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!
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,
December 1, 2025
Looking for something exciting to do this December? Let us help you plan the perfect escape! Discover a curated selection of incredible auction items, starting at 50% off their total value!! It’s the ideal time to indulge in an
November 25, 2025
Cruise Port St. Maarten report: Icon of the Seas In our weekly review of special ships docking in the Philipsburg St. Maarten cruise port today, we chose to highlight the largest cruise ship in the world, the Icon of
