visit kent island md

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Your guide to the chesapeake bay, kent island, maryland.

Visiting the Kent Island Area

If you’ve crossed the Chesapeake Bay Bridge, you’ve gone right by Kent Island.  Located off the western shoreline of Queen Anne’s County, Kent Island sits at the base of the Chesapeake Bay Bridge , connecting Maryland’s eastern and western shores.  The island is just barely separated from the mainland by a narrow channel known as Kent Narrows.

Next time you’re crossing the Chesapeake Bay Bridge, plan a stop in the Kent Island/Kent Narrows area.  Stretch your legs at a nature area or enjoy a meal are one of the many restaurants.  There are also lots of hotels here if you need a place to stay.

Water views and convenience to dining make this a popular overnight stop.

Popular hotels in the Kent Island area include the Hilton Garden Inn Kent Island and the Holiday Inn Express Kent Island . Or if you’re looking for something other than the typical chain hotel experience, consider a stay at the historic Kent Manor Inn (now known as the Kent Island Resort) .

Kent Island has deep roots in Maryland history. Kent Fort, founded in 1631, is the third oldest English settlement in the country, after Jamestown and Plymouth. Before the Chesapeake Bay Bridge opened in 1952, the area served as a hub for steamboat travel, and ferry service traveled between Kent Island’s Love Point and the Western Shore.

Stevensville, Grasonville, and Centreville are towns on Kent Island and they’re the addresses you’ll see listed for most of the hotels.

Away from the hotels area, both Stevensville and Grasonville have nice historic districts.

Centreville is the county seat of Queen Anne’s County, and there’s a nice old courthouse building in town. It’s one of two Maryland courthouses that date back to the 18th century. The courthouse is located at 120 North Commerce Street in Centreville.

The area near the inlet between the island and the mainland is known as Kent Narrows. That’s where the biggest collection of restaur a nts are. It’s a nice place to have some seafood while you enjoy the view.

Featured Hotels

Holiday Inn Express Kent Island Waterfront views and restaurants nearby.

Hilton Garden Inn Kent Island Waterfront hotel with its own marina.

Kent Island Resort Elegant property with a beautiful Kent Island location.   

Kent Island Area Restaurants

The Kent Island area restaurants, located near the Chesapeake Bay Bridge, are a good place to stop and eat on your way to or from Ocean City and the Eastern Shore.  Good seafood and nice views also make them a popular destination for an evening out for people who live in the surrounding cities.

There are several restaurants located at Kent Narrows, offering attractive waterfront views.   Annie’s Paramount Steak and Seafood House offers steak and seafood, and waterfront views.  The Narrows Restaurant   advertises their award winning crab cakes and cream of crab soup.   The Fisherman’s Inn & Crab Deck has a full seafood menu and steamed crabs.  Bridges Restaurant and Bar serves regional seafood and produce in an island-inspired setting. Live music on the weekends.   Harris Crab House has fresh seafood and indoor or outdoor dining.  Kentmorr Restaurant in Stevensville has a great waterfront view and an extensive menu that includes award-winning crabcakes. The Stevensville Crab Shack is also known for having excellent crab cakes and shrimp.

More Information About the Kent Island Area

• Queen Anne’s County Tourism – Official tourism website for Queen Anne’s County, Maryland (Kent Island is in Queen Anne’s County)
• Kent Island Heritage Society – Information on Kent Island history and historic sites
• Kent Island Area Restaurants  at TripAdvisor.com
• Kent Island Area Vacation Rentals  at Vrbo.com
• Traveler Reviews  at TripAdvisor.com

26 Best & Fun Things to Do in Kent Island (MD)

Kent Island is situated in the state of Maryland and is said to be the largest Island in the Chesapeake Bay. The first settlers in Kent Island were Native Americans who lived there for almost twelve thousand years.

Kent Island recorded a population of more than sixteen thousand after the 2000 census in the United States.

The Metapeake tribe later settled in Kent Island, hence it is also known as the Metapeake area of Kent Island.

The town offers diverse and exciting opportunities to its residents and visitors. Some of the best places to visit in Kent Island include Romancoke Fishing Pier, Cult Classic Brewing, Chesapeake Heritage & Visitor Center, Chesapeake Chocolates, Terrapin Beach Nature Park, Lovepoint Deli Wine & Spirits, Delmarva Balloon Rides, and more.

Would you like to spend your next vacation in Kent Island? Here are the top things to do in Kent Island, MD.

Things to Do in Kent Island

1. matapeake clubhouse & beach.

If you truly want to explore the city, add a visit to Matapeake Clubhouse & Beach to your list of fun things to do in Kent Island, MD.

Matapeake Clubhouse & Beach is a dog-friendly location great for families to hang out and spend time together.

There is an outdoor amphitheater where visitors get to enjoy an amazing entertainment session with the series of intriguing movies and shows shown.

Matapeake Clubhouse & Beach is open throughout the year for 24 hours; there is a dog beach on the Chesapeake Bay, although dogs are not allowed at the clubhouse and beach.

There is a one-mile nature trail perfect for a quiet walk with your pet as you enjoy beautiful Chesapeake Bay views.

Address: 2010 Sonny Schulz Blvd, Stevensville, Kent Island, MD 21666 United States

2. Kent Island Federation of Arts

Kent Island Federation of Arts was established in 1963 as a non-profit organization in Kent Island. The art center brings beautiful artworks to the doorsteps of people in the community and other nearby regions.

Kent Island Federation of Arts is dedicated to motivating, enhancing, and mastering every individual’s artistic creativity regardless of age.

The gallery does this by offering a wide range of art programs during summer for little children, fun fundraisers, exhibitions, courses, and other events.

In 1985, Kent Island Federation of Arts purchased a beautiful Victorian-style home currently recognized as Stevensville’s historic relic.

The structure was erected by Dr. William L. Henry in the 1900s for his wife and two sons; the Kent Island Federation of Arts is usually open from Wednesday to Sunday.

Address: 405 Main St, Stevensville, Kent Island, MD 21666, United States

3. Mark Cascia Vineyards

Mark Cascia Vineyards is a family-owned and operated vineyard on about twelve acres of land in Kent Island.

This exceptional vineyard is known for producing a wide variety of delicious wines with great quality and uniqueness.

Mark Cascia Vineyards is a waterfront winery that offers breathtaking views of the Chesapeake Bay overlooking it.

The winery serves classic handcrafted white and red wines and dessert wines made from native varietals and vinifera grown on their own vineyard.

Mark Cascia Vineyards features a tap room where you can try out delicious samples of wines, and it is always open from 12pm-4pm on Saturdays and Sundays.

