/Railway Station” signs. There are frequent direct trains from Roma Termini to Assisi and the ride takes about two hours. Tickets can be purchased on the Trenitalia website at www.TrenItalia.com or at a Biglietteria office or from ticket machines available at the train station. All tickets must be validated before getting on the train: do this by stamping your ticket at the yellow boxes near the platform.

Your Trek Travel guides will meet you at the Assisi train station at 11:30 AM on the first day of the trip. Please wait here to meet your Trek Travel guide, who will be visible and dressed in Trek Travel attire. Together you'll shuttle 5 minutes to the hotel Valle di Assisi, your home for the next two days. Here you will be welcomed by a casual buffet-style lunch while your guides fit and familiarize your group with your Trek bike for the week. Please have your first day's cycling clothes easily accessible, separate from your luggage, to facilitate the bike fitting and ride. After a brief orientation and a safety talk, saddle up to begin the day's ride through the Umbrian countryside.

If you will be late for the pick-up or are going to miss it altogether, please inform your guides. You will receive an email a week before the trip starts with their names and contact details. If you cannot reach them, please call our first hotel, Valle di Assisi (+39 075 804 4580) and leave a message with your expected arrival time and contact details. You may take a taxi from Assisi to to the first night’s hotel for approximately 20 euros.

Additional Departure Information

You will say farewell to your guides at 11:00 AM at the Borgo Tre Rose in Montepulciano. You’ll depart by private shuttle for the Florence train station, arriving at around 12:30 PM. Please, do not reserve a seat prior to 1:30 PM, allowing adequate connection time for any ongoing travel or possible traffic delays. Train schedules, fares and bookings can be made on the Trenitalia website at www.TrenItalia.com , or www.thetrainline.com , for other European destinations.

Day 1 Welcome ride in the green hills of Umbria to Assisi, a UNESCO World Heritage site

Welcome ride in the green hills of Umbria to Assisi, a UNESCO World Heritage site

Welcome to the start of your Tuscany Countryside bike adventure! Meet your Trek Travel guides at the Assisi Train Station at 11:30 AM. A quick 5-minute shuttle ride takes you to your hotel near Assisi, a peaceful property surrounded by vineyards, olive groves, and fruit trees. After a short round of introductions, get fitted to your Trek bicycle and enjoy a casual buffet-style lunch at the hotel. Begin your first scenic ride and, as you familiarise yourself with you... Welcome to the start of your Tuscany Countryside bike adventure! Meet your Trek Travel guides at the Assisi Train Station at 11:30 AM. A quick 5-minute shuttle ride takes you to your hotel near Assisi, a peaceful property surrounded by vineyards, olive groves, and fruit trees. After a short round of introductions, get fitted to your Trek bicycle and enjoy a casual buffet-style lunch at the hotel. Begin your first scenic ride and, as you familiarise yourself with your bike, explore the quiet roads up to Pieve San Nicolò. Take in the breathtaking views from the top before descending to Assisi to return to the hotel. In the evening, gather with your fellow travelers for an Italian aperitif on the hotel terrace, followed by a gourmet dinner featuring Umbrian specialties and estate wines. And get ready for more exciting cycling adventures ahead! Read More

Valle di Assisi Resort & Spa

Meals included

Lunch | Social Hour | Dinner

Highlight of the Day

Your picturesque resort immersed in tranquillity in the Umbrian countryside

Take in the breathtaking views of the surrounding olive groves and vineyards, with rolling hills that stretch as far as the eye can see. ... Take in the breathtaking views of the surrounding olive groves and vineyards, with rolling hills that stretch as far as the eye can see. Read More

Ride Options

Ride Option 1

TODAY'S RIDE:

Valle di Assisi to Pieve San Nicolò Loop - Approximately 22 mi | 36 km and 2,190 ft | 670 m

