Fresh off the overwhelming success of its newly redesigned point-to-point racing structure, Antigua Sailing Week has officially kicked off preparations for its 58th iteration, releasing the official Preliminary Notice of Race and opening registration for competitors across the globe.
The refreshed format, introduced for the event’s most recent running, earned widespread acclaim from participating sailors, who praised its one-of-a-kind mix of high-stakes competitive racing, scenic coastal cruising, exclusive stops at lesser-known Caribbean destinations, and the warm, tight-knit camaraderie that has been a hallmark of Antigua Sailing Week for decades. Sailors who joined the first running of the revamped event helped lay the groundwork for this exciting new era of the regatta, and they are already invited to return for another unmatched experience, scheduled to take place from April 21 to 25, 2027.
Organizers have planned a full slate of interactive games and team challenges to keep crews engaged across every leg of the multi-day race, while off-the-water programming includes social happy hours and group beach activities that encourage connection between participants, spectators, and local communities.
For sailing enthusiasts who were unable to secure a spot in the 2026 event, the 2027 iteration offers the perfect first chance to experience the evolution of one of the Caribbean’s longest-running and most iconic sailing regattas. More details on the host destinations for the 2027 race will be revealed in the coming months, as organizers build on the momentum of 2026’s successful format change to deliver what is shaping up to be one of the most memorable editions in the event’s history.
To celebrate the launch of entry registration, event organizers are offering a limited-time early bird discount for all competitors who complete their payment by October 31, 2026, with a reduced rate of $12 USD per foot of boat length. Event leadership is urging interested sailors to take advantage of the discounted pricing to lock in their spot on the starting line for a week of world-class racing and Caribbean adventure.
As one of the Caribbean’s most enduring sailing traditions, Antigua Sailing Week continues to draw professional and amateur sailors from every corner of the globe, blending competitive excitement with laid-back Caribbean charm to create an experience unlike any other regatta in the world.