Address: 1200 Thompson Creek Rd, Stevensville, Kent Island, MD 21666-2522 United States

4. Delmarva Balloon Rides

For a tremendous excitement, one of the fun things to do in Kent Island, MD is the Delmarva Balloon Rides .

Delmarva Balloon Rides offers you breathtaking views of Maryland’s Eastern Shore as you fly high in the sky.

During the rides, you go across several treetops, woodlands, rivers close by, and more, including wildlife such as birds, deer, and more.

Delmarva Balloon Rides are driven by a pilot, Todd Davis, with over twenty years in ballooning and holds a certificate of FAA Commercial Pilot.

Todd Davis also has a Class 2 medical certificate with 1200 hours of flight time; Delmarva Balloon Rides leaves you in the hands of a competent pilot to guarantees your safety.

Delmarva Balloon Rides offers rides that last sixty minutes, available in the mornings and later in the afternoon.

Address: 1137 Little Creek Rd, Chester, MD 21619, United States

5. Kent Island tour

The city of Kent Island features well paved 28 miles trails frequently visited by those seeking outdoor recreational activities.

These trails include the south Island trail and the cross island route, a six-mile rail trail traveling from east to west.

The trails are ideal for biking and hiking, most especially the Cross Island Trail is an excellent trail for biking.

You will go through marshes, forested areas, and several natural resources, including nice stores where you can shop for different items.

6. Terrapin Beach Nature Park

One of the best places to spend your day is at Terrapin Beach Nature Park , a nature preserve of two hundred and seventy-six acres in Kent Island.

Terrapin Beach Nature Park features a large number of natural resources, including wetlands of seventy-three acres.

The park features sand beaches, meadows & coastline of about 4000-feet, marshes, woodlands, an oyster walking trail of 3.25 miles, and more.

Terrapin Beach Nature Park comprises bullfrogs, swans, turtles, and ospreys, who take the park as their sanctuary.

There is a fantastic trail with notable spots that offers clearer views of the different plant species and wildlife found here.

 Terrapin Beach Nature Park provides benches along the trail where visitors can take a break and rest with a gazebo that offers breathtaking views of the Chesapeake Bay Bridge.

The park’s trail crosses numerous bridges and moves over several marshlands before going across woodlands with two points that overlook the ponds.

Address: 191 Log Canoe Cir, Stevensville, MD 21666, United States

7. Historic Stevensville

Kent Island is one city filled with lots of history, one of which is the Historic Stevensville , also known as Stevensville Historic District.

Historic Stevensville is listed on the National Register of Historic Places consisting of over one hundred buildings.

This historic district is located at Love point road just along East Main Street on a former fraction of Cockay Lane.

Historic Stevensville consists of a historic 1880 church built in the 1880s with a unique architectural pattern inspired by the Queen-Anne style.

Address: Love Point Road E Main Street, Stevensville, Kent Island, MD 21666 United States

8. BIG BATS CAFE

Another fun thing to do in Kent Island is dining at BIG BATS CAFE, which offers mouthwatering meals.

BIG BATS CAFE was founded by Stephen F. Garland in 1997 for baseball fans and food lovers to have a good time.

Since its founding, this cafe has been a meeting spot for people in the community; people come together to eat and watch their favorite sports shows.

 BIG BATS CAFE offers an exquisitely modified menu consisting of fresh and delicious meals and amazing customer service.

They provide a vibrant and energetic atmosphere with a beautifully designed interior decorated with baseball memorabilia, including signed jerseys and baseball.

BIG BATS CAFE features large flatscreen TVs that show live sports games, which keeps the fans excited and cheerful.

Address: 216 St Claire Pl, Stevensville, MD 21666, United States

9. Lovepoint Deli Wine & Spirits

A wonderful place to unwind and enjoy a drink in Kent Island is at Lovepoint Deli Wine & Spirits .

Lovepoint Deli Wine & Spirits is a highly suggested restaurant in the town and a meeting spot for many families.

They offer a wide variety of cold beer, spirits, wines, and beverages with unique tastes and immense quality.

Lovepoint Deli Wine & Spirits offers vegetarian, vegan, and gluten-free options using fresh and locally sourced ingredients.

The restaurant serves schooner, Cloverfield’s Wrap sandwiches, homemade soups, salads, and cheeses.

Love Point Deli, Wine, & Spirits staff is friendly and welcoming known for offering the best customer service.

Address: 109 Main St, Stevensville, Kent Island, MD 21666, United States

10. Dragonfly Paddle and Fitness

One fun thing to do in Kent Island is visiting Dragonfly Paddle and Fitness , which offers you a chance to have a great time while exercising.

Dragonfly Paddle and Fitness is open to residents and visitors alike; you don’t need any prior experience to visit.

They offer various kinds of yoga sessions for all genders, such as Yoga Barre, Hula Hoop Yoga, Beginner Yoga, Restorative Yoga, and Vinyasa Flow.

Dragonfly Paddle and Fitness offers paddleboard lessons to large groups or a single individual, and a customized paddleboard session can be created for you.

The professional instructors offer intensive training that concentrates on strength, balance, endurance, focus, and paddleboard mastery.

Dragonfly Paddle and Fitness is an excellent venue for many events like family reunions, bachelorette/ bachelor parties, corporate meetings, birthday parties, and more.

Address: 702 Reynolds Dr, Stevensville, MD 21666, United States

11. Matapeake Park

The park features a refurbished ferry house as well as a former ferry landing that serves as a fishing pier.

Matapeake Park also features a beach ideal for swimmers with glistening waters, which makes it soothing for relaxation.

There is a dog beach, and this park is home to the northern part of the well paved Kent Island South Trail, which travels from the park to Romancoke pier for approximately six miles.

Matapeake Park consists of a clean and adequately maintained amphitheater with a picnic area where you can grab lunch with your loved ones.

Address: 1112 Romancoke Rd, Stevensville, MD 21666, United States

12. Chepaseake Chocolates

Are you in for some treats? Add a visit to Chesapeake Chocolates to your list of fun things to do in Kent Island, MD.

Chesapeake Chocolates was founded by the Herndon sisters-in-law in 1998, specialising in making delicious handcrafted chocolates.

This grass-root Chesapeake chocolates brand was built by experienced individuals who learnt the unique techniques used in production from Massachusetts chocolatier.

Chesapeake Chocolates come in different shapes inspired by sports, music, games, animals, and more. They offer you quality and delicious handmade treats with distinct tastes you can’t get elsewhere.

