Antigua Barbuda Hamptons Challenge Regatta

Calling all Sailors! The Antigua & Barbuda Hamptons Challenge Regatta is back! Register your crew today and win the BIGGEST AMATEUR SAILING PRIZE on the East Coast. This is a handicapped race using ratings provided by PHRF of Eastern Long Island.

What to expect:

Saturday, August 9th – 11am Skippers meeting, Race starts 12pm

- $100 Early Bird Registration by August 1st

- NOR: Noyack Bay and the vicinity of Gardiner’s Bay
- 1st Prize Overall – includes airfare, charter boat for Antigua Sailing Week 2026, hotel accommodations in Antigua and registration fees to compete in Antigua Sailing Week (April 25 – May 1, 2026) for Captain and crew of five.

Also check out other Contests in Sag Harbor, Sports events in Sag Harbor, Meetups in Sag Harbor.