Ideal winds and reliable sunshine make the Caribbean a hotspot for race-hungry crews preparing for the forthcoming season.
Words: Sue Pelling

To encourage participation, and celebrate consistency across the region’s top events (RORC Nelson Series, RORC Caribbean 600, St Maarten Heineken Regatta, Antigua Racing Cup, BVI Spring Regatta), the CSA has also introduced a new championship – CSA Majors Trophy – to reward the circuit’s top overall performers. Champions of the new trophy will be crowned at the BVI Spring Regatta, delivering a high-stakes finale to the core season. If you are considering heading south for the season therefore, it might be worth planning the trip with one of the transatlantic feeder-race-style crossings such as World Cruising Club Atlantic Rally for Cruisers (ARC and ARC+) that sets off across the Atlantic from Gran Canaria mid to late November.
For a real race shakedown, the Royal Ocean Racing Club’s 3,000-nautical-mile Transatlantic Race from Marina Lanzarote in the Canary Islands to Antigua, starts on 10 January.Once in the Caribbean, a passage down to the Windward Islands to Barbados is a good first stop.
Barbados Sailing Week (15-21 January) marks the start of the Caribbean regatta season. Held in association with Mount Gay Rum, and organised by Barbados Cruising Club, you can be sure of a warm Bajan welcome and some good, challenging racing in its signature 60-nautical mile Mount Gay Round Barbados Race. Here it is possible to break the race records, and win your skipper’s weight in Mount Gay Rum!

Hosted by St Maarten YC, this event offers racing on the coastal waters of Dutch and French St Maarten / St Martin, plus, for the Ocean Class (larger and higher speed potential entrants) there will be longer races around St Barth’s and Saba. The RORC continues its Caribbean connection with the RORC Nelson Cup Series in Antigua (16-19 February). This event serves as the primary warm-up event for crews preparing to tackle the grueling 600-nautical-mile RORC Caribbean 600 (22-26 February). Organised by the Royal Ocean Racing Club in partnership with the Antigua Yacht Club, it gives the crews of grand prix racing yachts, multihulls, and IRC-rated entries a mix of short-course ‘round the cans’ style, and coastal racing in idyllic trade-wind conditions.
Back in St Maarten, St Maarten Heineken Regatta (4-7 March), is a hugely popular regatta offering four days of high-octane, world class racing with, often, 37+ different countries represented. As the undeniable hub of Caribbean sailing, Antigua naturally provides the ideal backdrop for the prestigious Superyacht Challenge (10-14 March), as well as the The Antigua Racing Cup which was launched in 2026.
Following a few days break in the schedule, and enough time to head over to the US Virgin Islands, St Thomas International Regatta (8-11 April) promises full-on racing with its refreshed format including the Three Sheets Distance Race & Rally, and a new wing foiling class alongside CSA and one-design fleets.Finally, back in Antigua for the concluding regattas, there’s a choice of some serious laid back racing at the Antigua Classic Yacht Regatta (14-19 April) that runs from Nelson’s Dockyard, or Antigua Sailing Week (21-25 April) where you can be guaranteed a magical combination of serious racing, and fine Antiguan hospitality. Here, once the racing is over, and you’re back on shore, nothing tops the Caribbean sailing calendar quite like Antigua’s legendary prizegiving party at Nelson’s Dockyard which marks the end of the four-month Caribbean race season.



