USCG Certification

Passenger Vessel (Subchapter T)


The Schooner Woodwind and her sister ship the Woodwind II are identical 74-foot wooden schooners that sail out of Annapolis, Maryland and can accommodate up to 48 passengers each. These staysail-rigged schooners do a variety of different activities based out of the Annapolis Waterfront Hotel. The Woodwind’s offer 2-hour public cruises that depart up to four times daily from downtown Annapolis and sail into the Chesapeake Bay. These schooners also offer private charters for special events, family gatherings and corporate events. One of our specialties is our team building program where the clients Match Race both schooners and really learn what it is like to work as a team to get around the race course (hopefully first). Woodwind has four staterooms where couples can stay aboard on Friday & Saturday nights including a sunset sail, accommodations, and breakfast in the morning. In mid-October, there are four cabins available to cruise the Chesapeake for five days on a one-way cruise from Norfolk, Virginia to Annapolis, Maryland. All meals, instruction, accommodations, sailing lore and plenty of lighthouse history are included on this 130-mile journey.


Flag: United States of America
Rig: Schooner
Homeport: Annapolis, MD
Sparred Length: 74'
LOA: 61'
LWL: 51'
Draft: 7'
Beam: 16'
Rig height: 65'
Freeboard: 5'
Sail Area: 1800 square feet
Tons: 25
Hull: wood and epoxy


Who Sails? Elementary School, Middle School, High School, College
Normal cruising waters: Chesapeake Bay
Built: 1993
Crew: 10
Contact: Jennifer Kaye
instagram default popup image round
Follow Me
502k 100k 3 month ago