Anguilla, St Barts and St Martin Yacht Charter Itineraries

Our St. Martin, Anguilla and St. Barts yacht charter itineraries will help you escape your worries and leave stress behind—planning your next vacation to explore the sandy beaches and crystal blue waters of the Leeward Islands. Explore nearby locations like St. Thomas, St. Kitts and Nevis.

St. Martin Luxury Yacht Charter Itinerary

Embrace the adventure that your Caribbean yacht charter has in store for you at the amazing St. Martin Island. Explore the scenes of magnificent landscapes, dive into turquoise waters where colorful fish, incredible caves and coral await, and sail into the hidden bays. There is so much to do in and around St Martin. From white sands beaches with lively sealife to remote deserts of sand, this island has it all. This St Martin yacht charter itinerary offers a way to see the most of the Leeward Islands, however itineraries are totally customizable for each guest.

Below, you will find one sample itinerary, that can be personally tailored to your needs and wishes.

See the map for the St. Martin yacht charter itinerary:

Day 1 – Dutch St. Martin

Arriving at the International Airport of St. Martin, you will find yourself amongst some of the largest yachts at the fabulous Simpsons Bay. Start your trip relaxing on the beach or shopping ashore, you decide what best suits you.

St. Maarten Airport. Photo by @gusmilossi

Day 2 – Dutch St. Martin to Anguilla - 6 nautical miles.

Leaving Simpsons Bay, you arrive in Anguilla. Protected as a marine reserve, this laidback Caribbean island is known for its incredible scuba diving, swimming, and snorkeling. Moreover, the restaurants ashore provide a unique culinary experience.

Travel past smaller islands such as Prickly Pear Cays, part of Anguilla’s Marine Park. These small islands are a great spot to stop for lunch aboard, snorkeling on the reef, and going for a swim. Seabirds nest on the cliffs and the white sand beaches and crystalline waters are dazzling.

Shoal Bay East, Anguilla. Photo by @ericgolda

Day 3 – Anguilla to French St. Martin - 12 nautical miles.

After sailing across the Caribbean Sea, you arrive at Grand Case, located on the French side of the island. Here you have amazing snorkeling spots to explore. Nearby, find Marigot Bay, an exquisite stop-off adorned with colonial houses, beautiful cafes and bistros, pastry shops and luxury boutiques. Make sure you sample the fine restaurants and enjoy the wonderful shopping opportunities while you walk through the delightful streets.

St Maarten, photo by @gusmilossi

Day 4 – French St. Martin to Ile Fourchue - 10 nautical miles.

Sail off to paradise to discover the peaceful Ile Fourchue. Enjoy its privacy and the protected bay, which is beautifully unspoilt with little development on-shore. Known for its tranquil waters, it is almost mandatory to take a swim or go for a snorkel. Relax onboard sunbathing or take a long nap.

Ile Fourchue. Photo by @joshuapennell

Day 5 – Ile Fourchue to St. Barth’s - 5 nautical miles

Anchor at Gustavia Harbour to discover a charming and trendy waterfront town. St. Barts is known as one of the chicest island hang outs in the Caribbean. Jewelry shops and French boutiques tempt you to spoil yourself on some beautiful pieces between stopping for a chilled glass of wine while mingling with other yachters from all around the world.

Port of Gustavia, St. Barth. Photo by @gusmilossi

Day 6 – St. Barth’s to Nevis or St. Kitts - 37 nautical miles

Sailing an open-water passage will lead you to the stunning island of St. Kitts and the port of Basseterre. You'll find a variety of architecture in the old town district, quiet squares, and excellent restaurants. Touring St. Kitts by taxi or renting a car is highly recommended. You may also explore the sugarcane plantations, the mountains, and rainforest, which are best experienced through guided hiking adventures. Golfers may enjoy Nevis, the 18-hole course at the Four Seasons, designed by Robert Trent Jones.

Nevis

The amazing island of Nevis is just a short sail from St. Kitts and is a rainforest paradise abundant with wildlife and tropical plants. The port of Charlestown is home to a sleepy and delightful community with an interesting variety of restaurants, shops, and historic buildings. This is sure to be an unforgettable stop on your charter.

St. Kitts & Nevis. Photo by @karolinasayapina

Day 7 – Nevis or St. Kitts to Dutch St. Martin - 44 nautical miles.

A downwind sail to the northwest guides you to Great Bay in Dutch St. Martin. After a pleasant sail enjoying the warm breezes, you will arrive at a flourishing waterfront port with many interesting shops, excellent restaurants, casinos and lively nightlife. The beach boardwalk is lined with top quality dining establishments, well worth enjoying a dinner ashore.

Port St. Maarten. Photo by @gusmilossi. Used with permission.

Day 8 – St. Martin

Finish this St Martin yacht charter by relaxing on the beach or enjoy water sports on your yacht charter before flying back home. The International Airport is only 15 minutes from the Yacht Anchorage.