The company offers the best truffles, butter crunch, blueberry clusters, Peppermint Bark, Bipartisan Bark, Raspberry Truffles, Bushel of Crabs, and more.

Chesapeake Chocolates also offers an extensive list of Virginia wines, including Sunset White, Cabernet Franc, Chardonnay, Sunset Hills Clone 96 Chardonnay, Pinot Griggio, and more.

If you want to shop for beautiful gifts for your loved ones, Chesapeake Chocolates got you covered as they offer pottery, aprons, basket bags, necklaces, earrings, bracelets, and more.

Address: 202 Island Plaza Ct, Stevensville, MD 21666, United States

13. Chesapeake Bay Sport Fishing

Chesapeake Bay Sport Fishing is one of the best fishing companies in Kent Island, which takes pride in being beneficial to many businesses through its fishing services.

They offer cruise charters, and private fishing sessions for the entire family; Chesapeake Bay Sport Fishing requires fishing licenses, reels, tackle, and bait.

Chesapeake Bay Sport Fishing offers customized fishing sessions, including beverages and food, ensuring you have a fantastic day.

They offer fishing tours every week on Chesapeake Bay, so visit if you want to have an awesome time with your loved ones.

14. Taste Buds Kitchen

Why not learn a new skill and create exciting memories in Kent Island? Visiting Taste Buds Kitchen is one of the best things to do in Kent Island, MD.

Taste Buds Kitchen offers the best culinary experience to children from as low as two years old to adults of up to ninety-nine years old.

They offer contemporary cooking classes using a multi-course menu emphasising making the meals from scratch.

Taste Buds Kitchen uses high quality and flavorful ingredients with a unique mix of spices during their cooking classes.

There are cooking camps organized for kids when the school session has ended, the kids are taught easy new recipes, make friends, and gain more confidence in the kitchen.

Taste Buds Kitchen is excellent for corporate events and parties, including get-togethers, family reunions, and more.

Address: 800 Abruzzi Dr Ste D, Chester, Kent Island, MD 21619-2382 United States

15. Chesapeake Heritage & Visitor Center

At the top of your list of things to do in Kent Island, MD include a visit to Chesapeake Heritage & Visitor Center, which offers a perfect guidelines of what to expect in the city.

Chesapeake Heritage & Visitor Center is a help center for visitors trying to find their way; the center offers recommendations, directions, and many other information.

This visitor center consists of a museum called the Chesapeake Legacy Museum, housed with several interactive exhibitions relating to the culture, tradition, and history of Queen Anne’s County.

Chesapeake Heritage & Visitor Center showcases rotational artworks made by passionate regional artists focusing solely on the Eastern Shore.

The staff is friendly and helpful, always willing to assist every visitor who needs it and ensuring that they leave the premises more relaxed.

Chesapeake Heritage & Visitor Center features a unique spiral staircase and an elevator that leads you to the outdoor tower, where you enjoy amazing views of the environment.

Address: 425 Piney Narrows Rd, Chester, Kent Island, MD 21619-2401 United States

16. Buzz Boutique

Buzz Boutique is the number store in kent Island that offers a wide variety of merchandise for affordable prices.

This lovely store offers the best bathing products, organic & handmade soaps, fashionable clothing like cardigans & T-shirts, accessories, and more.

Buzz Boutique offers elegant clothing suitable for different events like casual hangs out, cooperate meetings, and special occasions.

Whenever you want to shop for gifts for your family and friends, visit Buzz Boutique, as you will be offered different items to pick from.

Buzz Boutique is dedicated to offering the best products with unique qualities and high durability range, making them last long.

Address: 321 Love Point Rd, Stevensville, Kent Island, MD 21666-2135 United States

For an exceptional dining experience, add having a meal at IHOP to your list of top things to do in Kent Island, MD with your travel companions.

IHOP is a one-of-a-kind restaurant that offers you everything from breakfast, lunch to dinner using locally grown ingredients in their preparation.

The restaurant also offers takeout and extensive catering services, including online delivery and special hours.

IHOP offers a comprehensive food menu, including Steakburgers & Chicken Sandwiches, Family Feast, Mexican Tres Leches Pancakes, Strawberry Banana Pancakes, Belgian Waffle Combo, Boneless Buffalo Crispy Chicken Strips & Fries, Chicken & Veggie Salad, and more.

The staff ensures that everyone who walks into the restaurant is satisfied by the quality and taste of the meals plus the services rendered.

Address: 300 Abruzzi Dr, Chester, MD 21619, United States

18. Chesapeake Lights Lighthouse Tours

Chesapeake Lights Lighthouse Tours are perfect ways to explore the city of Kent Island; it is an eye-opening adventure where you learn things you possibly haven’t heard of.

Kent Island is home to a set of lighthouses; you will find them along the waterside and on land. If you’re a fan of lighthouses, this city is for you.

Boat trips are available at a significant spot from the structures; these trips offer you incredible views to the angles you can’t access by land.

This tours takes you back in time as you get to uncover new facts, including the reason the state of Maryland constructed the “Screwpile lighthouse.”

Chesapeake Lights Lighthouse Tours enlightens the tourists about the history of the Bay as they get a chance to interact with many well informed locals.

There are a variety of tour packages to pick from, and visitors can also customize their tour; you’re offered four various Chesapeake lighthouse tours with lots of storytelling.

19. Chesapeake Bay Charter Services

You want to have great fun? Add a visit to Chesapeake Bay Charter Services to your checklist of fun things to do in Kent Island, MD.

Chesapeake Bay Charter Services is a unique charter company that promises you exceptional moments through the series of adventures.

This full-service charter company takes its customers on a guided tour for fishing, sightseeing, and amazing dinner cruises.

Chesapeake Bay Charter Services has been in the business since 1997 and has continually offered tourists opportunities to have fun.

The company offers a wide range of dining options, from hot breakfast to cold meals prepared on-site.

Chesapeake Bay Charter Services uses different techniques in fishing, such as light tackle, live bait, and trolling.

Address: 910 Kentmorr Rd, Stevensville, MD 21666, United States

20. Cult Classic Brewing

Looking for an amazing place to chill and relax? Add a visit to Cult Classic Brewing to your list of fun things to do in Kent Island, MD.

Cult Classic Brewing is a family-friendly brewery that serves delicious and well-brewed beers made using authentic ingredients.

There is a fantastic and cozy taproom designed in a theatre-inspired style consisting of a full-service bar and restaurant.

Some drinks served include Irish Red Ale, The IPA When the Earth Stood Still, The Thirst, Island Highlander, Equals Beer (Blood Orange IPA), Amber Lager, and more.

