Welcome Aboard!

The Flip Flop Regatta is one of the largest major PHRF regattas in the New England area. The race will be a pursuit race with each boat starting on her own time. The race is open to all mono-hull cruising/racing boats holding a current PHRF NE Certificate.

Not a sailor?

Whether you are a landlubber or a sailor, this event has something for everyone. Our Mount Gay Rum tent parties are always heralded as some of the best parties that Boston has to offer.

We are proud to be a member of the Mass Bay Pursuit Race Championship series! The Flip Flop Regatta has over an 85% return rate.

The Flip Flop Regatta benefits the ALLY Foundation and the development of The ALLY Institute at RAND. The mission of ALLY Foundation is to be a transformative and innovative force to end sexual violence by advancing evidence-based research, best practices, education, prevention and awareness to significantly improve lives.