October 30, 2024 – Simpson Bay – With just months to go before the 45th St. Maarten Heineken Regatta, the excitement is building for one of the Caribbean’s most celebrated and globally recognized sailing events. Scheduled from March 6-9, 2025, the St. Maarten Heineken Regatta is a must do for competitive sailors and those looking for an unforgettable experience on and off the water.

June 14, 2024 – Simpson Bay – Once again, the St. Maarten Heineken Regatta is the largest regatta in the region, having welcomed 115 boats from over 20 different countries for the 44th edition February 29 - March 3, 2024. The event has a “Serious Fun!” legacy that has sustained generations, and will continue its success thanks to veteran and new leadership within the event organizing team. 

March 6, 2024 – Simpson Bay –The 44th St. Maarten Heineken Regatta has concluded – the Regatta Village is broken down, visitors have packed up and checked out, and some boats have taken their final journey out of the Simpson Bay Bridge until next year. This past weekend, over 110 boats from 20 countries descended upon the 37-mile Caribbean island, showcasing the finest in sailing, sportsmanship, and yacht craftsmanship. The event, known for its unique blend of serious competition and laid-back Caribbean charm, delivered on all fronts, offering spectators and participants alike a week to

March 3, 2024 – Simpson Bay – The grand finale of the St. Maarten Heineken Regatta was easily one of the best ones yet, with picture-perfect race conditions for every fleet. Race Committee was committed to providing a great variety of Serious Fun for the teams, sending the big boats on two deviating adventures while the rest of the fleet played along the south side of the island.