Welcome to the 2024 Flip Flop Regatta Original Information page.

Courageous Sailing is back on Pier 4, and on Sat. Aug. 10th, we're combining The Flip Flop Regatta and Party On The Pier to celebrate! 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 Boston Harbor. Awards for race participants will be on Pier 4 from 5 - 6pm, and then the big tent will be open to everyone for Party On The Pier from 6 PM - 10 PM. Each race entry includes two tickets for the party. Discounted crew / friends & family tickets can be purchased here if purchased by July 31 using the code "Crew24". 

There will be limited dockage available for boats wanting to stay for the party, and some overnight dockage available.

Signup for the race ASAP on regattaman.com, and invite all your friends to the party - it'll be a great time! All proceeds support Courageous Sailing's mission of transforming children's lives through sailing programs that inspire learning, personal growth, and leadership. 

Hope to see you on the water and at the party! 

Flip Flop Regatta Committee