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Sail in Annapolis! The 74-foot Schooner Woodwind features sightseeing tours, sunset sails and entertainment cruises on the Chesapeake Bay. Woodwind sails up to 4 times from the Annapolis Marriott Waterfront Hotel.
A 74 foot wooden schooner that sails in Annapolis, Maryland for public sailing tours, private charters, special events and overnight accommodations on the Chesapeake Bay. Specialize in team building with our match racing program in Annapolis.
Depart Annapolis at 11:30 a.m., return to the dock at 2:30 p.m. Includes brunch, 3 drink vouchers, soda, and water. Themed Dinner Cruises, Wine Tastings, Lighthouse Cruises and Sailing Brunches are just a few of our specialty cruises that we offer.
Tens of thousands flock to Annapolis City Dock every October for the largest in-water boat shows in the country, they travel internationally to attend the Annapolis Film Festival each spring or they come to frolic at the Maryland Renaissance Festival every fall.
The classic, wooden 74' Schooner Woodwind sails multiple cruises daily (in season) for public and private charters. Capacity is limited to 30 guests for public cruises (40 guests for private charters) on each of our twin schooners. Whether a couple, family, party or corporate, we can accommodate you. Come Sail Away!
Experience your own Private Sailing charter on the Chesapeake Bay in Annapolis, Maryland focusing on a family day sails, sunset sails and special event sails. Be on your own sailing yacht for the day or evening with a captain and crew providing gourmet appetizers and delectable meals.
Sailors from around the globe gather in beautiful downtown Annapolis every October for the Annapolis Sailboat Show. This annual celebration of sailing features floating docks lined with sailboats from manufacturers around the world. Multihulls, monohulls, cruisers, racers, sailing dinghies and more. Show tents line the shore, stocked with the ...
