4 Days Yacht Charter Itinerary in St Barths and St Maarten

Last Update: September 2, 2026
st maarten and st barts yacht itinerary 4 days

If you are looking for a way to escape everyday life, even for just a few days, we propose a short but intense itinerary to savor moment by moment.

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The locations chosen for our trip are the incredible Caribbean islands of Saint-Barthélemy and Saint-Martin. Taking advantage of their proximity, we have created a 4-day itinerary designed for those who do not have much time but still want to make the most of their Caribbean stay.

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Where are we?

It is not a surprise if you have never heard of these islands. These are two beautiful locations in the tourism sector but are often overshadowed by the vast array of offerings this area of the Caribbean boasts.

St Barths and St Maarten are two islands located a few nautical miles from each other and east of the British and American Virgin Islands. A bit further north is the island of Anguilla.

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Saint Barths

Saint Barth (Saint Barthélemy is its full name) is rich in vegetation, inlets, and hills overlooking the sea.

Christopher Columbus first landed on the island in 1493, baptizing it after his brother, Bartolomeo. Inhabited at that time by indigenous people dedicated to fishing, Saint-Barth has, over the centuries, witnessed the passage of numerous peoples and forms of domination, such as the Swedes, the French, and the Order of Malta, which followed one another over the years and left clear, still visible signs today.

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Nowadays, Saint Barth is a tourist island belonging to the French West Indies, reserved for a few due to its considerable popularity, which, over the years, has attracted elite tourists such as stylists, actors, and world-famous models, in turn raising the prices of luxurious villas overlooking the sea and mostly 5-star hotels.

On the other hand, a trip to these parts is worth all the money spent. Saint Barth combines a wild soul with extraordinary views and nightlife featuring beach parties, lightheartedness, and lots and lots of fun.

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Saint Maarten

Some call it Saint Martin, others Saint Maarten, and those confused believe they are two islands. In reality, it is the smallest inhabited area in the world to be divided between two different states: the southern region, Saint Maarten, is Dutch, while the northern part, Saint Martin, belongs to the French overseas countries.

The border between the two areas is just a formality. Some signs are on the streets, but no one asks for an identity document.

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The French side is more extensive and has Marigot as its central city. It is famous for its beaches, frequented by naturists, shopping, colorful open-air markets, and rich French and Creole cuisine.

On the other hand, the Dutch side is famous for its very special features. Princess Juliana International Airport is one of the main attractions of the island. It is considered the most dangerous stop on the planet for landings, as the runway is close to a popular beach, SXM Maho Bay, where planes almost touch the beach crowded with bathers just before touching down.

The most crucial city is Philipsburg, known for its nightlife, beaches, casinos, duty-free shops, and exotic rum-based cocktails.

Despite the two different nationalities, English is spoken fluently on both sides.


If a holiday-season charter is the plan, timing matters more than usual — see our guide on when to book for Christmas and New Year in St Barts.

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Finally, here is our 4-day itinerary in St Barths and St Maarten, short but very intense:

Day 1 – Circumnavigating Saint Barths

Our tour starts early in the morning from Gustavia, the capital of Saint Barts. We spend the first day of navigation circumnavigating this small island. Your main concern will be which of the numerous white-sand beaches to visit.

Among the many, we point out the beaches of Saint-Jean, Gouverneur, and the Saline, which are genuinely excellent for the colors and surrounding nature.

We seek shelter in the magnificent Anse a Colombier in the evening, ready to set sail early in the morning.

PRIVATE YACHT CHARTER IN ST BARTS

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Day 2 – Route to Grand Case

We cross the Saint Barthélemy Channel, heading to the French part of Saint Maarten, specifically Grand Case. It is a long, wide seafront bay with numerous bars and restaurants. It is a perfect location to indulge in the local atmosphere by shopping in small boutiques or simply spending the day at the beach.

We head to Philipsburg for the night. It will be our starting point for tomorrow’s destinations.

Recommended: SY Alegria 67 for Charter in St Martin

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Day 3 – Saint Maarten, the Dutch

We head to the Dutch part of the island for a day dedicated to extravagance and history.

A visit to the famous SXM Maho Bay is a must, where you can wait for the arrival of a plane while landing.

Also not to be missed is the view from Fort Amsterdam, an ancient fortress from the 1600s overlooking the sea, with several cannons and breathtaking views of the surrounding bays and beaches.

PRIVATE YACHT CHARTERS IN ST MAARTEN

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Day 4 – An unforgettable last day on the Island of Fourche 

Before returning to Gustavia’s marina for final farewells, we still have one day left to take full advantage of. For this reason, after heading for Saint Barths, we reach the island of Fourche. 

Located off the north-eastern coast, it is a genuine Eden, a destination for numerous excursions and where it is possible to relax on an enchanting beach of light sand, bathed by the turquoise and transparent sea, with sloping bottoms ideal for swimming and practicing snorkeling.

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