The 12 Metre Regatta is one of St. Maarten's signature experiences: a chance to sail on a 12 Metre yacht, the class of racing boat that was built to contest the America's Cup, and to race it against other yachts in a friendly regatta. These are long, narrow, deep-keeled boats with towering rigs, and the experience is as hands-on as you want it to be. The operator describes it as a regatta where guests can help trim sails, grind winches and even take the helm, or simply sit back and enjoy the ride, while professional sailors and captains handle the technical work and safety. No sailing experience is needed, and the experience is described as suitable for ages ten and up. It is a lively, sporty outing that suits groups of friends, families with teens and couples who like a bit of friendly competition, and it is one of the most popular excursions for visitors on a cruise day, so it fills quickly in peak season.
How it works
Guests are assigned roles aboard the boat, usually from a mix of trimming sails, working the grinders that tighten the lines, handling the lines at the mast, or helming under supervision, and a professional crew coaches you through each job. Before the start you get a safety briefing and a lesson in the basics, so beginners are not left guessing.
The boats then line up and race a short course in the waters off the island, with a winner declared at the end. People who do not want to work can usually choose a lighter role or simply watch and take photographs. Many visitors say the surprise is how physical and how fun the grinding is, and how quickly teamwork forms among strangers.
Why it is memorable
Standing on the deck of a boat that was designed to race at the highest level of the sport gives a very different sense of sailing from a relaxed catamaran cruise. The yachts heel over, spray comes across the deck, and the sails are huge. The island's own waters, with the hills of Saint-Martin and the long line of Simpson Bay behind you, are a beautiful backdrop. Competitive groups can turn it into a serious contest, while casual groups treat it as a social sail with a bit of adrenaline.
What to wear and bring
Non-marking shoes or sandals with a good grip, sun protection, a hat that will not blow away, a light jacket for spray and a small bag for essentials only. Avoid loose items that could go overboard. Decks can be wet and the boat moves, so people with mobility problems should discuss the experience with the operator first. Heavy drinking before the trip is a bad idea for obvious reasons of safety and seasickness.
Planning
The operator also offers private charters for celebrations, with a custom route and timing, which suit birthdays, proposals and corporate groups. Group regattas are best booked ahead, especially in the busy winter months, and the experience is weather dependent, so keep an eye on conditions. Because the meeting point and the length of the outing are set by the operator, confirm both when you book. If you are on a cruise day, choose a morning departure and leave a comfortable margin before your ship sails.
What to expect
The experience
A friendly regatta on a real 12 Metre yacht, with professional crew, safety briefing and roles for every guest.
Best time
Morning outings have the steadiest wind and leave time for the afternoon; book ahead in winter.
How long
Confirm the exact length when booking; allow roughly half a day including transfers.
Tips
Wear non-marking shoes, sun protection and a light layer for spray, and carry only essentials.
Quick picks
- Best for
- Groups who want something active, sociable and competitive.
- Families
- Suited to children aged ten and up; check the age policy when booking.
- Couples
- A fun shared challenge or a private charter for a celebration.
- Pair with
- Maho Beach or Simpson Bay for lunch and a swim afterward.
- Time needed
- Half a day.
Good questions
Do I need sailing experience?+
No. Professional sailors and captains run the boat and guide you through each job, and you can take part as much or as little as you like.
What is a 12 Metre yacht?+
It is a class of racing yacht that was used in the America's Cup. The boats are long, narrow and fast, with big rigs and deep keels.
What age can children take part?+
The experience is described as suitable for ages ten and up. Check the current age policy when you book.
Can I book a private trip?+
Yes. The operator offers private charters with a customized route and timing for celebrations, which you arrange by requesting a quote.
Is it suitable for a cruise day?+
Yes, many cruise visitors do it. Pick a morning departure, confirm the end time and leave a generous margin before all-aboard.
