Antigua Sailing Week 2027 - Antigua & Barbuda is calling!
by Antigua Sailing Week 30 Sep 22:15 BST
21-25 April 2027
Antigua Sailing Week 2027 - Antigua & Barbuda is calling! © Antigua Sailing Week
From 21-25 April 2027, we're heading back out on the water for four unforgettable days of sailing, island exploration and good times — and if Antigua isn't already in your 2027 sailing plans, now is the time to change that.
Antigua Sailing Week has evolved. The legendary location and warm Antiguan welcome remain, but the experience is now more relaxed, more adventurous and all about enjoying the journey.
Think point-to-point sailing, a different destination, time ashore with fellow sailors, beachside fun and plenty of Caribbean spirit along the way.
Whether you want to race, rally or simply enjoy sailing around one of the Caribbean's most beautiful islands — there's a place for you.
Pre-Notice of Race
Early payment discount
Entries for the 58th Antigua Sailing Week are already open — and there's a good reason to get yours in early.
Our Early Bird entry rate is US$12 per foot for entries paid by 31 October 2026.
That gives you just over a month to secure the best rate and officially put Antigua on your 2027 calendar.
Check out the first 15 entries already in!
What does your entry fee get you?
A lot more than just great racing or cruising. Your entry fee helps us deliver one of the Caribbean's best all-round regatta experiences — top-class race management on the water and plenty of fun ashore.
From the Welcome Party through four nights of post-race celebrations and the Final Prize Giving, crews can look forward to free Happy Hour drinks, daily prizes, great parties and, of course, one of the best Skippers' Bags around — packed with genuinely useful kit and a few fun surprises.
Great racing. Cold drinks. Good prizes. Great company.
Enter here
Four Days. One Island. A different adventure each day!
If you haven't experienced the new Antigua Sailing Week yet, 2027 is your year.
We've moved away from the traditional week of hardcore racing and created something that lets you experience much more of Antigua from the water.
Sail around the island. Race if you want to. Rally if you don't. Drop anchor somewhere beautiful. Meet up with old friends and make some new ones. Head ashore. Grab a drink. Join the day's activities. Then wake up and do it all again somewhere different.
Antigua Sailing Week heads to Annapolis!
Antigua & Barbuda Tourism is heading to Annapolis this October 15 - 18, and Antigua Sailing Week will be joining the team at one of the sailing world's most anticipated boat shows. Visitors to the Annapolis Sailboat Show can find us in the Vacation Basin at tent # 32, where we'll be showcasing everything that makes Antigua & Barbuda one...
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Looking for a more intense racing experience?
We've got you covered there too.
The Antigua Racing Cup returns 17-21 March 2027, bringing performance-focused racing back to Antigua's spectacular south coast.
Designed specifically for racing sailors, Antigua Racing Cup combines professional race management, tactical coastal racing, options for CSA and IRC dual scoring, and a lively base in historic Nelson's Dockyard.
So whether your Caribbean season is about serious competition or sailing adventure — or a little of both — Antigua & Barbuda has an event for you.
Learn more at antiguaracingcup.com
Start planning your Antigua adventure
April may seem a long way away, but we know sailors like to plan ahead.
Over the next few months we'll be sharing more about the 2027 route, destinations, shoreside activities, travel, accommodation, charter opportunities and everything you'll need to make Antigua Sailing Week part of your Caribbean season.
For now, there are three things to do:
- Save the dates: 21-25 April 2027
- Assemble your crew.
- Get your entry in before 31 October and take advantage of the Early Bird rate.
We can't wait to welcome you back to Antigua.
See you on the water!