Join lifelong islander and waterman Captain Mark Kitching for unforgettable adventures on the bay. From serene sunset cruises to pelican rookery visits, crabbing excursions, shanty tours, and more, Captain Mark shares his deep knowledge of the water — and often fresh crabs when they’re in season.

Set sail on the recently upgraded Lawless Luci for scenic cruises and point-of-interest tours, or book a guided kayak tour for an eco-friendly trip. With years of experience and a knack for storytelling, the captains at Adventure Smith Island make each trip both fun and memorable.​

Hop aboard Captain Eddie Corbin’s comfortable pontoon boat for a variety of trips, including pelican tours, island and beach shuttles, sunset cruises, and bird-watching adventures. As a Smith Island local, Eddie knows lots of good stories to share along the way.​

Depart from Crisfield aboard a classic deadrise workboat and see Smith Island through the eyes of its people. Guided by local islanders, these custom tours showcase the island’s history, traditions, wildlife, and stunning scenery—offering a rare glimpse into its close-knit way of life.