St. Maarten has one of the most active sailing communities of the Caribbean. Sailing charters or tours can be booked here year round, but many sail in with their own ship. Around the Simpson Bay Lagoon, one finds a variety of marinas, services and restaurants with dinghy harbors for hungry and thirsty sailors. Most famous are St. Maarten sailing events like the annual Heineken Regatta and the Caribbean Multihull Challenge. Let us keep you in the loop with this blog!
February 23, 2026
Set sail on a Tango Bubbly Sunset Sail with Aqua Mania Adventures and soak in the breathtaking views along the coast! Departing from the Simpson Bay Resort boardwalk in St. Maarten, the journey takes you past Simpson Bay, Mullet Bay,
January 8, 2026
With registration opening soon, anticipation is building for the 2026 Caribbean Multihull Challenge, taking place January 28 to February 1 in St. Maarten. As the Caribbean’s only multihull-specific regatta, the CMC continues to draw a compelling mix of returning teams
January 5, 2026
Set sail in style with Private Yacht Charter and discover the beauty of the Caribbean aboard their luxury sail catamarans. From fun-filled day trips to dreamy week-long escapes, every charter is fully personalized to create an unforgettable experience on the
December 15, 2025
Pyratz Gourmet Sailing offers the ultimate catamaran experience, blending the timeless pleasure of sailing with refined gastronomy on a full day of gourmet sailing. Designed for travelers who prefer elegance over crowds, their cruises are limited to just eight guests,
November 24, 2025
The Sint Maarten Yacht Club & Sailing School is dedicated to promoting sailing on Sint Maarten through a wide range of engaging activities. They organize exciting races and regattas open to both members and non-members, while also offering group and
