Schooner Woodwind

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Annapolis Sailing Cruises features two beautiful, wooden, 74-foot schooners, Woodwind and Woodwind II that provide a variety of cruise options, including:

The company states, “Located in the heart of the Chesapeake Bay, Annapolis is ‘America’s  Sailing Capital.’ Help raise the sails, steer the boat, or simply sit back and relax as Woodwind sails from the historic Annapolis waterfront, past the Naval Academy and cruises into the Chesapeake Bay.  As a family business, we take great pride in making your sailing experience a memorable one. Our captains and crew are engaging and enthusiastic. Sail away with us!”

All cruises leave from the Annapolis Marriott Waterfront Hotel

For more information, contact the Schooner Woodwind at 80 Compromise Street, Annapolis, MD 21401,  410-263-7837,

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