Leeward Islands · St. Martin & St. Barts

St. Martin Yacht Charter


French chic meets Dutch buzz. Michelin-quality dining and red-soled glamour one night, a barefoot barbecue on a deserted cay the next.

Find Your Yacht

Search crewed yachts in St. Martin & St. Barts

Browse all St. Martin & St. Barts crewed yachts
French Chic Meets Dutch Buzz

The Caribbean's most diverse week.

This trio of islands oscillates between high-octane glamour and absolute stillness. St. Martin offers the dual-nation novelty of Dutch nightlife and French culinary artistry; a short sail away lies St. Barts, the Riviera of the tropics, where red-soled heels navigate the docks of Gustavia. Anguilla, by contrast, is an exhale of tranquility. It is a region for those who demand Michelin-quality dining one night and a barefoot barbecue on a deserted cay the next. For a day-by-day plan, read our 7-day St. Barts yacht charter itinerary.

What Not to Miss

The Best of the Leeward Islands

Six anchorages and shore stops your crew will build the week around, from St. Barts’ tabletop-dancing beach clubs to a lunar volcanic islet and the lobster shacks of Grand Case.

Nikki Beach Leeward Islands
Baie de Saint-Jean · St. Barts

Nikki Beach

The epicenter of the island’s social scene, where lunch seamlessly transitions into a tabletop dance party. All-white decor and an endless flow of oversized champagne bottles make for a hedonistic, high-energy atmosphere that is quintessential St. Barts.

Read the guide
Grand Case · St. Martin

The Lolo's of Grand Case

A row of open-air barbecue shacks serving the best food on the island, period. Guests sit at communal picnic tables while locals grill ribs, chicken and lobster on split oil drums. Smoky, loud, affordable and undeniably delicious: a culinary pilgrimage.

Read the guide
Sandy Island Leeward Islands
Off the coast of Anguilla

Sandy Island

A tiny spit of white sand rising out of the turquoise sea, accessible only by boat. There’s nothing here but a palm-thatched bar, a grill and a few hammocks: a cartoon desert island brought to life, serving fresh crayfish and strong rum punch.

Read the guide
Shell Beach · St. Barts

Shellona

Set on a beach composed entirely of millions of tiny crushed seashells, this venue pairs a bohemian-chic vibe with Greek-inspired cuisine. It’s the premier spot to watch the sunset near Gustavia, cocktail in hand, as the sky turns a bruised purple over the horizon.

Read the guide
Ile Fourchue Leeward Islands
Between St. Barts & St. Martin

Île Fourchue

A stark, uninhabited volcanic island that looks like a lunar landscape dropped into the Caribbean. With no structures and wild goats roaming the ridges, it’s a sharp contrast to the glitz of St. Barts. The protected bay is a favorite for quiet overnight anchorages and stargazing.

Read the guide
French St. Martin Leeward Islands
Cul-de-Sac · French St. Martin

Pinel Island (Îlet Pinel)

A protected nature reserve with shallow, crystalline waters perfect for wading with a glass of wine. Popular with day-trippers, but a yacht lets you arrive before the ferries. Order a fresh grilled lobster from one of the two beach shacks and eat with your feet in the water.

Read the guide
Know Before You Go

Destination Brief

The practical essentials for a St. Martin & St. Barts charter, at a glance.

When to Go

December through April

Peak, dry season brings the legendary St. Barts holiday scene and the liveliest harbors. May and June stay pleasant and warm with thinner crowds and softer rates.

Peak · Dec–Apr
Shoulder · May & Jun
Cruising Style

Open-ocean channel crossings mixed with chic marina stays and protected bays.

Language

French, Dutch and English across the trio of islands.

Currency

Euro on the French side (St. Martin/St. Barts), USD on the Dutch side and Anguilla, where USD is widely accepted.

Getting There

Fly into Princess Juliana (SXM) on St. Maarten, or private-charter into Gustaf III (SBH) on St. Barts.

