2-hour Public Cruises
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2 Hour Public Sailing CruisesDaily Public Sailinganemptytextlline“Woodwind” sails up to four times daily throughout our summer season from the Annapolis Waterfront Hotel. Each trip is unique. Let our captains and crew make your trip most enjoyable and memorable. Help hoist the sails (all 4 of them) or take a turn at the wheel. -
Special Events CalendarSpecial Events On Sale NowanemptytextllineThroughout the sailing season, we offer special events that make any day exceptional. Embark on an unforgettable tour with a carefully crafted menu of food and drink. From special Mother’s & Father’s Day cruises to lighthouse cruises, seeing the Blue Angels overhead, and many other special occasions. -
Sunset SailsSunset Sails & EntertainmentanemptytextllineSunset is a favorite time for a sail on the Woodwinds. The sunset over the Annapolis skyline is breathtaking. The golden glow reflecting off the sails as the sun descends near the horizon is an unforgettable sight. -
Great Chesapeake Bay Schooner RaceReserve your spot early!anemptytextllineParticipate in a breathtaking Parade of Schooners racing 130 miles from Baltimore’s Inner Harbor down the Chesapeake to Thimble Shoal at the mouth of the Chesapeake Bay.
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