Caribbean Offshore Sailing Race 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

Not a Reinvention — An Evolution of a Caribbean Legend

Antigua Sailing Week 2026 returns with a refreshed format blending racing and cruising, reflecting how modern sailors experience the sport while preserving the spirit, competition and unmistakable Caribbean atmosphere that has defined the event for over 50 years.
12-04-2026

Not a Reinvention — An Evolution of a Caribbean Legend

Antigua Sailing Week 2026 returns with a refreshed format blending racing and cruising, reflecting how modern sailors experience the sport while preserving the spirit, competition and unmistakable Caribbean atmosphere that has defined the event for over 50 years.
12-04-2026

RP42 Rikki Secures IRC One Victory in One of the Closest Battles of the Caribbean 600

After nearly three days of relentless trade wind racing, the IRC One battle in the 2026 RORC Caribbean 600 came down to the final miles. RP42 Rikki prevailed by just over nine minutes on corrected time after 600 tactical miles.
23-03-2026

From Nevis to St. Barts the Caribbean 600 Turns Tactical as Class Battles Intensify

Duels in the Trades: Day Two of the Caribbean 600 By the second day of the RORC Caribbean 600, the fleet has settled into the rhythm that defines this race. Not a simple drag race through the trade winds, but a rolling series of tactical puzzles around the islands of the eastern Caribbean.
20-03-2026