Round the Rocks Golden Rock Regatta 2026
Date: 12 November 2026 – 18 November 2026
Location: Simpson Bay, St Maarten Yacht Club, Simpson Bay, Sint Maarten
Organizer: St Maarten Yacht Club & Holland Creations House
Round the Rocks, run under the Golden Rock Regatta banner, is a week of island-hopping racing through the north-east Caribbean each November. The 2026 edition starts from Simpson Bay in Sint Maarten on 12 November and calls at St Barths, St Kitts, Nevis, Sint Eustatius and Anguilla before the fleet returns home on 18 November. On Statia the fleet pauses for the First Salute commemorations, which mark the island's 1776 cannon salute to an American vessel, the first foreign recognition of the United States. Cruising yachts and catamarans of mixed sizes make up the fleet, with entries on owners' boats or by bareboat charter. St Maarten Yacht Club co-hosts.
View this event on the World Sailing Day map
More sailing events in Sint Maarten
- St. Maarten Heineken Regatta — 5 March 2026 · Philipsburg, Sint Maarten
- Domino's Dinghy Regatta 2026 (St. Maarten) — 30 May 2026 · Simpson Bay, Sint Maarten
- Guernsey Sailing Trust Assistant Instructor Course — 24 August 2026 · St. Peter Port, United Kingdom
- Fete de la Saint-Barthelemy Gustavia — 24 August 2026 · France
- iQFOiL International Games #3 Silvaplana — 24 August 2026 · Silvaplana, Switzerland
- Vela Clásica Menorca — 25 August 2026 · Menorca, Spain
See all sailing events in Sint Maarten, or browse the world map to discover regattas, open days and sailing festivals near you — and explore yacht clubs, marinas and sailing schools along the way.
Sailing nearby
Planning to attend? These clubs, marinas, schools and other sailing places are close to Simpson Bay and worth a visit while you are in the area:
- Out Island Charters — Yacht & Sailing Charters, Philipsburg, Sint Maarten
- Simpson Bay Lagoon — Marinas, St. Maarten, Sint Maarten
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