Day 2 Experience Montelfalco and the authentic allure of the Umbrian countryside

Experience Montelfalco and the authentic allure of the Umbrian countryside

Today's route takes you through the beautiful Val'Umbra, Umbria's largest and most prolific valley awash in vineyards and olive groves. A leisurely ride leads you to Bevagna, a celebrated town with two of Italy's oldest Romanesque churches in its central cobblestone piazza. Wander the narrow streets and enjoy its enotecas and art galleries. Then gear up for a rewarding climb to reach the hilltop town of Montefalco, synonymous with world-renowned Sagrantino ... Today's route takes you through the beautiful Val'Umbra, Umbria's largest and most prolific valley awash in vineyards and olive groves. A leisurely ride leads you to Bevagna, a celebrated town with two of Italy's oldest Romanesque churches in its central cobblestone piazza. Wander the narrow streets and enjoy its enotecas and art galleries. Then gear up for a rewarding climb to reach the hilltop town of Montefalco, synonymous with world-renowned Sagrantino wine. Enjoy a well-earned lunch of your choice in this picture-postcard town characterized by its warren of narrow, cobbled streets within its ancient walls. Afterward, relish a pleasant flat section of your ride before ascending to Assisi. You'll take in the panoramic views of this magical medieval town before heading back to the hotel for a relaxing afternoon by the pool. This evening is yours to explore the cobbled streets of medieval Assisi. Enjoy dinner of your choice at one of the many small bistros. Be sure to visit Assisi's celebrated Basilica of Saint Francis, a UNESCO World Heritage Site. Read More

Discover St. Francis’s birthplace, a city of art and a symbol of peace where an atmosphere of deep spirituality blends with exquisite arch... Discover St. Francis’s birthplace, a city of art and a symbol of peace where an atmosphere of deep spirituality blends with exquisite architecture. Its historic centre and the celebrated Basilica, home to some of Italy’s finest masterpieces, are the strengths of this Unesco-listed borgo nestled in the gentle plains of Umbria. Read More

Bevagna to Montefalco to Assisi Loop - Approximately 42 mi | 68 km and 2,520 ft | 769 m

Ride Option 2

AVID OPTION:

Bevagna to Montefalco to Assisi Loop with Eremo climb - Approximately 48 mi | 78 km and 3,100 ft | 950 m

Day 3 Explore Lake Trasimeno's beauty before entering the distinctive landscapes of Tuscany

Explore Lake Trasimeno's beauty before entering the distinctive landscapes of Tuscany

After your morning cappuccino, prepare to say arrivederci to Umbria. Pedal along quiet secondary roads, winding through rolling hills, olive groves, rich vineyards, and wide valleys. Midway into the ride your guides will be ready with your packed sandwich for the day and a van full of ride snacks and drinks to keep you fueled! Your destination is Passignano, an inviting village on the northern shore of Lake Trasimeno. Enjoy the views of the lake, the larges... After your morning cappuccino, prepare to say arrivederci to Umbria. Pedal along quiet secondary roads, winding through rolling hills, olive groves, rich vineyards, and wide valleys. Midway into the ride your guides will be ready with your packed sandwich for the day and a van full of ride snacks and drinks to keep you fueled! Your destination is Passignano, an inviting village on the northern shore of Lake Trasimeno. Enjoy the views of the lake, the largest in Umbria and home to wild ducks, cormorants, and more. From here, choose to join the van or continue riding the last 20 kilometers all the way to our lovely country hotel, perched on a hilltop amidst picturesque vineyards. Spend the afternoon relaxing by the pool or strolling through the estate. You'll spend this evening in Montepulciano, a fascinating Tuscan town famous worldwide for its exquisite wine, Vino Nobile di Montepulciano. Tonight is yours to find the perfect dinner in this historic town, armed with the best recommendations from your guides. Read More

Breakfast | Lunch

The scenic Trasimeno lake

Today you'll traverse the hills south of Perugia through one of the most beautiful cycling routes in Europe. Reach the shores of Lake Trasim... Today you'll traverse the hills south of Perugia through one of the most beautiful cycling routes in Europe. Reach the shores of Lake Trasimeno, a picturesque lake embraced by rolling hills, offering a truly unique and captivating landscape. Read More

Valle di Assisi to Passignano with Shuttle to Borgo Tre Rose - Approximately 39 mi | 63 km and 2,320 ft | 710 m

Valle di Assisi to Borgo Tre Rose - Approximately 51 mi | 83 km and 2,980 ft | 910 m

