Kent Island is a picturesque gem where history meets natural beauty. Nestled in the heart of Chesapeake Bay lies a charming island that has captivated many visitors. From iconic bridges to delectable crabs, Kent Island promises an enchanting escape from the ordinary.
A Glimpse Into Kent Island's Past
Kent Island holds the distinction of being the third-oldest English settlement in America, even before the Pilgrims arrived two decades ago. In 1631, William Claiborne established a trading post on the island, marking the beginning of the land.
Over time, Kent Island witnessed the ebb and flow of colonial powers, the trials of the Civil War, and the rise of industries that shaped its identity. Today, historic buildings and charming museums give us a glimpse into the island’s history, inviting travelers all over the country.
Here is what Kent Island has in store for you:
Bridges of Kent Island
Kent Island’s most esteemed features include its bridges that connect the island to the mainland. The Chesapeake Bay Bridge is an engineering marvel that offers breathtaking views. It stretches over 4 miles of water, connecting the region’s eastern and western shores.
Use your personal vehicle or rent a car to take a leisurely drive while witnessing the natural beauty around you. You can also walk across the bridges of Kent Island during sunrise and sunset to see tranquil colors painting the sky. These scenic walks will help you reflect, unwind, and connect with your surroundings.

Places With Historical Significance
The history of Kent Island is a fascinating one. The island offers a lot of areas that can be explored, starting with the Stevensville Train Depot Museum which is a testament to its railroad history. The museum is open on the first Saturday of the month and from May to October (12:00 P.M to 4:00 P.M) You can also visit it by appointment or book it for special events.
The Kent Manor Inn is a historic plantation-style mansion turned inn. It gives you a glimpse into the island’s past while providing modern comforts. You can also stroll through the charming streets with their colonial-style buildings that tell tales of a bygone era.
Discover the Hidden Gems
Besides these well-known attractions, Kent Island is home to some hidden gems. Visit Matapeake Beach and Clubhouse, a local favorite that’s home to a historic club. It also offers a serene beach experience and picturesque views of the Bay Bridge.
Nature enthusiasts can visit Terrapin Nature Park, a paradise of trails, wildlife, and scenic vistas. Birdwatchers and photographers will enjoy this place with all its natural beauty. This 276-acre nature park is home to an oyster chaff walking trail, wildflower meadows, wetlands, tidal ponds, and more.

Something for Adventure Seekers
Kent Island’s natural wonders are a must-see. Embark on your outdoor adventures and kayak along the calm waters of Chesapeake Bay. You can witness the beauty of the shoreline and its diverse marine life.
If you are a fishing enthusiast, Kent Island has excellent fishing opportunities as well. Along the Kent Island trail, you can get nibbles from bluefish, striped bass, flounder, Spanish mackerel, white perch, and croaker. Charter a boat and set sail for a day of deep-sea fishing while creating unforgettable memories.
Indulge in the Divine Kent Island Crabs
No visit to Kent Island is complete without a nice, satisfying meal of its renowned crabs. Feast on some Maryland blue crabs—a true local specialty. Indulge in the culinary delight and taste of succulent seafood that is served with Old Bay seasoning (which embodies the flavors of the Chesapeake Bay). Whether you prefer them steamed, boiled, or in a creamy soup, Kent Island’s crabs are a gastronomic experience waiting to be enjoyed while you sit by the shore.
Visit Local Restaurants and Bars
Prepare your taste buds for a culinary explosion. Kent Island boasts a vibrant food scene. From cozy waterfront diners to upscale seafood restaurants and upbeat bars, the restaurants on Kent Island have something for everyone.
Treat your mouth to a party of freshly caught seafood that’s expertly prepared and served. You also shouldn’t miss local delicacies like crab cakes and oysters.
Some of the local restaurants and bars you must visit include:
- Address: 023 Kent Narrow Way S, Grasonville, MD 21638, United States
- Hours: Opens 11 am
The Fisherman’s Inn & Crab Deck
- Address: 3032 Kent Narrow Way S, Grasonville, MD 21638, United States
- Hours: Opens 11 am
- Address: 321 Wells Cove Rd, Grasonville, MD 21638, United States
- Hours: Opens 11 am
- Address: 433 Kent Narrow Way N, Grasonville, MD 21638, United States
- Hours: Opens 11 am
- 910 Kentmorr Rd, Stevensville, MD 21666, United States
- Wednesday to Sunday, Hours: 11 am
- Address: 116 Pier 1 Rd, Stevensville, MD 21666, United States
- Hours: Opens 11 am
If you want to dine with panoramic views of the water, go to Kentmorr Restaurant and Crab House as well as the Dock House Restaurant.
Plan Your Next Visit to Kent Island
Though Kent Island is open to visitors throughout the year, August is the best time to visit. However, you can also visit during the spring and fall when the weather is mild and the island is adorned with blooming flowers and autumnal hues.
The island is home to some scenic locations, rich history, and indulgent food that you just cannot miss. Most attractions operate from 9:00 AM to 5:00 PM so you have ample time to explore the area and enjoy. Whether you’re a history buff, a foodie, or a nature enthusiast, this charming island offers an array of experiences to suit your interests.
The island of Kent, Maryland, and its locals invite you to uncover its treasures. Come and immerse yourself in the enchanting blend of history, scenic beauty, and culinary delights that define Kent Island.