Antigua & Barbuda Hamptons Challenge Regatta
Gather your crew and set your course for Sag Harbor as the Antigua & Barbuda Hamptons Challenge Regatta returns for an unforgettable day on the water on August 15th at Noon.
Designed for sailors who appreciate both spirited competition and the camaraderie that comes with it, this annual regatta welcomes captains and crews from across Long Island, Connecticut, Rhode Island, and beyond to experience one of the East Coast’s most iconic sailing destinations.
Whether you are racing for the first time or returning to compete, you will enjoy a memorable day on the water surrounded by a passionate sailing community, followed by an evening of celebration at the Antigua & Barbuda Hamptons Challenge Awards Cocktail Party.
Winning Captain and Crew of 5 receive a trip to Antigua to participate in Antigua Sailing Week 2027!
Coming from NYC-CT, RI or MA? The first four registered vessels from these locations will receive complimentary dockage for two nights at Breakwater Yacht Club, making it the perfect reason to turn race day into a summer weekend in Sag Harbor. This offer is available on a first-registered, first-served basis.
Beyond the finish line, your participation helps support i-tri, the East End nonprofit that empowers middle school girls through endurance sports, mentorship, and leadership.
Hoist your sails, gather your crew, and be part of a day celebrating great racing, lasting friendships, and a shared love of life on the water.
Registration is now open. We look forward to welcoming everyone to the starting line for this year’s Antigua & Barbuda Hamptons Challenge Regatta.
Register your boat:
https://www.regattanetwork.com/event/31192
