Explore the timeless beauty and culture of Smith Island, Maryland
See the Chesapeake as you’ve never seen it before.
Experience Smith Island’s communities, traditions, environment and culture on our customized tours. Guided by local islanders onboard a classic deadrise workboat, our tours take you to the heart of the island’s beautiful, unforgettable landscapes and close-knit villages.
Custom small-group experiences
From full-day island hopping excursions to pelican watching, Smith Island Cake baking demonstrations or fishing up soft shell crabs, our tours explore the people and places that make Smith magical.
The Story of Smith Island
Smith Island, Maryland lies 12 miles offshore in the heart of the Chesapeake Bay. The island's small towns, Ewell, Tylerton, and Rhodes Point, were established as fishing and crabbing communities, relying on the bounty of the Bay for sustenance and livelihood. Over the years, Smith Island’s resilient inhabitants have preserved their unique culture, known for their distinct dialect, fishing methods and tradition of cake-making. Today, Smith Island remains a testament to the enduring spirit of coastal communities and their connection to the Bay.
Get the island’s insider experience.
With Smith Islanders as your guides, you’ll have access to authentic behind-the-scenes experiences. From listening to watermen’s fishing stories to learning a family recipe for Smith Island cake, our tours are designed to give you a true taste of island life. We know the people, the places, the captains, and everything else that is needed to make for an amazing visit.
Meet Your Experience Smith Island Guides
We’re Everett and Carole Ann Landon, born and raised Smith Islanders who are passionate about sharing our unique heritage.
We can’t wait to explore Smith Island with you!
