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.

  • Saturday, August 10th – 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 2025, hotel accommodations in Antigua and registration fees to compete in Antigua Sailing Week (April 26 – May 7, 2025) for Captain and crew of five.

Taste of the Caribbean Cocktail Party

Everyone is welcome to experience sunset over Sag Harbor and dance the evening away. Enjoy great music, delicious food, wine and beer. 

  • Saturday August 10th 5:30pm–8:00pm
  • $100 pp advance tickets sales ($110 at the door)
  • Location TBD
  • Post-race award ceremony to benefit i-tri girls

The Antigua and Barbuda Hamptons Festival benefits i-tri which is an inclusive, community-based program that fosters self-respect, personal empowerment, self-confidence, positive body image, and healthy lifestyle choices for adolescent girls.

i-tri girls train mind, body, and spirit to complete a youth-distance triathlon as a metaphor for life’s journey, giving them the opportunity and the tools to achieve seemingly impossible goals. Along their way to the finish line, i-tri girls develop strong habits and attitudes which last a lifetime. This program is always free of charge to every participant.

Get in Touch

If you want to know more or have questions, please don’t hesitate to contact us.

    Our Sponsors

    Antigua and Barbuda Hamptons Challenge and Festival Returns August 12

    When Rob and Theresa Roden chartered a boat in the Caribbean for their honeymoon in 1995, the couple fell in love with Antigua and Barbuda, their people and their culture. READ FULL ARTICLE