3 Days. 2 Islands. 1 Unforgettable Chesapeake Journey.

June 2 – June 4, 2025, departing from Crisfield, Maryland. Availability is limited. Reserve your spot now and be part of a rare experience that few get to enjoy!

Join your island guides and step into a way of life few get to experience. This all-inclusive 3-day Smith Island adventure offers a rare, behind-the-scenes look at Chesapeake culture—complete with crabbing trips in marshes lit by a rising sun, private watermen shanty tours, and meals made the island way. With everything arranged for you and guided by locals, you’ll enjoy the ease of an immersive getaway in a relaxed, intimate setting. From home-cooked, soft crab lunches to sunset cruises and cake-baking traditions, this is island living at its most authentic.