Day 4 Discover the quintessential Tuscan hilltop towns of Montefollonico, Pienza, and Montepulciano

Discover the quintessential Tuscan hilltop towns of Montefollonico, Pienza, and Montepulciano

Prepare for a fantastic day ahead as you pedal along quiet country roads, with unobstructed views of vast ploughed and sown lands stretching over gentle hills that seamlessly blend with the horizon. These captivating vistas are accentuated by the presence of rows of majestic cypress trees. The consistently rolling terrain unveils three captivating climbs, leading you to the charming hilltop towns of Montefollonico, Pienza, and Montepulciano. This renowned region is ... Prepare for a fantastic day ahead as you pedal along quiet country roads, with unobstructed views of vast ploughed and sown lands stretching over gentle hills that seamlessly blend with the horizon. These captivating vistas are accentuated by the presence of rows of majestic cypress trees. The consistently rolling terrain unveils three captivating climbs, leading you to the charming hilltop towns of Montefollonico, Pienza, and Montepulciano. This renowned region is celebrated for its exceptional extra virgin olive oil and of course its world-famous wines. Prepare to be mesmerized by breathtaking panoramas that resemble masterpieces paintings. This evening we'll raise a toast to our unforgettable Tuscany bike tour during a visit to the hotel's cellar, followed by a delightful wine tasting featuring the estate's own exquisite wines. Indulge in a sensational dinner at the hotel's restaurant, where you will be treated to an array of local specialties, creating a perfect finale to our remarkable Italian adventure. Read More

Breakfast | Lunch | Social Hour | Dinner

Val d'Orcia, the Tuscany of your dreams

An unforgettable day pedalling through gentle rolling hills that seem to disappear in the horizon with an elegant succession of soft colors,... An unforgettable day pedalling through gentle rolling hills that seem to disappear in the horizon with an elegant succession of soft colors, from green to ochre and brown and rows of cypress trees. We'll discover the UNESCO World Heritage Site of Pienza and the celebrated Montepulciano, two of the most iconic towns in Tuscany. Read More

Borgo Tre Rose to Pienza to Montepulciano Loop - Approximately 42 mi | 69 km and 4,000 ft | 1,235 m

Borgo Tre Rose to Pienza to Monticchiello to Montepulciano Loop - Approximately 47 mi | 77 km and 4,950 ft | 1,517 m

Day 5 One last spin to the perched village of Cortona

One last spin to the perched village of Cortona

Rise early this morning for one last spin on the gently rolling hills as you say buongiorno to the locals working in the fields. Our destination? Cortona, distinctively perched high on a hill on the eastern slope of the Valdichiana. Arrive in the Piazza della Repubblica, the main square, and observe its unique shape before pedaling back to the hotel. We will bid our farewells, and at 11:00 AM, you’ll depart by private shuttle for the Florence train statio... Rise early this morning for one last spin on the gently rolling hills as you say buongiorno to the locals working in the fields. Our destination? Cortona, distinctively perched high on a hill on the eastern slope of the Valdichiana. Arrive in the Piazza della Repubblica, the main square, and observe its unique shape before pedaling back to the hotel. We will bid our farewells, and at 11:00 AM, you’ll depart by private shuttle for the Florence train station, arriving at approximately 12:30 pm, in time to catch connecting trains to other destinations. Read More

Visit the fairytale hilltop town of Cortona where the famous movie 'Under the Tuscan Sun' was filmed. With the olive groves dotting the area... Visit the fairytale hilltop town of Cortona where the famous movie 'Under the Tuscan Sun' was filmed. With the olive groves dotting the area and the panoramic views from the top of the town walls, it’s easy to see why so many visitors fall in love with this place. Read More

Borgo Tre Rose to Cortona Loop - Approximately 24 mi | 39 km and 1,660 ft | 507 m

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Rider Information

Rider Level: 3

Terrain: Hilly

Riding in Umbria and Southern Tuscany is highlighted by dream-like vistas and quiet, winding roads thanks to the beautifully rolling hills. Many of the towns sit atop hills and although the roads are not steep, the ascents are often upwards of five kilometers long. The roads are consistently rolling with few flat stretches and are commonly narrow. However, the locals are accustomed to sharing the quiet roads with cyclists and are alert to our presence. Our Tuscany Countryside Bike Tour is best suited for our Type 3 Riders. Our Trek Travel guides can also easily accommodate Type 2 Riders, who seek less mileage or fewer uphills, with a boost in the van. For those eager to experience every mile but mindful of their physical limits, our electric bike option offers a comfortable and enjoyable solution. Type 4+ Riders will enjoy the extra mileage the avid route options offer.

