Sunday Fun Day Sails

Aug 30 to Sep 27
From: 10:00 AM to 07:30 PM
Purchase tickets

Sunday Fun Day Sails


Celebrate Sunday Fun Day with Bubbly, Mimosas and Bloody Marys all day on Sunday while sailing aboard the 74-foot Schooner Woodwind and Woodwind II on the Bay.  

Right now its four times a day, 11:00-1:00, 1:30-3:30, 4:00-6:00 and 6:30-8:30 sunset sail.  Starting August 30, the time frame switches to 10:00-Noon, 12:30-2:30, 3:00-5:00 and 5:30-7:30 for the sunset sail.

(We are limited to 24 passengers per sail in set Zoned Seating Areas.  All sales are by credit card only. Purchase your tickets online starting 6 days prior to the sail date at )

This Event is Brought to You By Annapolis Sailing Cruises: Schooner Woodwind

Sail the Chesapeake on a 74-foot schooner! Raise the sails, steer the boat, or sit back and relax on a two-hour sail. Special, longer event cruises, too. The Woodwind and Woodwind II offer a real Chesapeake sailing experience for public sails and private events. Buy a ticket, or privately rent the entire boat. Fun, team match racing, corporate outings, crab feasts and catered sunset sails. Sailing is a great way to celebrate birthdays, reunions, and a wedding weekend. Departs from the downtown, Annapolis Waterfront Hotel.