Cult Classic Brewing also offers amazing live music performed by talented artists, which will keep you grooving and partying all night.

Address: 1169 Shopping Center Rd, Stevensville, Kent Island, MD 21666-4051 United States

21. Peace of Cake

Are you in a celebration mood or just want to enjoy a piece of cake? Add a stop at Peace of Cake to your list of things to do in Kent Island, MD.

Peace of Cake is a family owned and operated pastry store that bakes different kinds of cakes for any special event.

They use the best ingredients in the baking process to guarantee the most delicious outcome possible.

Peace of Cake decorates the cakes for special occasions with a unique mix of color and exciting designs that are out of the world.

The cakes come in different flavors like Golden Vanilla, Marble, Chocolate Chip, White, Chocolate, Apple But, Banana, Lemon, Coconut, Lemon Poppy, Spice, Carrot, Red Velvet, and more.

Peace of Cake baking crew is highly professional and experienced in the world of baking, always trying to invent something new and fresh.

Address: 314 Love Point Rd suite 101, Stevensville, Kent Island MD 21666, United States

22. Romancoke Fishing Pier

After your visit to KIFA, visiting the Romancoke Fishing Pier is one of the best things to do in Kent Island, MD with your travel companions.

The Romancoke Fishing Pier is perfect for those who love casting lines and waiting to make a big catch, as well as kayakers.

Another popular activity is crabbing during the summer months, and the pier is easily accessible from the Kent Island Bridge.

The Romancoke Fishing Pier features a kayak ramp while fishers are allowed access to a portable John.

There is a picnic area ideal for picnicking with your loved ones as you also get to enjoy dramatic views of the environment.

Address: 9700 Romancoke Rd End of Rt. 8, Stevensville, Kent Island, MD 21666 United States

23. Knoxie’s Table

Knoxie’s Table is a family-friendly restaurant where you and the entire can relax and enjoy a delicious meal in Kent Island.

Dining at Knoxie’s Table, a highly rated restaurant, is one of the best things to do in Kent Island, MD for an exceptional dining moment.

The homey ambiance of the restaurant gives visitors a welcoming and comfortable feeling, where they feel more like family than strangers.

Knoxie’s Table serves seasonal meals and local seafood made with special recipes and freshly sourced ingredients.

Their full-service bar offers an extensive list of drinks and an impressive selection of wines, whiskey, handcrafted cocktails, and craft beers.

Knoxie’s Table serves meals like Roasted Beet Salad, Calamari Bowl, Guacamole, Sesame Crusted Tuna, Petite Filet Mignon, Grilled Salmon, Vegetable Ramen Bowl, Roasted Exotic Mushrooms, Roasted Fingerling Potato Salad, Chilean Sea Bass, Nuts & Berries, and many others.

They provide indoor and outdoor dining with fireplaces, including an indoor and outdoor bar and booth with about one and fifty seating capacity.

Knoxie’s Table also features a more private room called DECANTER ROOM which can accommodate up to twenty-four persons, perfect for family get-togethers, corporate meetings, and other private functions, if your gathering is more than twenty-five persons, an arrangement will be made on your behalf.

Address: 180 Pier 1 Rd, Stevensville, MD 21666, United States

24. Kent Island Resort

One of the best places to visit in Kent is Kent Island Resort. Kent Island Resort embodies country house charm and modern sophistication on the shores of Chesapeake Bay. 

The Resort also serves as a venue for weddings, business meetings, special events, family reunions, and retreats. 

At this Resort, you can eat locally sourced seasonal meals, sip champagne or enjoy acres of peaceful parklands with cycling and hiking trails and approximately 2 miles of waterfront for boating and kayaking. 

There’s also an in-ground swimming pool that is usually open every season. Their catering staff is well-seasoned and available to attend to all your food and drink needs. 

Additionally, the Resort offers excellent services and suits with unique features. Visit Kent Island Resort and be prepared to fall hopelessly in love with it. 

Address: 500 Kent Manor Dr, Stevensville, MD 21666, United States

25. Kent Island Farmers Market

Are you looking for where to shop during your visit to Kent Island? If yes, why don’t you visit Kent Island Farmers Market? 

Kent Island Farmers Market is a year-round market with a wide diversity and many certified and non-certified producers. 

The market offers raw milk artisan cheese, milk, yogurt made with honey and local maple, organic ice cream, local wheat artisan bread, chicken, and free-range eggs. 

Additionally, Kent Island Farmers Market offers organic IPM-produced fruits and vegetables, chicken, vegetables, porks, grass-fed beef, different nuts and nut butter, olives and olive oil, pastries, balsamic vinegar, gluten-free baked goods, gourmet flavored hummus, and lots more. 

During winter, the market has an indoor location. 

Address: 1169 Shopping Center Rd, Stevensville, MD 21666, United States

26. DejaBlu vintage

DejaBlu Vintage is an antique store in Stevensville. This store offers vintage and mid-century modern, contemporary, and seasonal furniture and accessories. 

They also offer rare pieces with characters and a story to tell; they don’t sell grandma antiques. 

The store is lovely with well-selected and impressive products and reasonable prices.

They also host a monthly weekend event called BLU, featuring newly discovered vintage and home furnishings. 

All their items are found “in the wild,” so all the events differ. The shop owner has an impressive eye for items, and the sales staff are great at their job. 

If you are a fan of antiques, make sure you pay a visit to Vintage. 

Address: 311 Love Point Rd, Stevensville, MD 21666, United States

Planning a Maryland road trip? here is a guide on fun things to do in Columbia  and  things to do in Hagerstown  for a fun trip.

Plan a trip to Kent Island

Kent Island is an extremely beautiful city featuring several amazing attractions filled with fascinating history and culture.

When you’re visiting a beautiful city like Kent Island, make sure you come along with your camera, because you would definitely love to capture all the beautiful attractions you visit.

Hot Spots and Hidden Gems on Kent Island

As spring arrives on Kent Island, it’s time to uncover the coolest places and best-kept secrets around town. Meet Kathy Higginbotham and Tara Trout, the friendly faces behind The Shore Home Team at Keller Williams. They’re not just real estate experts—they’re also experts at finding the fun spots on Kent Island. Join us as we discover the top spots, hidden gems, and local treasures that make Kent Island so special. Get ready for an adventure with Kathy and Tara as we explore the hot spots and hidden gems of Kent Island’s community.

What are your top three favorite restaurants on Kent Island?