Plan With a Broker

Tell us your dates and group and we’ll match the right yacht and route. Start an inquiry →

By the numbers

The St. Martin fleet, measured

Vital Charters works from live crewed charter industry booking data and analyses it independently. These are the figures behind the St. Martin and St. Barts cruising ground.

The St. Martin fleet, measured
MeasureFigureBasis
Crewed yachts available228Yachts offering St. Martin and St. Barts itineraries.
Median all in week$48,000Base rate plus APA, seven nights, across all group sizes.
Per stateroom, per night$1,629The median week divided across staterooms on a seven night charter.
Catamarans in the fleet63.6%Against 80.0% in the British Virgin Islands. The Leewards carry more monohulls.
Median yacht length67 ftEight feet longer than the Virgin Islands median of 59 ft.
Departures starting in St. Martin95.9%From 98 recorded departures in this cruising ground, a small sample against 1,745 in the BVI.
Compiled September 2026.

Figures drawn from live crewed charter availability and booking records for the Leeward Islands, analysed independently by Vital Charters. Weekly rates are base rate plus APA. Per stateroom figures assume a seven night charter. Percentages are printed with the number of records behind them. Reviewed quarterly.

One week, three islands

Sailing Between St. Martin, St. Barts and Anguilla

Almost every charter in these islands begins in St. Martin. Of the departures recorded in this cruising ground, 95.9 percent started here, a higher concentration than any other Caribbean ground we track. The island is the hub, and the week runs outward from it.

Geography is what makes that work. St. Barts lies roughly 17 nautical miles southeast of St. Martin, and Anguilla roughly 13 nautical miles northwest. Both are a morning’s sail rather than a passage, so a seven night charter can take in all three without a single long day at sea.

How the week usually falls

  • Days one and two, St. Martin. Board on the Dutch side, provision in Simpson Bay, then move round to Grand Case for dinner ashore.
  • Days three and four, St. Barts. Gustavia harbour, Colombier for the anchorage, Shell Beach at the end of the afternoon.
  • Days five and six, Anguilla. Road Bay to clear in, then Sandy Island and Prickly Pear for the water your crew will photograph.
  • Day seven, back to St. Martin in good time for the flight out of SXM.

Three flags in seven days, French, Dutch and British, with no leg longer than a morning. Very few cruising grounds offer that range over so little water. Each island is its own jurisdiction, so the yacht clears in and out of St. Barts and Anguilla separately. Your crew handles the paperwork, and it costs you an hour at anchor rather than a day.

Three sample routes for the week are laid out day by day further down this page.

Two countries, one island

St. Maarten vs. St. Martin: Which Side to Charter From

St. Martin is one island with two countries on it. The southern half is Sint Maarten, part of the Kingdom of the Netherlands. The northern half is Saint-Martin, an overseas collectivity of France. The border is open, you cross it by road without stopping, and most guests only notice because the road signs and the groceries change.

For a charter, the practical difference is where you board and where you eat.

The Dutch side

Princess Juliana airport is on the Dutch side, and so is Simpson Bay Lagoon, which holds the largest concentration of marine infrastructure in the Leeward Islands. Provisioning, chandlery, fuel, repair and the berths that larger yachts need are all here, along with the nightlife and the casinos. Most crewed charters board on this side for the simple reason that it is the shortest distance from the aircraft to the yacht.

The French side

Marigot is the French capital, and its harbour and market are worth a morning. Grand Case, a short run up the coast, is the reason the island has its dining reputation: a single street of restaurants ending in the open air lolo grills. Anse Marcel and Orient Bay are quieter anchorages. The currency is the euro, though dollars are taken almost everywhere.

What we usually suggest

Board Dutch and sleep French. Take the logistics of the southern side on the first morning, then spend the evenings on the northern half where the food is. On a yacht that choice costs you nothing, because you are moving anyway.

