Welcome to the 2024 Flip Flop Regatta Information page.

The Flip Flop Regatta is a fun and competitive race for all, whether you're a novice or experienced racer.  It's a pursuit style race starting in Broad Sound, looping around the outer harbor islands, and finishing in inner Boston Harbor. Last year's edition marked another spectacular day out on the water, with 49 boats racing to support Courageous Sailing's mission of transforming children's lives through sailing programs that inspire learning, personal growth, and leadership, and we anticipate that 2024 will be even bigger.

And.....for the first time in 5 years, we'll be hosting the awards ceremony for the regatta and celebrating our return to Pier 4!!! Following awards, we'll kick off the Party On The Pier, which will be open to the public. Check back for updates and details - we hope to see you on the water and at the party on Pier 4 on Aug. 10th!