St. Maarten Heineken Regatta
From 4 to 7 March 2027, St. Maarten hosts the 47th edition of its regatta: four days of racing for everything from grand-prix boats to bareboat charter yachts. An independent guide.

Photo: Ymnes · CC BY-SA 4.0 · Wikimedia Commons
The course
- Daily courses around and off the island, set each morning according to the wind.
Where to watch
- Headlands along the south coast give views of fleets rounding the marks.
- From the water, keep clear of the racing area and the bridge openings into Simpson Bay Lagoon.
What to expect
- A big, mixed fleet, including a bareboat class for crews on charter yachts.
- Courses around and off the island, so the fleet is often visible from the coast.
- Evening events ashore, per the organiser.
Plan your visit
- The organiser lists registration on 3 March and racing from 4 to 7 March 2027.
- Charter companies on the island often offer race-ready boats; book early.
- Checked October 2026; confirm before you go.
Sailing nearby: Tintamarre and Anguilla
Tintamarre, off the French side’s north-east coast, is a popular day stop in settled weather.
Anguilla is a short sail north, but you need to clear in and out of each country. Checked October 2026.
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