On the spelling: St. Maarten is the Dutch name and St. Martin the French. They are the same island, and a charter here uses both halves of it whichever one you searched for.

Choosing a hull

St. Martin Catamaran Charter

Catamarans make up 63.6 percent of the crewed fleet working these islands. That is a majority, but a smaller one than the British Virgin Islands at 80 percent, and the gap tells you something real about the cruising ground.

The Leewards ask more of a boat. The hops between St. Martin, St. Barts and Anguilla cross open water rather than a sheltered channel, and the fleet here runs larger, with a median length of 67 feet against 59 in the Virgin Islands. That leaves more room for monohulls and motor yachts than a flat water ground would.

When a catamaran is the right answer

  • Shallow water. Anguilla’s sandbars, Tintamarre and the cays off Prickly Pear reward a boat that can lie close in.
  • Two families, or two couples. Cabins sit in separate hulls, which buys a kind of privacy a single hull cannot.
  • Guests who are new to sailing. Level decks and less motion at anchor make the difference on a first charter.
  • Living outside. The bridge deck and foredeck give you more usable outdoor space per foot than any monohull.

When it is not

A monohull sails better and heels, which some guests come for. A motor yacht compresses the crossings, which matters if you want both St. Barts and Anguilla in the same week without giving your mornings to the passage. Both are better represented here than they are further west.

Whichever hull you choose, ask your broker about the layout rather than the length. Two boats of the same size can suit very different groups.

The neighbour

St. Barts Yacht Charter

Gustavia is the reason a good many charters come to these islands at all. The harbour fills through the winter with yachts on show, the town behind it is small and expensive and very good at what it does, and the anchorages outside it, Colombier above all, are quiet within half an hour of leaving the dock.

The island is small and the places to lie are few, so most guests take it as two or three days inside a Leeward week rather than a base of its own. That is how our routes treat it, and it is why the departure figures show the week starting in St. Martin almost every time.

We have written the island up properly, day by day, in our 7-day St. Barts itinerary.

Good Questions

St. Martin & St. Barts Charter FAQs

The things first-time charterers ask us most about the Leeward Islands.

It depends on your nationality. St. Martin (French) and St. Barts fall under French jurisdiction, while St. Maarten is Dutch, and Anguilla is a British Overseas Territory. Generally, U.S. and EU citizens move freely between them, but you will clear customs (handled by your crew) when moving between territories.

Absolutely. In high season (Christmas through Easter), the marquee restaurants in Gustavia and St. Jean are booked weeks, sometimes months, in advance. We recommend working with your charter broker or captain to secure these reservations well before you board the yacht.

This is a hybrid region. St. Martin (French) and St. Barts use 220V (European plugs), while St. Maarten (Dutch) and Anguilla often use 110V (US plugs). However, most luxury charter yachts are equipped with universal converters and US-style outlets regardless of where they are docked.

It varies by island. Topless sunbathing is standard and culturally accepted on the French side of St. Martin and in St. Barts (such as at Saline Beach). Full nudity is generally restricted to specific designated beaches, such as the southern end of Orient Bay on St. Martin. Anguilla is more conservative; modest swimwear is recommended there.

Keep Exploring

Explore Other Cruising Grounds

St. Martin & St. Barts is one of five distinct waters we sail. Here's where else a Vital Charters week can take you.

Seven Days, Three Ways

St. Martin & St. Barts Sailing Itineraries

Three seven-day routes, each a starting point your broker tailors to your group and the season. Every day is laid out below, with no clicking required.

Want the day-by-day narrative first? Read our 7-day St. Barts yacht charter itinerary for a closer look at the glamour route below.

The Gourmet Route

Leeward Classic

A week balancing the Caribbean’s culinary capital with Anguilla’s outer cays and St. Barts glamour, from the lolos of Grand Case to Gustavia, Ile Fourchue and Tintamarre, closing the triangle back in St. Martin.