Daily Average

33 miles | 55 kilometers

169 miles | 275 kilometers

2,538 feet | 778 meters

12,690 feet | 3,891 meters

On most Trek Travel trips, we offer non-riding suggestions for riders who want to take the afternoon off, or travel companions who want to spend little or no time in the saddle. Some of these suggestions may need to be scheduled before your trip. Expenses and related transportation to these activities are not included in the trip price. Some non-riding options on the Tuscany Countryside bike trip are:

• Enjoy the pool at both properties
• Explore the medieval town of Assisi and the Renaissance town of Montepulciano
• Delight in olive oil and wine tastings
• Relax at the Spa at the hotel Valle di Assisi
• Arrange your own cooking class at the hotel Borgo Tre Rose

We've got you covered on and off the bike! Our team of guides will always have one in the support vehicle and one on the bike, ready to fill up your water bottles, fix a flat tire, or give you a lift up the hill. They'll also give you the inside scoop on the best local spots. And when you're not riding, your guides are happy to help with anything you need - from massage appointments to finding that special local treat you've been craving.

• Fully guided and supported with two guides and one van minimum
• Up to three daily route options on a pre-loaded Garmin GPS
• Additional guides and vehicles added dependent upon guest count and trip logistics

Valle di Assisi Resort & Spa

A country resort surrounded by 60 hectares of unspoiled Umbrian countryside including olive groves and vineyards, Valle di Assisi Spa Hotel is the perfect blend of all the things Umbria has to offer. Set at the foot of Mount Subasio, only 2.5 mi from Assisi, the hotel features a terrace overlooking Assisi, an outdoor pool, a wellness centre and a golf course. The property produces its own olive oil, wine, and balsamic vinegar.

The breathtaking landscape of the Val di Chiana hills is the setting for Borgo Tre Rose, an antique medieval hamlet perfectly preserved and converted into a charming country hotel perched on the top of a hill and surrounded by the vineyards of a winemaking estate, just a few steps from Montepulciano and Cortona.

Bikes & Gear

Experiencing your cycling vacation of a lifetime is not complete without a world-class bike and the Trek Domane SL 7 Gen 4 is the best on the road. It raises the bar to deliver incredible endurance road bike comfort without sacrificing performance and features highly responsive disc brakes, road-smoothing IsoSpeed technology, and electronic shifting. This new bike is lighter than ever before, and carbon wheels are standard on every Domane SL 7 bike.

Trek Electric-Assist Verve+

Fun from the first pedal stroke, venture further on our Trek Verve+. With its low-step frame design, upright riding position, and the barely-there Bosch electric motor, the Verve+ has one goal: pure enjoyment. Designed for both comfort and adventure, get a boost up the hills when you need it with energy to spare.

Upgrade your experience on the Domane+ SLR 7. It has everything you love in a road bike, with the extra boost to take you farther than ever before. With an ultra-lightweight design and a whisper quiet electric assist motor, this performance e-road bike will assist you on the climbs and enable you to venture further. So go ahead—take the long way. With Domane+ SLR 7, there’s always room for more distance and more fun! Upgrade to the Domane+ SLR 7 on this trip for $399 (3-6 day trips) or $599 (7+ day trips). Available in limited quantities. See specific trip dates for available bike options.

Trek Travel Guides

The World’s Best

From the moment you meet our guides, you'll understand the difference. You'll feel the genuine care they take to make your vacation perfect. From their expert support to sharing their favorite hidden spots, they tailor every moment to you.