Kathy Higginbotham: Bridges is our go-to for waterview and consistent good food and quality service. Rams Head is our kids favorite where they are comfy and kids eat free on Wednesdays. Senor Chile is the new Mexican spot and has AMAZING guacamole! Tara Trout: It’s hard to pick just three! I do love Crab Deck (only seasonal though), Fisherman’s Inn, and Almafi Coast.

Can you recommend a hidden gem or lessor-known spot that you love to frequent?

Kathy: Frix’s I feel like sometimes people forget about Frix’s, but the food has great flavor and the brunch is amazing! Tara: I’ve got a couple of places, but then it wouldn’t be hidden anymore! 😂 Ok, ok, I’ll reveal one: Bark BBQ is off the beaten path but SO worth a stop for breakfast or lunch.

What is your favorite boutique or locally owned shop for the perfect thing?

Kathy: I can always find a unique gift at The Market Gift Shop or a gift card from there is loved by all too! Tara: I love Half Full and added bonus – the owners are lovely! Every time I walk in there, they greet you with a smile and love to help me find the perfect gift or just chat it up!

Favorite thing to do on Kent Island with your family?

Kathy: We love to hit the beaches or the Cross Island Trail. Finishing at Dessert First for a cool treat is always a win! Tara: Since we live right off the Cross Island Trail, we love to ride our bikes over to the Narrows for lunch or dinner and then stop for dessert afterwards at Sugardoodles or Dessert First!

Tips for Newcomers to Kent Island?

Kathy: Embrace the chaos of the summer traffic, it’s worth it for the other nine months, I promise! Shop early, hunker down on the weekends . Or get a boat and get out and visit the dock bars for an afternoon out! Tara: Kent Island has grown so much over the years but what remains is the small town feel. It’s not uncommon to run into friends and neighbors at the local hot spots or at the grocery store. We love being close enough to the hustle and bustle of Annapolis, Baltimore, and DC, but yet far enough away to feel like we are WORLDS away! We are fortunate to call Kent Island Home!

Have you enjoyed getting to know Kent Island’s Favorite Realtors? Kathy & Tara enjoyed sharing their favorite hot spots and hidden gems on Kent Island? Kathy Higginbotham and Tara Trout of  The Shore Home Team  can help you find the PERFECT home in Queen Anne’s County!

💰Are you wondering how much your home is worth? Click here  flowcode.com/p/VyPiDUZOF?fc=0

🎯Ready to schedule a Shore Success Strategy Session Click here  calendly.com/KIKATHY

The Shore Home Team  is the #1 Real Estate Team on Kent Island raising the bar on client experience, marketing and community impact!

Kathy Higginbotham, Realtor & Team Leader  and  Tara Trout, RN, Realtor The Shore Home Team of Keller Williams Flagship 301-370-5696 [email protected] Broker 410-729-7700 Team 410-881-7577

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The Scribs and Nibs

What to do on Kent Island

Kent Island is right across the Bay Bridge in Maryland. It’s an often overlooked destination as it’s on the way to beach destinations like the Eastern Shore, Ocean City, and Rehoboth. The island is the largest in Maryland and surrounded by the Chesapeake Bay. If you’re wondering what to do on Kent Island, my mini guide will give you all the info you need for a day trip or a break when driving to/from the beach.

Kent Island History

Kent Island has a history of nearly 12,000 years of habitation. The Matapeake tribe, part of the Algonquin nation, were the more recent native inhabitants and called the island “Monoponson.” They lived peaceful lives, focused on hunting, gathering, fishing, and planting. In 1631, William Claiborne established the first permanent European settlement in what is now Maryland on Kent Island, creating a trading post and agricultural community. In the 19th and 20th centuries, the development of ferry routes and bridges shifted the island’s economy from agriculture and trade to seafood harvesting and tourism, which continue to thrive today. Read more about the history here .

Be sure to check out the Kent Island Heritage Society which has sites open on the first Saturday of April to November from 1-4 pm.  There is also a historic Stevensville walking tour map from the heritage society available here .

The Chesapeake Heritage & Visitors Center is open Monday-Friday (ironically not on the weekends when you’d actually expect tourists…). I peaked my head inside the building and it didn’t look too exciting.

Where to Eat and Drink on Kent Island

The best lunch and coffee combo is Harris Crab House and Dessert First . The only downside of these two excellent restaurants being right next to each other is having a large enough appetite to handle both!

Harris Crab House is a classic Maryland seafood experience. You can get fresh seafood and crabs by the dozen, po-boys, fish sandwiches, and everything in between.

My mom got a crab cake (which came with two sides and a piece of delicious corn bread). And I got a soup and half-sandwich combo (available during weekdays only) with the Maryland seafood soup and a catfish sandwich. We spent $50 for our lunch.

Then, we walked into Dessert First for coffee and cake . Unfortunately, we were wayyyy too stuffed from our lunch to be able to indulge. Instead, we’ve planned to return again soon and only get coffee and cake. Just look at these cute drink specials!

Visit Cascia Winery on the weekends between 12-4pm and check out their events .

If you’re into beer, check out Cult Classic Brewing .

Where to Shop Around

The best shop I came across on Kent Island is Ophiuroidea . My mom and I wandered the shop for almost an hour, going round and round. There are several unique gifts (for yourself or others…) with beach themes. You can also find food, beauty, home goods, and jewelry items made by local artists from Maryland and other beachy destinations on the East Coast.

Although Anchors & Oars was closed when I was figuring out what to do on Kent Island, it has sailing and boat themed home décor .

Visit art galleries Kent Island Federation of Art (which is only open between 1-4pm Friday through Sunday) and My Little Studio (generally open everyday between 11am-4pm, check for the day you want to visit).

Hiking and Biking

If you’re visiting the Chesapeake Heritage & Visitors Center, leave your car parked and do the short but lovely walk up to Ferry Point Park. My mom and I saw several Red-winged blackbirds while walking around. There is also a small beach where you can go swimming.

Also, check out the Cross Island Trail in Terrapin Nature Park or the South Island Trail for hiking and biking.  

Practical Tips

• The best day to visit Kent Island is a Saturday . All of the shops will be open as will the heritage society.
• The Bay Bridge is a toll road and varies in cost if you are an EZ pass customer or not. Check the rates here .
• You need a car to explore Kent Island . Most of the destinations I’ve mentioned are not connected with sidewalks, unfortunately, and can be far apart. Biking could be an option but be weary of cars fed up with Bay Bridge traffic. There are no consistent bike lanes.
• You’ll just need a half-day to explore around .

What Are the Best Things to Do on Kent Island, MD?

