Admiral of the Bay
Small or large groups aboard bareboat or crewed sailing yachts, large schooners, or custom power yachts.
Catamaran Vacations Inc.
Charter a catamaran on the Upper Chesapeake. Enjoy comfortable sailing and the beautiful Chesapeake Bay.
Haven Charters
Bareboat sailing charters to 40' on the Chesapeake Bay. Cruise from Rock Hall, MD. Established 1989.
Sail to St. Michaels
Sail on Chesapeake Bay to St Michael's where you can enjoy the town shops or visit the Maritime Museum.
Schooner Woodwind
Twin 74 foot classic wooden schooners, sailing out of Annapolis, MD for public cruises, private charters, team building and match racing and overnight stays.
Seanchai Charters
Captained charters on the Chesapeake Bay aboard the sailing vessel Seanchai, a 50 foot Gulfstar, cutter rigged ketch. Training cruises or private charters.