Caribbean Sailing Race Report Articles

Island Racing at Its Finest as Light Winds Tested the Fleet Around Tortola

Round Tortola: When the Course Bites Back There are days in the British Virgin Islands when everything lines up. And then there are days like this one. The Round Tortola Race for the Nanny Cay Cup at the BVI Spring Regatta & Sailing Festival did not deliver brute-force trade wind sailing. Instead, it handed the fleet something far more demanding — light breeze, shifting pressure and decisions that actually mattered.
Round Tortola Delivered: Apollo and Airgasm Claimed the 2026 Nanny Cay Cup
© BVI Spring Regatta - Tidal Pulse - Andrea Azzopardi

When the breeze faded, tactics and patience decided everything.

19-04-2026

Trade Winds, Tight Racing and Rum on the Lawn as Antigua Launches Its New Regatta

Antigua Racing Cup 2026: A New Chapter Begins in Nelson’s Dockyard
© Michael Hodges
Antigua Racing Cup 2026: A New Regatta with a Proper Antiguan Welcome There are places that host regattas. And then there are places where sailing actually belongs. Nelson’s Dockyard is firmly in the second camp — and in April 2026, it added a new story to its long, salt-stained history with the arrival of the inaugural Antigua Racing Cup. From 9–12 April, crews from more than 15 nations gathered beneath the old stone walls and timbered galleries of this UNESCO World Heritage Site — the world’s only working Georgian dockyard — to kick off what feels less like a new event, and more like something that has simply been waiting its turn.
13-04-2026