Additional Gear

• Trek Travel water bottles to keep
• Cinch sack day bag to keep
• Bontrager saddle
• Bontrager helmet
• Bontrager front and rear Flare R lights
• Garmin Edge 1030 GPS computer with pre-loaded routes
• Shimano SPD-SL road style pedals, Shimano SPD mountain style pedals, caged, or flat pedals
• A flat pack containing a tube, levers, and a CO2 cartridge with inflator
• For the most comfortable ride, we recommend you bring your own saddle. If you prefer, you can bring your own pedals and helmet on the trip and our guides will install your gear on the first day during your bike fit.

Trip Inclusions

• Four nights of accommodation at handpicked hotels
• Two experienced guides to provide local knowledge, support, and camaraderie
• Daily route support with both guides and our support van
• Daily breakfast, three lunches, and two dinners
• Ride With GPS Experience for your phone with daily itinerary and route navigation information

• Up to three daily route options on riding days
• Snacks and drinks for each day's ride
• All gratuities for drivers, local experts, and hospitality staff
• All luggage transfers and transportation during your trip
• A digital photo album of your trip

• Airfare and transportation to and from the trip pick-up/drop-off locations
• Lodging before and after the trip
• Personal items purchased during the trip
• Optional activities not scheduled by Trek Travel
• On select trips some meals are not included. On these trips, Trek Travel invites you to explore the local cuisine at your leisure
• While Trek Travel jersey's are not included on our Discover bike tours, they are available for purchase. Visit our Trek Travel Online Shop to see your options.

Guide Gratuities

Guide gratuities are customary and at your own discretion, to recognize service, hospitality, and the little extras that surprise and delight. For this trip, we recommend $150-$200 per guest. While local currency is preferred, there are other options to make tipping easier. Most guides accept gratuity via PayPal or our staff can help before or after the trip. Gratuities will be divided among the guide team, so feel free to leave your gratuity with whomever you choose at the end of your trip.

Additional Details

Know Before You Go!

We want you to be fully prepared for your cycling vacation of a lifetime. This involves making sure that you choose the appropriate trip for you and that every aspect of your experience is flawless. Each Trek Travel trip is unique to ensure maximum enjoyment every time.

Your Trip Need to Knows:

• Dining in Tuscany: Meals in the Tuscany region often start later. Lunch begins from 1:00 PM and dinner from 8:00 PM. Dinner can also last two or more hours, allowing time to enjoy the delicious cuisine of the area at a leisurely pace.
• Biking in the region: We want to make sure you have a comfortable and enjoyable experience on this trip, so it’s important to note that while we strive to find quiet, paved secondary roads, there may be some occasional traffic when entering and exiting towns. It is important to stay vigilant while taking in the views of this beautiful region.

Before and After Your Trip

Florence, Italy

Florence is the majestic heart of Renaissance art and intellect. Several days can be spent wandering the streets in the shadow of Brunelleschi’s Duomo and strolling beside the Arno. Along with the Duomo and Ponte Vecchio, the Uffizi gallery, a pillar of the Renaissance and Medici eras, merits a visit. Michelangelo's David in the Galleria dell'Accademia is not to be missed. Keep in mind while exploring Florence that opening hours vary and are quite often inconsistent. Different museums are open on different days and lines can be very long. It’s worthwhile to pay a few extra euros and pre-book your tickets—this will enable you to bypass long lines of visitors at the entrances. We recommend the following accommodations for your pre-trip hotel:

Where to Stay

Hotel Montebello Splendid

The Hotel Montebello Splendid is an elegant 5-star, boutique hotel located just 10 minutes walk from all the main monuments and points of interest in Florence. Take advantage of their concierge services to plan your stay in Florence to the last detail. www.palazzomontebello.com

Hotel Il Guelfo Bianco

This patrician home of the 16th century is close to the old market in the heart of downtown Florence, just a short walk to the Cathedral and principal museums. This 3-star hotel recently re-opened its doors to guests after having undergone a complete restoration. The Renaissance architecture and the refined furnishings reflect the Florentine character. www.ilguelfobianco.com

