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- There are no upcoming events.
Latest Past Events
Blue Angels Performance Cruise
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, AnnapolisWatch the Blue Angels perform their aero-acrobatics during this special cruise. Depart from Annapolis at 11:30 am and return at 3:30 pm. Typically, we sail for a 2 hour cruise and then we anchor up front in the "spectator zone" for the best view of the performance, which usually happens around 2:00 pm.
Mother’s Day Brunch
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, AnnapolisSail Mom 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 30 guests on each sail. Includes ... Read more
Captain Boomies Sailing with MJ Sailing + Ryan & Sophie Sailing
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, AnnapolisCaptain Boomies presents Sailing with the YouTubers: MJ Sailing plus Ryan & Sophie Sailing Enjoy a fun question and answer session about cruising and boats- all while sailing on a beautiful, 74-foot schooner, Woodwind, on the Chesapeake Bay for 2 hours. Aboard the boat, you can help raise the sails, steer the boat, or just ... Read more