Welcome to the "serious fun!"
In 2027, from March 4th – March 7th, we will be celebrating the 47th St. Maarten Heineken Regatta! This largest sailing event in the Caribbean has hosted thousands of sailors and partygoers year after year, an experience unmatched and historically known for its legendary parties.
The St. Maarten Heineken Regatta is a staple event, which not only features world-class racing, but also an extraordinary entertainment lineup including some of the island’s most talented artists and musicians.
The 2026 lineup featured the “Bad Boys” of Reggae, Inner Circle, as the Sunday night headliners. On Saturday, Latin Grammy Award for Record of the Year nominee, Jeon, brought the latin rhythms, with opening local act Sugar Apple warming up the crowd. Expect to also hear musical talent from St. Maarten light up the stage!
Come out and have some “Serious Fun!” Stay tuned for 2027 entertainment announcements.
Start the party on the water, go on the official spectator boat!
During the St. Maarten Heineken Regatta visitors have the option to join the Official Spectator Boat. During this morning event, Saturday March 6th and Sunday March 7th from 07:30am – 12:30pm, guests can enjoy the racing on the water with friends and/or family. Ticket includes breakfast, lunch and open bar for US$125.
simpson bay is regatta ready!
From the first Simpson Bay Bridge opening on Thursday, Simpson Bay is taken over by the Regatta! With Sint Maarten Yacht Club as the centre of celebrations, neighboring hotels, restaurants and bars are ready to welcome sailors with special offers and experiences.
Stay tuned for Regatta Ready specials, coming soon!



