Specialties
Experience Smith Island offers the most immersive and authentic way to explore Maryland’s only inhabited offshore island. Our guided boat tours provide a scenic and educational journey across the Chesapeake Bay, connecting visitors to the island’s rich maritime heritage, culture, and cuisine. As Certified Chesapeake Bay Storytellers, we bring history to life with engaging stories about Smith Island’s watermen, wildlife, and traditions.
We also offer exclusive Smith Island Cake baking demonstrations, sharing the history and techniques behind Maryland’s state dessert. Whether you’re looking for an unforgettable day trip, a taste of true island life, or a hands-on cultural experience, Experience Smith Island is your gateway to the heart of the Chesapeake.
Book your tour today and discover why we’re the top-rated way to visit Smith Island!
History
Established in 2023.
Experience Smith Island was founded by Everett and Carole-Ann Landon, lifelong Smith Island natives with deep family roots in the Chesapeake Bay. Their ancestors have worked the waters for generations, and they’re passionate about preserving and sharing their island’s rich history, culture, and way of life.
What started as a simple idea to showcase Smith Island has grown into a one-of-a-kind experience featuring guided boat tours, interactive Smith Island cake demonstrations, and authentic storytelling. Guests can explore the island’s maritime heritage, see watermen in action, and taste the famous Smith Island cake.
Through hands-on experiences and personal connections, Experience Smith Island brings the island’s traditions to life. Whether you’re stepping aboard for a boat tour or learning to make the state dessert, you’ll leave with a deeper appreciation for this unique island community.
Meet the Business Owner: Everett L.
Everett Landon was born and raised on Smith Island, with deep roots tracing back at least six generations. Growing up on the water, he followed in his family’s footsteps, working as a waterman and learning the rhythms of the Chesapeake Bay. Later, he became a pastor, serving as Smith Island’s pastor for six years, strengthening his ties to the close-knit island community. Now, Everett runs Experience Smith Island, offering boat tours and authentic experiences that showcase the island’s heritage, culture, and natural beauty. Whether guiding visitors through the waters he knows so well or sharing stories of island life, he is passionate about preserving and sharing Smith Island’s way of life with others.