January 30, 2024 – Simpson Bay – The 44th St. Maarten Heineken Regatta will be a celebration of Caribbean culture – from the heritage of the island and sailing, to the sights, sounds and flavors of what makes St. Maarten so unique. Prepare to experience a mélange of the Caribbean, where music, dance and flavors come together to celebrate the St. Maarten Heineken Regatta this February 29 - March 3, 2024!

January 26, 2024 – Simpson Bay – This February 29 - March 3, 2024, the St. Maarten Heineken Regatta celebrates 44 years of “Serious Fun!” through multiple generations of sailing. As the flagship annual event for the island’s original yacht club, the Sint Maarten Yacht Club and the Regatta continue to support generations of sailing on the island through junior sailing programs and sustainable community initiatives.

August 10, 2023 - Simpson Bay - Summer may be a quiet time in the Caribbean, but St. Maarten’s local marine industry is gearing up for a busy season ahead. Port St. Maarten expects to welcome over 1 million visitors via sea this upcoming season, with a top time for sailing vessels being around February 29 - March 3, 2024 for the 44th St. Maarten Heineken Regatta.

June 8, 2023 — Simpson Bay — The 2023 Caribbean racing season has come to a close, and the St. Maarten Heineken Regatta was again the region’s most attended event. St. Maarten is committed to delivering the biggest and best regatta year after year, and for the 44th annual event, it’s welcoming back all those who fell in love with the event and inviting newcomers to finally check it off their bucket lists and join the large international fleet February 29 – March 3, 2024.