Latest Past Events
Mother’s Day 2021 Sails
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, AnnapolisSail Mom away for two very special hours! We sail past the Naval Academy and head into the Chesapeake Bay. Fun for the whole family. Our Mother’s Day Sails departs Annapolis three times. 12:30-2:30 3:00-5:00 5:30-7:30 Sunset Sail The sailing cruise includes one free Mimosa, a glass of Bubbly, Bloody Mary, or any of our ... Read more
Halloween Brunch Cruise
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, AnnapolisPut on your favorite costume and join the Woodwind crew for a Spook-tacular Brunch Cruise! Cruise includes brunch (individually bagged for each guest), 2 adult beverages per person and tax. Cruise departs the Annapolis Waterfront Hotel at 11:00 am and returns at 1:00 pm. Zoned Seating Pricing ~ Limited Capacity (24 person max): 2 person ... Read more
Schooner Rally 2020
Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, AnnapolisCome aboard the Woodwind for a beautiful sail amongst all the schooners that are currently in Annapolis for the Parade of Schooners. We will all be sailing in the company of these other schooners for a fun, 2-hour sail. Local craft beers, wine & bubbly available for purchase aboard. Depart Annapolis at 1:30pm, return at ... Read more