Eurostars Florence Boutique

This boutique hotel is a true masterpiece of hospitality, a historic palazzo restored and converted into a 4-star hotel, just 50 steps from the River Arno and a 10-minute walk into the heart of Florence. Discover the magic of Florence on two wheels with their fleet of Trek bikes or admire stunning city views from the rooftop terrace. www.eurostars-florence-boutique.com

Rome, Italy

Rome is a powerhouse of stunning architecture and ancient history, beautifully told through its ruins and buildings. It seems that every street you walk down provides another unexpected glimpse of ancient times, yet modern bustle and energy abounds as well. The Coliseum, the Forum, Vatican City, and the Pantheon are some of the must-see attractions. Be sure to linger on the Spanish Steps one afternoon and take advantage of great shopping and fantastic cuisine. We recommend the following accommodations for your post-trip hotel:

Hotel Barocco

This 37-room hotel is tucked away in central Piazza Barberini. It boasts a refined, simple style with all of the comforts and amenities needed for a relaxing Roman getaway. www.hotelbarocco.com

Hotel Capo d’Africa

Located in the heart of Imperial Rome, between the Forum and the Domus Aurea, the Hotel Capo d’Africa boasts contemporary decor within a beautiful, early 19th-century building. www.hotelcapodafrica.com

Mecenate Palace

In front of the Basilica of Santa Maria Maggiore, this hotel is within walking distance of most of the important monuments and shopping areas found in Rome. Guests can enjoy a panoramic view of the city from the hotel’s roof garden. www.mecenatepalace.com

Average monthly temperature and precipitation

Packing and Weather

Spring and fall in Tuscany are usually clear and sunny, with warm daytime temperatures (75F-90F/24C-32C) and evening temperatures 10-15 degrees cooler. A jacket or wrap will be useful in the evening. Summers are warmer with warm daytime temperatures (80F-95F/27C-34C). Rain is always a possibility, however, so be prepared with wet-weather gear in order to best enjoy your cycling vacation. View our Packing List

Ready to book?

To reserve your space on a trip, you can either call us at 866-464-8735 to speak with an expert Trip Consultant or book online any time by clicking the “BOOK THIS TRIP” icon near the upper right of each destination’s overview page.* Once you have submitted your reservation online, a Trip Consultant will contact you within one business day to answer any questions you may have and to confirm space, bike, and room availability on your desired trip. Your booking will be finalized once your no-risk deposit is paid. If you make a reservation more than 90 days prior to the trip, a $750 no risk deposit is due at the time of booking.** If you reserve your trip less than 90 days prior to the departure, the full balance is due at the time of booking. Once your booking is complete you will receive an email confirmation with important information pertaining to your trip.

*Please note that select trips cannot be booked online at this time. For those trips, please call a trip consultant at 866-464-8735.

**Deposit amounts vary for all Race, Cross Country, Special Edition, Ride Camp, Discover, and Self-Guided tours. Please confirm deposit amounts for all trips with your Trip Consultant at time of booking.

What happens once I book?

When a trip is booked, a guest confirmation email is immediately sent out. One week prior to the trip start, you’ll receive an email containing your trip start meeting location reminder and any last-minute information that you’ll need to know. You will also receive instructions to download the Ride with GPS app before your trip to provide you the day to day plan and daily route guides.

Guaranteed to run

With one person booked on a date, the trip becomes guaranteed.*

In the case where trips are at one or two guests, we will contact you prior to final payment to give you the following options:

Pay a small trip fee of $500 per person for two guests or $1000 for one guest, which ensures your preferred trip date will run. If there are three or more guests before departure date, the fee will be refunded in full.

Switch to a different trip or different departure date. Should there be any difference in trip price between your original trip and the new one, you will be expected to pay the difference, or we will refund you accordingly.

Offer only valid if Trek Travel contacts a guest to discuss these specific options. Bike trips with fewer than three guests may operate with only one guide. The guide will support all rides with a Trek Travel van. If you would like to discuss the option of having two guides, please speak with your trip consultant.

The small trip supplement for Ride Camps is as follows – for two guests an additional $250 or for one guest an additional $500.

*Cross Country, Discover, Race, and Special Edition trips as well as a small number of select departures have a minimum guest count to guarantee. Please check with your Trip Consultant for more information.

