Annapolis Sailing Cruises: Schooner Woodwind

Address: 80 Compromise St., Annapolis, MD 21401

Phone: (410) 263-1981 | Presenter

Things to Do | Boating

About 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.



- Family Friendly

- Maximum Group:


- Minimum Group:

- Reservation Recommended


- Alcohol Served

- Box Lunch Available

- Group Tours Available

- Private Tours Available

- Restrooms Onsite



- Payment Methods Accepted

American Express, Discover, Master Card, Visa,

Solar Eclipse Viewing Cruise - SOLD OUT!
Annapolis Sailing Cruises: Schooner Woodwind

Solar Eclipse Viewing Cruise - SOLD OUT!

August 21, 2017

SOLD OUT! Sail away and watch the event being called the “Great American Eclipse”. While we are not in the area that will see the total eclipse, Annapolis is in the 79% coverage area, and it should be really cool to view from the water, while sailing. The previous time a total solar eclipse was visible across the entire contiguous United States was during the June 8, 1918 eclipse.Depart Annapolis at 1:30pm, return at 3:30pm. Each guest aboard will receive special solar eclipse glasses and an “Oreo Eclipse Cupcake”, maximum of 45 guests $54/adult $37/child under 12. Our cash bar includes a selection of Craft Beer, Wine & Bubbly and a specialty cocktail themed for the event!