The Caribbean Sailing Association (CSA) is excited to announce the release of its updated five-year calendar, which aims to provide sailing enthusiasts with a diverse range of events across the Caribbean region. The CSA and its members have meticulously coordinated the calendar to minimize event overlaps, allowing boat owners and crews to participate in as many events as they desire. This strategic planning benefits individual sailors and ensures each Caribbean island can reap the economic rewards of hosting sailing events.
New for 2025 is the Windies Multihull Trophy, which will be awarded at the 2026 Caribbean Multihull Challenge. This prestigious trophy will recognize two multihulls (over 60ft and under 60ft) that have competed in the most events of the 2025 Caribbean Circuit and displayed outstanding performance. The CSA Travelers Trophy, which celebrates the best performance and most traveled boats, will similarly be awarded to a monohull at Antigua Sailing Week in 2025.
Barbados Sailing Week, the opening event of the island circuit will feature two feeder races – Rum to Spice to Grenada Sailing Week and another to St. Maarten for the Caribbean Multihull Challenge. The other international events following Barbados Sailing Week are gearing up to deliver highly competitive and thrilling racing experiences.
The regattas offer racing using the CSA rating rule. Input and management come from measurers spread across the Caribbean, who work with different boats and racing conditions/preferences, keeping the rule relevant and based on new developments in boat building.
One of the major benefits of the CSA Rating Rule is the ability to provide ratings accurately at the last minute and complete certification within a day. Whether a race boat or cruiser, a measurement can be completed at the last minute and at a fair price.
Besides a monohull and multihull rating, the CSA has developed a simplified rating rule to accommodate sailors who are in the region and want to be part of the events without having to take out their stoves to have some level of competition. This is shown in many of the events offering a “Serious Fun Class”, or “Club Class”, making the Caribbean circuit more popular among cruisers hanging out in the region,’ explains president of CSA and former chief measurer, Bastien Pouthier.
Notable schedule changes for 2025 include the shift of the two superyacht regattas – St Barths Bucket and The Antigua Superyacht Challenge – to a week earlier due to scheduling conflicts with other international regattas. One-design racing opportunities can be found at various regattas, with IC24’s in St. Thomas, Diam 24’s at the CMC and St. Maarten Heineken Regatta, VX-One ‘s at St. Thomas & the BVI Spring Regatta and Petticrow Dragons and RS Elites at Antigua Sailing Week.
These regattas play a crucial role in supporting local economies, yacht clubs, and sailing programs, strongly emphasizing youth participation. Youth teams are actively encouraged to participate in the events, with initiatives such as the St. Maarten Heineken Regatta Next Generation program and the Youth to Keel Programme at Antigua Sailing Week providing invaluable experiences for young sailors and local knowledge-sharing opportunities.
For more information on the CSA and its updated 5-year calendar of events, please visit www.caribbean-sailing.com.
