Since its humble beginnings in 1968, Antigua Sailing Week has been a cornerstone Caribbean sailing event that has incubated and inspired numerous local and regionals events.

In the late 80’s, a fleet of classic yachts wanting a unique experience broke away from Antigua Sailing Week and forged what is now known as the Antigua Classic Yacht Regatta.

Then, in the first decade of the 00’s, members of the ASW race management team saw the opportunity for an Offshore race targeting thrill seekers and record makers, so along with the Royal Ocean Racing Club the RORC Caribbean 600 was born.

Leapfrog to 2026, and another big change is on the horizon as the core of race boats which made up a major part of the ASW fleet were finding it more and more challenging to commit to be in the Caribbean in late April in light of their commitments across the world. The consideration to accommodate this very important demographic the event has a again brought forth a new event named the Antigua Racing Cup which will take place in early April.

Antigua Sailing Week will still take place in late April but will adopt a new format which will favor cruising liveaboards, bareboats charters and those who would be pleased to explore different anchorages daily – as the event returns to its original roots of sailing from destination to destination around Antigua.

This condensed schedule of 4 days sailing plus a welcome party, takes place  April 22-26, 2026.

Courses will be straightforward in the style of a rally, and for those who want an additional challenge, additional marks will be included for a friendly race option.

Starting from the marinas at the southern end of the island, each race day will end at different beachside destination.  Participants will be welcomed by Caribbean cuisine, sizzling grills & cultural entertainment, bringing each day to a celebratory close.

To view the Notice of Race or to Enter please visit the event page on Yachtscoring.

If you are interested in participating and need a charter, visit our charter pages for available options.  As visitor to the island at that time, take the opportunity to spectate from vantage points on the shore and from spectator boats carrying onlookers alongside the races.