Natural beauty and memorable activities await you on Kent Island! One of its many claims to fame is that it’s the largest island in the entire Chesapeake Bay, stretching from Kent Point in the south to Love Point in the north. That means there’s plenty of room for you to enjoy all of the things to do on Kent Island, MD ! And, trust us, it’s a worthwhile day-trip destination from our properties along the Eastern Shore of Maryland. If you haven’t done so already, check out all of the beautiful vacation rentals we have waiting for you in the St. Michaels, Oxford, Cambridge, Annapolis, and more!

4 of the Best Things to Do on Kent Island, MD

Enjoy the scenery.

Whether you prefer to walk, run, bike, or simply sit back and admire the views, there are so many opportunities to get out and explore the natural beauty of Kent Island. You can venture through a variety of trails like the Cross Island Trail and South Island Trail in Stevensville. Or, feel free to plan a relaxing day at the shore with scenic destinations like Matapeake Beach and Terrapin Beach Nature Park. Keep an eye out for some fascinating wildlife species, especially if you’re an avid bird watcher!

Browse Shops

Who doesn’t love checking out unique stores and boutiques? Make sure you save plenty of time for shopping on Kent Island, even if you just plan on window shopping. The downtown Stevensville area is perfect for when you want to spend a delightful afternoon searching for gifts, souvenirs, or home decor. One of the highlights here is Stevensville Antiques , where you can discover a variety of charming treasures!

Grab a Bite

Don’t worry when hunger strikes after all your outdoor adventures and shopping trips. There are so many excellent restaurants on Kent Island, MD! Of course, you might not be surprised to find out that the specialty is usually seafood due to all of the marinas and thriving fishing industry on the island. If you’d rather grab a drink rather than a full meal, you’re in luck there as well! There are plenty of Kent Island bars to check out, like the Pour House Pub on the northern end of the island and Dirty Dave’s Tiki Bar toward the southern side.

Explore History

Did you know that Kent Island was the first permanent English settlement in Maryland? That means we have good news for all of you history buffs out there. There are several must-see historical sites throughout the area. Feel free to visit the Stevensville Train Depot which dates back to 1902 and marvel at any of the historic buildings throughout Stevensville Arts and Entertainment District.

Enjoy Them All During Your Eastern Shore Vacation

Don’t simply read about this incredible place — get out there and start enjoying everything it has to offer! Eastern Shore Vacation Rentals has a wide variety of beautiful properties from the St. Michaels area to Annapolis , which are both within driving distance of Kent Island via the Kent Narrows Bridge or the Chesapeake Bay Bridge. You’ll love spending a fun-filled day on the island, then being able to head back to a stunning waterfront home, cottage, or estate. It’s not a daydream. It’s a reality, and we invite you to take the first step today. 

Browse our properties and find your happy place now!

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Eastern Shore Vacation Rentals 719 Goldsborough Street Easton, Maryland 21601 410.770.9093

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Discover Kent Island: Where History Meets Beauty

A Glimpse Into Kent Island's Past

Bridges of kent island.

Places With Historical Significance

Discover the hidden gems.

Something for Adventure Seekers

Indulge in the divine kent island crabs, visit local restaurants and bars.

• Address: 023 Kent Narrow Way S, Grasonville, MD 21638, United States
• Hours: Opens 11 am
• Address: 3032 Kent Narrow Way S, Grasonville, MD 21638, United States
• Address: 321 Wells Cove Rd, Grasonville, MD 21638, United States
• Address: 433 Kent Narrow Way N, Grasonville, MD 21638, United States
• 910 Kentmorr Rd, Stevensville, MD 21666, United States
• Wednesday to Sunday, Hours: 11 am
• Address: 116 Pier 1 Rd, Stevensville, MD 21666, United States

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Road Trip! Kent Island, Maryland

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Home » Northeast » Maryland » Things to Do In Kent Island MD and Queen Anne’s County: Feel The Joy

Things to Do In Kent Island MD and Queen Anne’s County: Feel The Joy

WHY GO : Romantics will find that the things to do in Kent Island – and throughout Queen Anne’s County Maryland – hit the high notes when it comes to an amorous getaway. That’s because the Island – and most of Queen Anne’s actually – is touched by the Chesapeake Bay, or surrounded by its waters.

Queen Anne’s County MD has the distinction of sitting almost within reach of the Chesapeake Bay Bridge, offering one chief reason to stay: a sunset the likes you’ve never seen before. But of course, there’s so much more.

Carved out of the easternmost part of the Delmarva Peninsula, Queen Anne’s County includes the 7 miles long and 4 miles wide Kent Island (which is not in Kent County, as would be assumed), often overlooked (and driven over) by travelers heading to the ocean on the western side of Delmarva.

For a mellow, quick escape, stop, stay a night at a lovely boutique hotel, check out one of the region’s last oyster shucking houses, kayak through unusual sea grass, and of course, dine on crab cakes overlooking the Chesapeake Bridge at sunset. (The latter  chosen as one of the Best Places in Maryland to Pop the Question) . 

Discover Queen Anne’s secrets on this low-key but glorious Getaway.

Queen Anne’s County is on our list of 17 Best Romantic Getaways in Maryland . Check it out for more adventures with your loved one.

Table of Contents

Things to Do In Kent Island MD And Greater Queen Anne’s County

VISIT: Chesapeake Heritage and Visitor’s Center , Chester

Get your Queen Anne’s County MD bearings, grab some brochures, peruse the small museum, and climb the observation tower at the Chesapeake Heritage and Visitor’s Center for a bird’s eye view great views of Chester River. This ribbon of water separates Kent Island (in an area called The Narrows) from the Delmarva Peninsula, Grasonsville, and Ferry Point Park.

There are several cool things to see in a tiny exhibit that highlights a rare collection of Duck Stamps, decoys, and the products that put this area on the map: pumpkins, corn, crabs, oysters, sea turtles, ducks, tobacco, and rockfish. Open daily 10-4, free .

TOUR: Harris Seafood , Grasonville (Next door to Harris Crab House )

Try to snag a tour of Harris Seafood. If owner, Jason Ruth, is around, he might be able to escort you. This is an under the radar and unscheduled, but educational, few minute traipse though a working seafood processing and distribution facility.

“Unofficial Tour”

This unofficial “tour,” is really a behind the scenes look at people working hard. And, a hard look at how we get our crabs, oysters, and soft shell clams.

Jason Ruth started hop-to-ing here when he was 13 years old – when it was W.H Harris Seafood. He subsequently purchased the wholesale business (but not the property, which also extends next door to Harris Crab House) when W.H. retired in 2004.

