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- There are no upcoming events.
Latest Past Events
Schooner Race Watch
US Sailboat Show Dock F2 80 Compromise Street, AnnapolisWe will be under sail with the schooners (and yes you'll be sailing on one too). We will not cross the starting line, but we will be sailing around them as they come down from Baltimore just below the Chesapeake Bay Bridge. More info on the Great Chesapeake Bay Schooner Race: https://gcbsr.org/races/bay-race/ Tickets include bottled ... Read more
Fireworks Cruise
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, AnnapolisJoin us for a festive cruise celebrating the 4th of July. We will depart from the Annapolis Waterfront Hotel dock at 6:30 pm for a sunset sail. We will then anchor close to the fireworks barge for the 9:15 pm fireworks display and return to the dock after the show. Advance online tickets required Tickets ... Read more
Father’s Day Brunch Sail
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, AnnapolisSail Dad away! Guests can raise the sails, steer the boat, or just sit back and relax with a cold beverage. We sail past the Naval Academy and into the Chesapeake Bay. Fun for the whole family. Departing Annapolis Waterfront Hotel Dock at 11:00am and returning at 1:00pm. Maximum 35 guests on each sail. Includes ... Read more