
St. Maarten Heineken Regatta
Simpson Bay Marina · First weekend of March
The St. Maarten Heineken Regatta is held each year in Sint Maarten, with its regatta office based at Simpson Bay Bridge; the 2027 edition, the 47th, runs from 4 to 7 March. The official website reports more than 20,000 visitors and competitors from over 37 countries, which organisers describe as making it the largest regatta in the Caribbean and likely the largest warm-water regatta in the world. Run by the Sint Maarten Yacht Club, whose own history dates back to the early 1980s, the event pairs four days of top-level racing with a lively Regatta Village each evening, under the motto "Serious Fun." The 2027 edition being the 47th places the regatta's origin around 1981.
For the owners, captains and yachting professionals FairWinds serves, the Heineken Regatta is one of the season's key fixtures in the Caribbean: a week of exceptionally high traffic in Sint Maarten and Simpson Bay, with local port services, provisioners and agents in high demand, worth planning around for any port call or yacht movement in the area at that time.
Editions
Dates checked against secondary sources; always confirm on the official site before travelling.