Since then, Ruth has expanded the business. He buys oysters from companies all over the East Coast, has them shucked in-house, and sells them to grocery stores and restaurants. In fact, Harris is one of the very last “shucking houses” in Maryland. Watching dozens of these master shuckers in action is something to see.

About 65 watermen deliver a total of between 300-400 bushels a day to the back dock, where chairs are provided for tourists who want to watch the boats. Along with oysters, Harris Seafood also sells crabs (some cooked, to grocery stores like Wegman’s), and soft shell clams. Even if Ruth is not here, find your way to the back deck and watch the watermen at work.

HIKE/KAYAK: Chesapeake Bay Environmental Center (CBEC) , Grasonville

With 510 acres on a migratory route, CBEC turns into a waterfowl wonderland in the fall – a magnet for wildlife photographers. (In fact, the Wildfowl Trust of North America is CBEC’s governing agency). Primarily an educational research and restoration organization, CBEC also features a “Green” Classroom and Visitor’s Center and acres of land open to the public.

There are four miles of flat, though muddy, hiking trails, with observation towers and duck blinds and a Raptor Rehabilitation Center on site, but if you really want to experience “Marshy Creek” – plan to rent a kayak (some hauling involved) or take a guided kayak tour ( about 2 hours).

Marshy Creek is brackish, inviting both salt water loving jellyfish, and fresh water ducks and geese to feed and float among its unique water grasses. With no development around, this is a tranquil paddle. Check website for kayak rental and guided tour dates and fees.

SELF-GUIDED WALKING TOUR: Historic Stevensville on Kent Island

Most people come to Historic Stevensville to for dinner or for the adorable bakery, Peace of Cake , but stay a bit to learn something.

Follow this Historic Stevensville self-guided walking tour to best see the buildings that provide a great and storied background of this small Kent Island burg.  The buildings are open with docents on the first Saturday of each month from May-November from 12-4.

Stop into the circa 1877 Stevensville MD Post Office, and you’ll receive a letter, highlighting the history of this mini-town, from a P.O box set up as it would have looked when the post office was in operation.

After the Post Office, head over a couple of blocks to the “Cray House,” built in 1809 by a ship’s carpenter named Denny. (Cray was the last to live here).

When the preservationists took over the Cray House, they discovered that termites had demolished most of the wood. So, in 2003, the home was rebuilt exactly as it had been the first time – with unique Post and Plank construction specific to the Tidewater Region.

The Historic 1880 Christ Church served a community of immigrants, many from Germany and Spain. Its mish-mash of Queen Ann and other architectural styles is worth seeing, and though no longer operating as a church, it can be used as such for weddings.

EXPLORE: The Kent Narrows

This is the name given to the ribbon of water that separates Kent Island from the Delmarva Peninsula. It’s where you’ll find a concentration of chain hotels and restaurants (see below for both).

HIKE: Terrapin Nature Park

There are three miles of trails in this 276-acre Terrapin Nature Park on the Bayfront. The 3.25 mile Oyster Chaff Walking Trail takes you from wildflower meadows, through tidal marsh and sandy beach front. You’re bound to see waterfowl, muskrats, and other marine life. The view of the Bay Bridge from here is stunning.

BIKE: Cross Island Trail

The 6.5 mile Cross Island Trail  cuts across Kent Island from Terrapin Park to the Chesapeake Heritage and Visitor Center at Kent Narrows. According to the website, “The trail wanders through farmlands, meadows and woods accented with ornamental trees. Flanked by park benches, the trail crosses several creeks with wooden bridges, offering a spectacular view of waterfowl and wetlands. Portable toilets are available year round.”

SIP: Love Point Vineyards

Love Point is the aptly named area of Kent Island MD that marks the mouth of the Chester River where it exits into the Chesapeake Bay, and the perfect setting for a winery. You don’t even have to love wine to feel your bliss at Love Point Vineyards – the views are so stunning in and of themselves. But, come to savor the fruit of the vine, join a yoga class, enjoy a special wine pairing dinner, or any other event throughout the year. Check website for event dates and times – and tasting room hours.

STOP/PHOTO OP : Queen Anne’s County Courthouse , Centreville

The oldest Maryland courthouse in continuous use sits on a pleasant town green surrounded by historic buildings, and is worth a stop on your way out of town.

Best Restaurants in Queen Anne’s County MD

EAT: Libbeys Coastal Kitchen

Hemingway’s is closed for good. But, in its place, Libbeys Coastal Kitchen opened in 2022.  It’s the first place you see as you cross the Chesapeake Bay Bridge, and therein lies its popularity.  But it’s the sunset that will knock your socks off. When that ball of fire descends down through the bridge girders, the whole Bay seems aflame. No wonder photographers come here just for this reason.

EAT: Knoxie’s Table

Located at the Inn at Chesapeake Bay Beach Club, Knoxie’s Table is the haut-cuisine standout in a crab shack world. With patrons coming from DC and Annapolis, it’s a destination restaurant on it own, with innovative, well-plated dishes like Baked Wild Rockfish with Crab Risotto, Free Bird Chicken Picatta over Spinach Linguine, and great craft cocktails. If you’re a large group, you can fit 24 in the stunning “Decanter Room” at no extra cost.

EAT: Kent Narrow Restaurants

If all you crave is a local crab no-frills dinner, try any of these Kent Narrows icons. Harris Crab House,   The Narrows Restaurant , Fisherman’s Crab Deck , Fisherman’s Inn Restaurant , Bridges Restaurant, Jetty Restaurant and Dock Bar –  all offer variations of crab-dining in a popular boating and marina area of Kent Island.

Where to Stay in Queen Anne’s County MD

STAY: The Inn at Chesapeake Bay Beach Club

A destination luxury boutique hotel in a busy wedding venue? Yes. And don’t scoff. The Inn at Chesapeake Bay Beach Club is the real deal, with upscale witty décor, 54 rooms, an innovative house-garden-to-plate restaurant, great Market for both gifts and meals, full service spa, and cruising bikes for use while there.

The full service marina, while on the property, is not part of it. Yet, many a boater will dock there and arrange to stay steps away at the Inn.

First Impressions of Inn at Chesapeake Bay Beach Club

The Inn is not right on the waterfront. That area, the “Waterfront Campus,” is reserved for the wedding facilities down by the beach, But you get long views of the Bay from the top (4 th ) floor. This is all to say that if you’re expecting a beachfront property, don’t be disappointed when you drive up.

The ICBBC is, however, a beautiful, friendly, immaculate boutique hotel, with all kinds of amenities and more.