Unforeseen events may make it necessary to cancel or modify a trip. Our Guest Services team will update you with any changes. We reserve the right to cancel departures in cases of force majeure or the failure of third parties—such as hotels—to honor their reservations, in which case all payments received to date will be refunded, which constitutes full settlement. Trek Travel is not responsible for expenses incurred in preparation for any canceled trips, such as airline tickets, or for costs that are incurred due to travel delays, flight cancellations, or illness. We strongly encourage Travel Protection for complete coverage.

What if I have to cancel my trip?

We understand things happen in life and sometimes you have to cancel or change your tour.

Read our Cancellation Policy

Our Trip Consultants are available to assist and can answer your questions. Please call us at 866-464-8735.

Travel Protection

Trek Travel recommends that you purchase a travel protection plan to help safeguard you and your travel investment against the unexpected. We offer a travel protection plan through Arch RoamRight that provides coverage for unforeseen events that could affect your ability to travel with us. Learn more about our Travel Protection

Travel Services

We've collaborated with a specialized travel agency committed to delivering tailored vacation planning, ensuring your entire Trek Travel journey is nothing short of unforgettable. Learn more about our Travel Services

Sharing the joy that comes with wow moments

Trek Travel guides are dedicated to making moments that last a lifetime, and we invite you to thank them with a trip gratuity. These are customary and at your own discretion, to recognize service, hospitality, and the little extras that surprise and delight. For this Discover trip, we recommend $150-$200 per guest.

Like everything else about your vacation, the Trek Travel team is here to make this experience easier for you. While local currency is preferred, you may also tip through the following options:

Via PayPal (please have this account set up in advance when possible) or with your guest services representative on the phone before or after the trip.

Gratuities will be divided among the guide team, so feel free to leave your gratuity with whomever you choose at the end of your trip.

You cannot put a price on a wow . But you can show your thanks for an exceptional experience.

General FAQs

Didn't find what you were looking for? Check out our General FAQs section. You will find answers to the most common questions that don't necessarily pertain to a specific trip. See FAQs

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Guaranteed trips.

Our trips are guaranteed to run once we have one confirmed booking on the trip.  Click here to view our full guarantee policy .

Trek Travel reserves the right to cancel trips with zero guests, therefore you must book with Trek Travel before making travel arrangements for the trip. We are not responsible for travel arrangements made prior to confirming your Trek Travel Trip. Select trips are not guaranteed.

Sold Out/Waitlist

This trip is currently sold out, but you may be added to the waitlist in the case of availability.

If a date is marked with Limited Availability, there are few spots left to book. We will secure additional rooms from our hotels before confirming your reservation.

Looking to travel with a small group? Ask our trip consultants about private trips and learn more .

What are your trip styles?

Classic - reserve:.

Savor the finer things as you relax in luxurious 5-star accommodations and wine, dine, and ride in some of the most unforgettable destinations around the world.

Classic - Signature:

Explore beautiful destinations by bike, enjoy extra inclusions, savor delicious local cuisine, and enjoy the perfect mix of accommodations.

Classic - Discovor:

Enjoy a casual cycling vacation with fantastic routes and comfortable accommodations.

Train like the pros in some of their favorite riding destinations.

See the pros in action at the biggest cycling events of the year.

Cross Country:

Tackle an epic adventure that takes you point-to-point across mountains, countryside, and more.

Self-Guided

Enjoy a bike tour on your schedule with just your chosen travel companions.

If a date is marked as Private, it is reserved for a private group.

Looking to travel with a small group or looking for a custom date? Call our trip consultants at 866-464-8735

What is the Difference?

Ultimate luxury:.

Savor some of the most spectacular, 5-star properties in the world. Exuding luxury and elegance, these one-of-a-kind accommodations offer the chance to rejuvenate at award-winning spas, dine at Michelin-starred restaurants, and more.

Enjoy luxurious accommodations handpicked for a refined experience. From signature spa treatments to delicious local cuisine, you’ll be more than provided for; you’ll be pampered.

These handpicked hotels provide relaxation and fun in a casual and comfortable environment. Delicious cuisine and great service mix perfectly for a memorable stay.

