Sail in
St Martin

Bienvenue Chez Nous and Welkom to the mesmerizing dual island nation of Saint Martin and Sint Maarten, the crossroads to the Caribbean.

A year-round, tropical climate, enchanting sandy beaches, exciting scuba diving sites and sparkling, azure waters are just some of the highlights waiting for you in paradise.

This charming island nation is divided in the middle, the north part of the island, Saint Martin is French, and the south, Sint Maarten is Dutch. Distinctly different, both sides of the island offer visitors a unique, charming and exciting opportunity to experience a culturally diverse Caribbean way of life.

Just over two and a half hours from Miami and three hours from New York, paradise is just a short flight away. A truly once in a lifetime TradeWinds experience, be sure that you don't miss out. Book your perfect escape on one of our luxury St Martin yacht charters.


Here is a sample itinerary of what you may expect while enjoying a sailing vacation with TradeWinds in Sint Maarten/St Martin and the neighboring Islands of Anguilla and St Barths. Weather or other outside factors may mean that your Captain sets an alternative course.

Arrival Day

Embarkation is at 5pm, however you are welcome to check in and drop off your luggage  any time during Saturday.  After that you can relax, sit back at one of the bars or restaurants close by and take it easy. Your catamaran is on the dock at Marina Fort Louis, in Marigot on the French side of the island. Upon arrival at our offices in the Marina, you will be greeted by our operations manager who will take you through the check in procedure. Boarding is at 5pm, when you will be greeted by a refreshing welcome cocktail and introduced to your crew and fellow sailors, after which you will be shown to your cabin and helped to settle in to to your new home for the week.  Just before sunset we cast off the bowlines and anchor up in the bay for the evening. Enjoy a delicious dinner aboard. The rest of the evening you can either enjoy a relaxing time onboard or head off to sample the shops, clubs and casinos.

Cruising Day 1

Following breakfast and a short briefing on all safety aspects, we set sail for the beautiful uninhabited isle of Ile Fourche. Lunch is served with the astounding surroundings of the marine and nature park. The afternoon offers snorkeling amongst the amazing coral reefs,  spotting rays, turtles and dolphins is not uncommon in this area, so keep on the lookout. Diving is incredible here for you bubble lovers, and of course there's the opportunity to soak up the sunshine and relax. For those more vigorous guests, get your sneakers on and hike up to the top of the mountain. It's not too far and the views afforded over St Barths and Sint Maarten are breathtaking. The party continues when your Captain serves sunset cocktails and then your Chef presents another incredible dinner. There is no light pollution in this unique location and a  nightcap while stargazing up on deck is highly recommended; not to mention the romantic setting.

Cruising Day 2

After a scrumptious breakfast, be prepared for the delights of the French isle of St Barths, as we sail into the stunning and bustling port of Gustavia. With plenty of fancy shops and a lively atmosphere, St Barths is a real gem of the Caribbean. A short stroll over to 'Shell Beach' is a treat and for those more active hikers, bring your camera and walk up along the road towards the airport 'mountain' for some 'never-seen-before' propeller approaches - it's well worth the hike. Once lunch has been served back onboard, we hoist the sails and head to either the Anse de Colombier bay on St Barths, or to the unique island of Tintamarre off St Martin. Full of historical treasures, this is the perfect spot to enjoy some snorkelling and diving. The stunning anchorage and pristine waters offer the perfect spot to soak up the sunset and wind down with another of the Captain's special concoctions. What a backdrop to another glorious Caribbean day as your chef prepares your three course evening meal.

Cruising Day 3

Breakfast in the shade, surrounded by morning sunshine, followed by some more snorkeling before your crew lift anchor to sail around to the amazing Ille Pinel. You'll be snorkeling and diving in some of the Caribbean's finest corals, whilst a multitude of fish swim within touching distance (but no touching!). Lunch gives you a chance to recharge your energy levels, before the short sail to the stunning bay at Anse Marcel. Maybe you'll catch a fish or two on the way, or just relax to the sound of the waves and seagulls. The protected bay at Anse Marcel, coupled with the white sandy beach, is a fine place to kick back and live the Caribbean dream. After taking on fresh water supplies your next port of call is the delightful town at Grand Case. Get ready to be amazed as you anchor in this wondrous and lively French village. Beside getting to sample fine French cuisine, in what is also known as the Gourmet Capital of the Caribbean, the small boutiques and art galleries invite you in for a bit of 'retail shopping' - Caribbean style.

Cruising Day 4

After a fantastic breakfast your crew will take you snorkeling at the famous Creole Rock. This is the best spot to get ready for the sail across to Anguilla, home to some of the Caribbean's finest beaches and more incredible sea life. We may see dolphins and, if we are lucky, even whales. Again, if you want to participate and learn more about the handling of the yacht and sails you are welcome to do so, or you can just sit back and relax. Arriving on the northern part of the Island, we may choose to spend the day at the secluded Prickly Pear Cays, well off Anguilla. The crystal clear turquoise waters make it another paradise to snorkel, with many turtles and rays to admire. A sumptuous lunch is served onboard.  While some will relax on the stunning beaches, if you prefer you can enjoy a trip on a kayak to explore the area. In the afternoon, we set sail to Road Bay on the north shore of Anguilla. Dinner is served onboard, and afterwards -  if possible go for some dancing in the sand by "Johnno's" Bar and Restaurant.

Cruising Day 5

After a delightful breakfast, we sail over to Sandy Island, a small off-lying cay with a circular coral reef surrounding it. Lunch is served onboard, next to a coral atoll ... the waters are truly every shade of turquoise imaginable and wearing polarized lenses on your sunglasses will only heighten the experience. After lunch, we sail up to Crocus Bay, a part of the Anguilla Marine National Park. The fish and bird life is astounding. Take the kayak for exploration of the cliffs teeming with bird life and cactus plants, or laze on the tiny secluded beach (secluded, because the only way to get there is by kayak or dinghy off your private yacht, or by climbing down a very steep cliff with only the aid of an old rope!). After a glorious sunset, the onboard barbeque is lit and we will serve a wonderful dinner at this stunning anchorage. This is another location where light pollution from the islands is virtually non existent. Enjoy a nightcap and a late evening of some amazing stargazing; seeing the Milky Way and shooting stars are highly likely.

Cruising Day 6

In the morning, perhaps a snorkel or a swim after breakfast, before hoisting the sails for Marigot, the capital of St Martin. We anchor off the long golden beach, where lunch is served. Once we reach dock in the mid afternoon, you'll have the chance to freshen up and enjoy some more of your Captain's wonderful cocktails, before dining ashore at one of the fine waterfront restaurants nearby.

Departure Day

After a last tasty breakfast onboard, it is time to gather your belongings, as well as your wonderful memories of a week in this most beautiful environment. Before exchanging fond farewells, your crew will arrange transport to the airport. You will already be planning your next cruise with TradeWinds.

Bella and janes were amazing. Very knowledgeable and caring.
A home away from home.


Classes of yachts

The following classes of yachts are available for this destination.
Click one of the following to find out more.

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