Experience Smith Island, Maryland

Pickles and Jack! The islands hang out spot. BYOB + WIFI and Beautiful views!

Discovering Smith Island, Maryland: A Hidden Gem in the Chesapeake Bay

If you're searching for an off-the-beaten-path destination where time slows down and nature takes center stage, Smith Island in Maryland is the perfect escape. Nestled in the Chesapeake Bay, this charming island offers a unique blend of history, culture, and serene landscapes. Whether you're planning a day trip or a weekend getaway, Smith Island promises an experience that feels like stepping back in time.

Getting to Smith Island

Smith Island is accessible only by boat, adding to its secluded charm. The most common way to reach the island is by taking a ferry from either Crisfield, Maryland, or Reedville, Virginia. The ferry ride takes about 45 minutes to an hour, offering scenic views of the Chesapeake Bay along the way.

Ferries typically run from spring through early fall, with reduced service during the winter months. It's recommended to check the ferry schedules in advance and make reservations, especially during peak season.

All locally owned businesses occupy Smith Island.

Places to Stay on Smith Island

While Smith Island is small, it offers several cozy accommodations that reflect its quaint, laid-back vibe. Here are a few options:

  • Jemma’s Sanctuary House: Jemma owns a couple of Airbnb’s on the Island. She’s like no one you have ever bet before. Check out the listing HERE as seen on my Instagram post. Also ideal for a Bachelorette Party!

  • Jemma’s “Hostel” If you want to meet new people and even enjoy some time with Jemma and her ducks. Book the hostel on Smith Island for as little as $50/night.

  • Smith Island Cottage (pet-friendly): Book this cute cottage right on the marina on Smith Island. Let your dog run around and explore the island with you. A golf cart is included with your stay for exploring the town. Short 5-minute walk to the Smith Island bakery and Gift Shop.

  • Tranquil Cottage Sleeps 6: If you are bringing the whole family this cottage will fit everyone. Less than a 5-minute walk to the water for swimming, paddle boarding, and kayaking. Enjoy lunch at one of the island restaurants serving local crab and Smith Island Cake. Book the cottage here.

Watch the sunset from a golf cart or park at the field and catch a community game of kickball.

Things to Do on Smith Island

Smith Island might be small, but it offers plenty of activities to fill your days with adventure and relaxation:

  • Explore the Villages: Smith Island is home to three main villages: Ewell, Tylerton, and Rhodes Point. Each village has its own charm, with picturesque homes, small museums, and local shops. Walking or biking through these villages is a delightful way to soak in the island's atmosphere.

  • Visit the Smith Island Cultural Center: Located in Ewell, this small museum offers a fascinating glimpse into the island's history, including its unique dialect, fishing traditions, and the famous Smith Island Cake – Maryland's state dessert.

  • Kayaking and Boating: The island's waterways are perfect for kayaking or boating. Paddle through the marshes and channels to spot local wildlife, including ospreys, herons, and crabs. Kayak rentals are available on the island, and guided tours can be arranged for those who prefer to explore with a local expert.

  • Fishing and Crabbing: Smith Island is a waterman's paradise. You can join a local fishing or crabbing trip to experience the island's maritime traditions firsthand. Whether you're a seasoned angler or a novice, there's something magical about pulling up a pot filled with blue crabs or catching a fish straight from the Chesapeake.

  • Birdwatching: With its vast marshlands and unique ecosystems, Smith Island is a haven for birdwatchers. Bring your binoculars and camera to capture the diverse birdlife that calls the island home.

  • Sample the Local Cuisine: No visit to Smith Island is complete without trying the famous Smith Island Cake. This multi-layered cake, available in various flavors, is a local delicacy that you can find at bakeries and restaurants across the island. Pair it with freshly caught seafood for a true taste of the island.

Smith Island Through the Seasons

Smith Island is a year-round destination, but each season offers a different experience:

  • Spring: Spring is a beautiful time to visit, with mild temperatures and blooming wildflowers. The island begins to wake up from its winter slumber, and the ferry service resumes regular schedules. This is also a great time for birdwatching, as migratory birds return to the area.

  • Summer: Summer is the peak season on Smith Island, with warm temperatures perfect for outdoor activities. The island comes alive with visitors, and the water is ideal for swimming, kayaking, and boating. Be prepared for some humidity, but the cool breezes off the bay offer relief.

  • Fall: Fall on Smith Island is a tranquil time, with cooler temperatures and fewer crowds. The foliage begins to change, adding a splash of color to the landscape. It's an excellent time for fishing, crabbing, and enjoying the island's natural beauty without the summer rush.

  • Winter: Winter is the quietest time on Smith Island, with many businesses closing for the season and reduced ferry service. However, if you prefer solitude and don't mind the cold, the island offers a peaceful retreat. The crisp air and stark landscapes provide a unique charm, and it's a great time for reflection and relaxation.

Conclusion: A Timeless Escape

Smith Island is more than just a destination; it's an experience that transports you to a simpler time. Whether you're exploring the island's history, indulging in its culinary delights, or simply enjoying the natural beauty, Smith Island offers a timeless escape that leaves a lasting impression. So, pack your bags, hop on a ferry, and discover the hidden gem of the Chesapeake Bay.

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