On select cycling vacations, you’ll stay at a mix of hotel levels, from Explorer to Luxury to Ultimate Luxury. Rest assured, no matter which level of hotel you’re at, our trip designers carefully select every accommodation.

Road : 1-3 hours of riding. Up to 25 mi (40 km). Up to 1,000 ft (300 m).

Gravel: 1-3 hours of riding. Up to 20 mi (35 km). Up to 1,000 ft (300 m).

Hiking: 1-3 hours of hiking. Up to 5 mi (8 km). Up to 1,000 ft (300 m).

Road : 2-4 hours of riding. 20-35 mi (35-60 km). Up to 2,500 ft (750 m).

Gravel: 2-4 hours of riding. 15-30 mi (25-45 km). Up to 2,000 ft (300 m).

Hiking: 2-4 hours of hiking. 4-8 mi (6-12 km). Up to 1,500 ft (450 m).

Road : 3-5 hours of riding. 25-55 mi (40-85 km). Up to 4,500 ft (1,500 m).

Gravel: 3-5 hours of riding. 20-40 mi (35-60 km). Up to 3,000 ft (900 m).

Hiking: 3-5 hours of hiking. 6-10 mi (9-16 km). Up to 2,000 ft (600 m).

Road : 4+ hours of riding. 40-70 mi (60-110 km). Up to 8,000 ft (2,400 m).

Gravel:  4+ hours of riding. 30-50 mi (45-80 km). Up to 4,000 ft (1,200 m).

Hiking: 4+ hours of hiking. 7-15 mi (11-24 km). Up to 4,000 ft (1,200 m).

Classic - Discover:

Single occupancy.

Sometimes it’s more convenient and comfortable to have your own room while on vacation. We understand and that’s why we offer a Single Occupancy option. The additional price guarantees a private room all to yourself

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Green Holiday ... Nature, eBike & Relax

Discover the enchanting Tuscany through active and eco-friendly adventures, ranging from a day to an entire week, with options like e-bike tours, hiking, sailing, and yoga sessions. As a responsible operator, we are committed to developing a sustainable business and reducing our environmental impact. By choosing us, you’ll not only immerse yourself in the stunning Tuscan landscapes but also contribute to a greener future. Join us for an unforgettable journey, embracing the beauty of Tuscany’s captivating landscapes.

All Are Welcome

Family & Team Building

"essential is invisible to the eye", cycling in nature to recharge your energy.

Feel the power of nature, away from traffic and crowds. Every day a new unpaved road to discover Tuscany. The friendly tour director will inspire a sense of wonder & enrich understanding.

Private groups, increase your emotional bond

We take care of the little things, so you don’t miss out on the big things. Enjoy a bike tour with your family or friends.

Memories last forever

Best moments video of the tour included. Exciting view from the top with our drone. WIFI available during tour with our hot-spot, you can share photos and videos in real time.

e-Bike, having fun together

The joy of sharing an exciting cycling holiday with your family and friends is priceless. Cycling Tuscany together is a wonderful experience. Top quality Italian electric MTB.

Zero emission bike tour

No use of car; you will carry your own gear in the soft bike bags. Zero KM Food, charming accommodations. Our tours are designed to be safe & fun; it's not a race.

The Quintessence of Tuscany

Enjoy the most perfect blend of outdoor adventure mixed with culture, genuine food and wellness.

MEMBERSHIP​

THE MISSION

We create the perfect conditions for your UNFORGETTABLE holiday in Tuscany. Each tour is a mixture of 5 essences: adventure, art & history, nature, wellness, and food.

Our goal is to exceed your expectations. Respect for the environment, health & safety, quality and compliance with legal requirements are our main values.

COMPANY DETAILS​

© Tuscany Quintessence SRL

Via G. Romagnosi, 20 Firenze (FI)

P.IVA Num. 06863080484

Share Capital f.p.  15.000 euro

Company registered in Firenze – 661889

RC Insurance UNIPOL N° 1/72444/319/189121854

Insolvency and Bankruptcy guarantee fund REVO N° OX00020928

• [email protected]
• +39 3480815004

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