The Opera House Cup, held each August, is one of Nantucket’s most prestigious sailing events, celebrating the art and tradition of classic wooden sailboats. As the first all-wooden, single-hull sailboat regatta in the U.S., this historic race attracts sailing enthusiasts, boat owners, and spectators from around the world.
The regatta is the grand finale of Nantucket Race Week, bringing together an impressive fleet of beautifully restored and maintained wooden yachts for a breathtaking competition in Nantucket Sound. The race not only honors maritime craftsmanship and sailing excellence but also supports Nantucket Community Sailing, a nonprofit organization dedicated to promoting the sport and making sailing accessible to local youth.
Beyond the racing action, the Opera House Cup is known for its elegant post-race celebrations, including a festive awards ceremony and gala, where participants and sailing enthusiasts gather to toast the race’s winners and the timeless beauty of classic sailboats.
With its blend of competition, tradition, and island charm, the Opera House Cup is a must-see event for those who appreciate the grandeur of classic yachting and the thrill of open-water racing in a truly spectacular setting.
