Antigua Sailing Week

If you’re in the Tri-State USA or anywhere on the Long Island Sound, include the Antigua Barbuda Hamptons Challenge in your weekend plans ! August 15,2026. Caribbean Compass Sailing Center & Yacht Club Visit Antigua and Barbuda

The Antigua and Barbuda Hamptons Challenge officially kicks off today and we are beginning with a prize worth setting sail for. The first-place overall captain and crew of the Antigua Barbuda Hamptons Challenge will receive an all-expenses-paid trip to compete in Antigua Sailing Week in 2027 one of the most celebrated sailing events in the world. Join us on August 15 for what has become one of the most exciting amateur sailing competitions on the East Coast, all while supporting the meaningful work of i-tri. Ready to take on the challenge? To register click the link in the bio #AntiguaBarbudaHamptonsChallenge #AntiguaSailingWeek #HamptonsFestival #SailingTheHamptons #SailForACause #ITriGirls #AntiguaAndBarbuda

🎉 The fleet is growing!

A warm Antigua Sailing Week welcome to Cara of the South, the first officially entered yacht for Antigua Sailing Week 2027! ⛵🌴

With the proven success of the inaugural edition of our exciting new point-to-point sailing adventure, this Tradewinds 35 is leading the way to the 2nd edition —and the countdown has truly begun.

"I'm so excited to be heading back to Antigua Sailing Week for the third and definitely not the last time. The new format looks great with a different location each day where the fun doesn't seem to stop on and off the water! Put the beers in the fridge and I'll see you soon." Gary O'Grady - Cara of the South (IRL)

From April 21 – 25, 2027, Cara and others will have the option to cruise or race while celebrating their way around Antigua, discovering spectacular anchorages, unforgettable beach parties, and the unique vibe that makes Antigua Sailing Week so special.

Who's next to join the fleet?

📍 Secure your place now and be part of this new chapter in Antigua Sailing Week history. https://www.yachtscoring.com/emenu/50843

The ASW 2027 PRE-NoR is published and Entries are now OPEN!
⛵️

Celebrate the occasion and start making plans to secure your place at the event that everyone's talking about!

📅 April 21-25, 2027

ENTER NOW for an Early Bird Discount until 31 October 2026. 🏖⛵️ https://yachtscoring.com/event_registration_email/5084

https://sailingweek.com/the-countdown-to-antigua-sailing-week-2027-begins/
📸 Tim Wright / Photoaction

The Countdown to Antigua Sailing Week 2027 Begins - Antigua Sailing Week Following the success of the newly revamped point-to-point format, Antigua Sailing Week is delighted to publish the Preliminary Notice of Race for the 58th edition and officially open entries. The new format was embraced by competitors from around the world, delivering an unforgettable […]

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Congratulations to the three winners of the 2026 CIBC-ASW quiz! 🥳🥳

This morning they were on hand to claim their prizes 🎁 during another festive event, the CIBC Caribbean Client Appreciation Day! 🎉 🎊

Pictured L to R: Abdul Browne, CIBC Platinum Banking, Priscilla Leonce, CIBC Country Manager, Diane President, Santasia Frith, Kelleisha Parker, Onesha O’Marde Antigua Sailing Week, Michael Roach, CIBC Platinum Banking.

Thanks to everyone who made this happen!

After a week of champagne sailing through turquoise waters, tracing the emerald coastline towards golden sunsets, and the unmistakable warmth of Antiguan hospitality, one question lingers long after Antigua Sailing Week comes to a close…

What if this didn’t have to end?

The Residences at Nikki Beach Resort & Spa Antigua offer an extraordinary opportunity to turn that dream into reality. Find out how below...

Discover the Endless Charm of Antigua Beyond Sailing Week with Nikki Beach Residences Antigua! - Antigua Sailing Week As Antigua Sailing Week has just come to a close, we reflect on the excitement, camaraderie & wonderful community interaction that ASW 2026 brings to our beautiful island. Mark your calendars for the next regatta, scheduled for April 21-25, 2027! […]