Schooner Woodwind was built to make sailing dreams come true back in 1993 by the Kaye family. For the past 30+ years, guests from all over the world have sailed on her and her sistership, Woodwind II, for public cruises, private events, multi-day cruises and educational cruises. Woodwind II is the “movie star” of the family – she played an important role in the movie Wedding Crashers. But it’s the classic Woodwind that sails every year in the Great Chesapeake Bay Schooner Race – and she’s known to be a fast competitor!

This year Woodwind is sailing on behalf of GCBSR’s Education Fund. Contributions to the Woodwind team will be used to facilitate shipboard educational programming. Over the past years, Woodwind has used funds raised in the Virtual Race to take kids and families from the Annapolis community out sailing. Many of these kids and families would not typically have easy access to this experience. The sails are a partnership between The Great Chesapeake Bay Schooner Race, the Schooner Woodwind, and the Seafarer's Youth Program. These programs give young people an opportunity to experience the fun of sailing and the excitement that comes with it, along with learning the science and camaraderie that sailing brings.