Save the date and register now for this years’ Antigua Barbuda Hamptons Challenge Regatta which once again features the biggest amateur sailing prize on the East Coast! Held on Saturday, August 10, the Antigua Barbuda Hamptons Challenge Regatta will be a single handicapped race using ratings provided by PHRF of Eastern Long Island.


Bill Lehnert, skipper/owner of Lunatic Fringe and crew, receiving the Grand Prize trophy from Minister of Tourism the Honorable H. Charles ‘Max” Fernandez

This regatta and awards party is sponsored by the Antigua & Barbuda Ministry of Tourism as a way to bring the sun, fun and cool sailing vibes to the Hamptons and invite sailors from the Northeast to come experience Antigua Sailing Week. Held under at tent at Marine Park in Sag Harbor, The Awards Party, features authentic Antiguan cuisine, live steel drum band, incredible auction prizes and benefits i-tri, a local non-profit whose goal is to empower adolescent girls through the sport of triathlon.

Organized under the auspices of the Peconic Bay Sailing Association, the racing area is Noyack Bay west of Sag Harbor at the Eastern End of Long Island or in the vicinity of Gardiners Bay, east of Shelter Island. The Prize: An all-expense paid trip for winning Captain and Crew of 5 including airfare, charter boat, accommodations and all regatta fees to compete in Antigua Sailing Week 2025!

Next year’s Antigua Sailing Week is April 28 through May 4. But first things first, plan on this August 10 for a really fun race and great party at our very own paradise on the east end of Long Island. For more information and to register, go to ■

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