Dear Friends,

The Flip Flop Regatta is a fun and competitive race for all - one of the largest New England regattas of the season - a pursuit style race starting in Broad Sound, looping around the outer harbor islands, and finishing in inner Boston Harbor! The Flip Flop draws a 50+ boat fleet, all racing in support of Courageous Sailing's mission of transforming children's lives through sailing programs that inspire learning, personal growth, and leadership.  Whether you're a regular on the regatta circuit or a member of the Flip Flop's Liveaboards and Wannabe Pirates class, the Flip Flop is a spectacular day out on the water, for an incredible cause...as you can see from these photos of the 2023 event.

And we are thrilled to announce that the post-race party will once again be under the tent on Pier 4! Racers and landlubbers alike are invited to celebrate the re-opening of the newly restored Pier 4 at the Flip Flop Party on the Pier.

Join us after the race to party on Pier 4!

Regatta Awards 5pm-6pm; General Admission at 6pm

Everyone is welcome! It wouldn't be a Party on the Pier without our land lubber friends! No boating required, join us on Pier 4 for music by DJ Ryan Brown and sponsors including Samuel Adams, Maine Craft Distillery, and Mount Gay!