Sailing & Cruises
Sail on our waters and see for yourself what all the fuss is about...you'll become a great lover of the Bay if you aren't already!
Attractions in Sailing & Cruises
Big Rig Charters is the Official Charter Boat Service of the Hyatt Regency Chesapeake Bay Resort in Cambridge, MD!
BPPA is your one-stop outfitter for your outdoor entertainment! Offering rentals of bicycles, kayaks, motorboats, personal watercraft; guided cycling and paddling tours; sunset cruises on the Choptank River, shuttle service, and more.
Cruise on one of the most exciting attractions offered on Maryland's Eastern Shore. The Choptank Riverboat Company's reproductions of authentic 80 foot turn-of-the-century paddlewheelers. Fully enclosed with heating and air conditioning.
Private, 2 hour cruises departing from St. Michaels, Oxford, Cambridge, and Annapolis.
Built by local volunteers to preserve and promote the wooden boat-building heritage of the region, the skipjack Nathan of Dorchester is a living museum that offers public cruises most weekends, May through October.
Hourly and daily rates are available, and we can make overnight arrangements for you at a local B&B.
We offer day and evening fishing trips, lighthouse tours, cruises, floating crab feasts and other tours of Dorchester County. Visit Hoopers Island on our Island Experience Tour. Includes cruise, lunch and crab factory tour.
We offer the Eastern Shore's finest fishing charters, bird watching tours, hard crab cruises and sea duck hunting.