Duration
7 Nights
Best For
Foodies
Pace
Balanced
Day 1

Culinary Awakening

Depart the colonial charm of Marigot for the culinary capital of the Caribbean.

Activity Highlight
Lunch at the Lolos

Experience authentic Caribbean flavors with aromatic spices and smoke at beachfront open-air grills.

Key Features
The Gourmet Boulevard

Grand Case is home to the island's finest French dining, including world-renowned lobster dishes.

Day 2

Pristine Horizons

Sail to Anguilla's Road Bay, the island's vibrant social and cultural heart.

Activity Highlight
The Heritage Trail

Explore the salt ponds and historic sites that once provided the backbone of the island's economy.

Key Features
Authentic Island Vibe

Sandy Ground is a lively hub of beach bars and nightlife, offering a perfect introduction to Anguilla's laid-back luxury.

Day 3

Anguilla's Hidden Gems

Explore the outer cays of Anguilla before setting your course south.

Activity Highlight
Prickly Pear Cays

Visit these uninhabited islets for world-class snorkeling and a secluded beach lunch.

Key Features
Little Bay

Discover magnificent cliffs surrounding a small patch of sand, accessible only by boat.

Day 4

Secluded Splendor

Sail to a private anchorage for a day of ultimate tranquility.

Activity Highlight
The Rockefeller Retreat

Enjoy exclusive access to a private beach and estate, once a retreat for the Rockefeller family, offering unparalleled tranquility.

Key Features
Marine Reserve

The surrounding waters are a protected marine reserve, teeming with vibrant coral reefs and diverse marine life, perfect for snorkeling and diving.

Day 5

Cosmopolitan Glamour

Step into the red-roofed capital of Gustavia, where luxury yachts meet European elegance.

Activity Highlight
Designer Shopping

Stroll the streets of Gustavia to find global designer brands and boutiques alongside charming local houses.

Key Features
Historic Heights

Climb to Fort Karl for panoramic sunset views over the harbor and the shell-covered shores of Shell Beach.

Day 6

The Wild Coast

Escape the crowds for a remote nature stop at the volcanic islet of Ile Fourchue.

Activity Highlight
Untamed Exploration

Hike the rugged terrain of this uninhabited island for a rare look at the Caribbean's natural beauty.

Key Features
A Private Sanctuary

Ile Fourchue is a favorite remote anchorage, offering desert-like serenity in crystal-clear waters within the Nature Reserve.

Day 7

The Final Oasis

Visit the uninhabited islet of Tintamarre before completing the triangle in St. Martin.

Activity Highlight
Nature Reserve Snorkeling

Explore the protected marine area, home to some of the French side's most beautiful underwater landscapes.

Key Features
Closing the Triangle

Reflect on a week of gourmet dining and pristine beaches as you sail back to the harbor of Marigot.

Plan Your Leeward Islands Week

Let a broker build your charter.

Tell us your dates, your group and the kind of week you want, and we’ll match you to the right yacht, crew and route through St. Martin, St. Barts and Anguilla.

CLIENT INQUIRY

Whether you’re exploring options or ready to plan your escape, we’re here to make the process effortless.

Adults
Age 13 or above
0
Children
Ages 2–12
0

Check All That Apply

Popular destinations

British Virgin Islands (BVI) British Virgin Islands (BVI)
US Virgin Islands (USVI) US Virgin Islands (USVI)
St. Martin, St. Barts & Anguilla St. Martin, St. Barts & Anguilla
St. Vincent & The Grenadines St. Vincent & The Grenadines
Bahamas Bahamas
Any budget
Less than $25K
$25K – $35K
$35K – $50K
$50K – $75K
$75K – $100K
Over $100K
Preferred Contact Method
Select one or more, and we'll reach out the way you prefer.
Or

Call us directly at 1 (407) 922-9696

24-Hour Response No Fees, No Obligation