The Market, on the main floor, is a popular community and business meeting spot, where suited up men and women sit at butcher-block tables, laptops open. This was partly by design, as The Market offers free wi-fi. But the degree and swiftness of its popularity caught managers by delightful surprise.

Even if you are not attending one of three or four weddings going on at the same time at the Waterfront Campus, you can jump on a cruising bike (free use for guests) and explore the property.

On non-wedding days, all guests are free to use the beach or take a bottle of wine to the roof deck above the banquet hall and enjoy the sunset.

Guest Rooms

Guest rooms, dressed in the colors of bark and milled wood, are clean and spacious. Each is outfitted with ample outlets, voluminous dreamy bedding, and immaculate bathrooms with contemporary tiles in glass showers.

Here, staff says, “strong food and beverage supports the hotel, not the other way around.” Chefs at both The Market and Knoxie’s Table forage for micro-greens and other veggies at the on-site garden.

The Market serves up fantastic Breakfast Bowls, sandwiches, quiche, “artesian” soups, and lighter fare for breakfast and lunch.

Knoxie’s is the haut-cuisine standout in a crab shack world. (See review above under “Best Restaurants” in Queen Anne’s County MD).

The Spa is a beautiful space with botanical theme, using local ingredients, and twists on traditional Spa Therapies – such as a Hot “Stone” Massage with rounded cakes of Himalayan Salt that also exfoliate.

Feel free to go when not in use by wedding guests.

This Fire Pit one of the most welcoming ever, surrounded by hops gardens.

Staff will help guests arrange Charter Fishing or Sunset Cruise .

Market Gift Shop

Find everything from t-shirts to Old Bay Flavored Chocolates.

Inn at Chesapeake Bay Beach Club is so romantic, we included it on our Best Romantic Hotels in Maryland post.  

STAY: Kent Narrows Chains

Holiday Inn Express, Best Western , and Hilton Garden Inn are all located there.

Malerie Yolen-Cohen is the Author of the cross-country travel guide, Stay On Route 6; Your Guide to All 3562 Miles of Transcontinental Route 6. She contributes frequently to Newsday, with credits in National Geographic Traveler, Ladies Home Journal, Yankee Magazine, Shape.com, Sierra Magazine, Porthole, Paddler, New England Boating, Huffington Post, and dozens of other publications. Malerie’s focus and specialty is Northeastern US, and she is constantly amazed by the caliber of restaurants and lodging in the unlikeliest places.

6 thoughts on “Things to Do In Kent Island MD and Queen Anne’s County: Feel The Joy”

Thanks for he great article on our region. We are the official destination marketing organization for the Kent Narroews Waterfront Region. We are hoping you’d be kind enough to add our website to your list. Kentnarrowsmd.com Facebook is /kentnarrows Or search Kent Narrows Waterfront! Thanks! Best Regards, Gigi Windley Executive Director Kent Narrows Development Foundation

Is there such a thing as a soft shell CLAM? I imagine you meant soft shell crab.

Joan I think they are referring to steamers. Which I believe are sour shelol clans.

“Queen Anne’s County has the distinction of sitting almost within reach of the Chesapeake Bay Bridge,” Honey, here’s a little heads up; Queen Anne’s Co. starts ON the Bay Bridge! You forgot our golf courses( from county owned to PGA ), marinas, state park & arboretum AND ( infamously ) the location of the Russian ‘vacation compound’. FYI, Kent Island is just slightly larger than Manhattan, but we don’t have all those tall buildings and a LOT less people!!

No – there actually are “soft shelled clams.” I was surprised as well, but verified the fact.

Check out our Kent Island Beach Houses to stay and play by the Bay too! KIBeachHouse.com

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Kent Island Guide: Enjoy a Day Trip from Annapolis, Maryland

Visiting Annapolis, Maryland? Then consider spending the day on nearby Kent Island. As the largest island in the Chesapeake Bay area, this destination offers history, fun things to do and raved-about dining. Why wait to plan a day trip? Check out this Kent Island guide and plan a quick trip.

Kent Island Guide: Where to Go and Things to Do

Photo: Joe Haupt

Where is Kent Island?

Kent Island is located at the base of Chesapeake Bay Bridge. The island connects Maryland’s east and west shores, and offers a quaint destination. To get here, just head west of Maryland and drive over the bridge. Cities on Kent Island include Centreville, Grasonvile and Stevensville.

The Island’s History

Kent Island was the first European settlement in what is now Maryland. Before settlers arrived, the island served as home to the Matapeake tribe, members of the Algonquin nation. Over the years, the area provided trade transportation routes, and played a part in various industries. Today, visitors enjoy historical sites, natural attractions, local shopping and plenty of flavor.

Kent Island Guide to Activities

Natural attractions and outdoor activities are a big draw. Kent Island welcomes people from Annapolis, Baltimore and Washington D.C., who are searching for a quiet place to relax and make memories.

Start at Matapeake Beach. This spot provides a place for water lovers to swim, enjoy picnics and let their dogs play. For more water recreation, visit Matapeake Pier and Boat Ramp and Romancoke Pier and Kayak Ramp. Both places offer opportunities to rent boats, paddle and fish. The area also houses more than a dozen marinas, such as Kent Point, Kentmorr and Safe Harbor Narrows Point.

After spending time on the water, plan adventures on land. Popular attractions include Chesapeake Exploration Center, Bloody Point Bar Lighthouse and Chesapeake Bay Environmental Center. Visitors also enjoy biking and hiking trails, nature photography, and wildlife-watching.

Where to Eat

Kent Island has a longtime reputation for fresh seafood. Plus, there are places for pizza, burgers, sushi, comfort food and special tastings.

When it’s time for a break, enjoy both waterfront dining and indoor spots. For seafood, try Fishermans Inn, The Narrows Restaurant, Kentmoor Restaurant and Crab House, and Boatyard Bar and Grill.

Those looking for something different should visit Frix Fire Grill, Cafe Sado and Carmine’s NY Pizza Kitchen. Kent Island also has popular chains like Cracker Barrel, Subway and Chick Fil-A.

Shopping Kent Island

While exploring Kent Island, don’t forget to support local businesses. There are plenty of quaint shops scattered throughout the island, as well as a farmers market, distilleries and winery.

Historic Stevensville Arts and Entertainment District has more than 24 art galleries, boutiques and historical sites. Shoppers will find antiques, souvenirs, handmade creations, fashion, jewelry and more items only found on Kent Island. Other small districts include Rainbow Plaza, Thompson Creek Shopping Center, Kent Towne Market and Kent Landing.

After exploring Kent Island, find some things to do in Annapolis . Then book an Annapolis vacation rental home and escape today.