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.
Chesapeake Bay Charters and Atlantic Yacht Works
Offers yacht charters and brokerage services. Pictures, directions, and contact information provided.
Haven Charters
Bareboat sailing charters to 40' on the Chesapeake Bay. Cruise from Rock Hall, MD. Established 1989.
Maritime Charters
Day or overnight trips on Chesapeake Bay aboard the classic wooden ketch 'Howard Blackburn' out of Middle River, MD.
Nautical Destinations
A destination service company offering customized yacht charters and unique special events for groups visiting the Chesapeake Bay area.
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.