
St. Martin & St. Barts Yacht Charters
French chic meets Dutch buzz — Michelin-quality dining and red-soled glamour one night, a barefoot barbecue on a deserted cay the next.
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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.
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
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.

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.

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.

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.

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.

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.
Destination Brief
The practical essentials for a St. Martin & St. Barts charter, at a glance.
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.
Open-ocean channel crossings mixed with chic marina stays and protected bays.
French, Dutch and English across the trio of islands.
Euro on the French side (St. Martin/St. Barts), USD on the Dutch side and Anguilla — USD widely accepted.
Fly into Princess Juliana (SXM) on St. Maarten, or private-charter into Gustaf III (SBH) on St. Barts.
Tell us your dates and group and we’ll match the right yacht and route. Start an inquiry →
Featured Yachts in the Leeward Islands
A glimpse of the crewed yachts cruising these waters. Browse the full fleet to compare layouts, crew and availability.


HALCYON
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.
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.
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 — 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.

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.
Culinary Awakening
Depart the colonial charm of Marigot for the culinary capital of the Caribbean.
Experience authentic Caribbean flavors with aromatic spices and smoke at beachfront open-air grills.
Grand Case is home to the island's finest French dining, including world-renowned lobster dishes.
Pristine Horizons
Sail to Anguilla's Road Bay, the island's vibrant social and cultural heart.
Explore the salt ponds and historic sites that once provided the backbone of the island's economy.
Sandy Ground is a lively hub of beach bars and nightlife, offering a perfect introduction to Anguilla's laid-back luxury.
Anguilla's Hidden Gems
Explore the outer cays of Anguilla before setting your course south.
Visit these uninhabited islets for world-class snorkeling and a secluded beach lunch.
Discover magnificent cliffs surrounding a small patch of sand, accessible only by boat.
Secluded Splendor
Sail to a private anchorage for a day of ultimate tranquility.
Enjoy exclusive access to a private beach and estate, once a retreat for the Rockefeller family, offering unparalleled tranquility.
The surrounding waters are a protected marine reserve, teeming with vibrant coral reefs and diverse marine life, perfect for snorkeling and diving.
Cosmopolitan Glamour
Step into the red-roofed capital of Gustavia, where luxury yachts meet European elegance.
Stroll the streets of Gustavia to find global designer brands and boutiques alongside charming local houses.
Climb to Fort Karl for panoramic sunset views over the harbor and the shell-covered shores of Shell Beach.
The Wild Coast
Escape the crowds for a remote nature stop at the volcanic islet of Ile Fourchue.
Hike the rugged terrain of this uninhabited island for a rare look at the Caribbean's natural beauty.
Ile Fourchue is a favorite remote anchorage, offering desert-like serenity in crystal-clear waters within the Nature Reserve.
The Final Oasis
Visit the uninhabited islet of Tintamarre before completing the triangle in St. Martin.
Explore the protected marine area, home to some of the French side's most beautiful underwater landscapes.
Reflect on a week of gourmet dining and pristine beaches as you sail back to the harbor of Marigot.

Leeward Glitz
The full high-octane circuit — Philipsburg duty-free, Gustavia’s superyacht harbor, Nikki Beach and Shellona, Le Ti cabaret and a Maho Beach plane-spotting finale. Glamour from the first slip to the last sunset.
Simpson Bay to Great Bay
Begin where sophisticated cityscapes and Caribbean commerce meet in style in the Dutch capital.
Explore the bustling streets of Philipsburg, the mecca of duty-free jewelry, electronics and luxury watches, alongside local guava-berry rum shops.
Walk the vibrant mile-long boardwalk lining Great Bay Beach, teeming with beach bars, colorful shops and lively island music.
The Gateway to Gustavia
Sail into the famous elegant harbor of Gustavia, St. Barts, where the world's most impressive superyachts dock.
Wander the red-roofed downtown streets that offer duty-free luxury from brands like Hermès, Louis Vuitton, Cartier and Prada.
Take a steep walk up to the historic ruins of Fort Gustav, near the lighthouse, for a breathtaking panoramic view of Shell Beach and the harbor.
Shells & Signature Scenes
Spend the day transitioning from the rare shell-covered shores to the world-famous Sunday party vibe.
Join the jet-set crowd at St. Jean Beach for famous tabletop dancing, champagne showers and signature sushi boats.
Relax on a chic sunbed covered in millions of tiny shells at Shell Beach, enjoying Greek-inspired cuisine and sunset cocktails.
Saline Serenity to Le Ti
Balance a morning of unspoiled nature with an evening in the island's most legendary party institution.
Hike over a small sand dune to reach a massive arc of soft white sand, widely considered one of the most beautiful and untouched beaches on earth.
Experience the 'Folies Bergère' of the Caribbean at this barbecue and burlesque club, famous for its costume room and tabletop dancing.
The Seclusion of Colombier
Sail to the island's northwestern tip to anchor in a bay defined by turquoise waters and billionaire history.
Explore the protected waters of the St. Barts Marine Park, teeming with sea turtles, rays and giant starfish in high-visibility water.
Above the oval yacht bay sit the ruins of the former Rockefeller estate, which preserved this entire peninsula as a protected park.
St. Barts to Orient Bay
Return to the French side of St. Martin to visit the 'Saint-Tropez of the Caribbean' for windsurfing and beach-club vibes.
Enjoy the active side of St. Martin with world-class kiteboarding, parasailing and jet-skiing along the vibrant beach coast.
Discover the expansive beach scene known for fine-dining beach clubs like Bikini Beach and Coco Beach, serving French gastronomy on the sand.
The Grand Finale
Return to St. Maarten for a final day of adrenaline-fueled views and classic packing rituals.
Experience the thrill of commercial jets landing just feet above your head at the world-famous Princess Juliana airport approach.
End your voyage at the iconic drawbridge, watching mega-yachts squeeze through the narrow channel over a 'Painkiller' cocktail.

Leeward Nature
The quiet side of the Leewards — Tintamarre’s mud baths, Pinel Island lobster, Anguilla’s cliffs and outer cays, Ile Fourchue’s volcanic peak and the unspoiled beaches of St. Barts, ending in Grand Case.
Natural Mud Baths
Departing from Captain Oliver's, set sail to the untouched sanctuary of Tintamarre for a day of natural discovery.
Visitors to this uninhabited reserve often cover themselves in the clay-rich mud found on the white-sand beaches, known for its skin-healing properties.
This nature reserve offers a 'Robinson Crusoe' experience with no development, guaranteeing complete privacy and serenity.
The Ultimate Lobster Lunch
A short hop to Pinel Island, a shallow-water paradise protected from the Atlantic swells.
Enjoy fresh-caught Caribbean lobster grilled right on the beach at one of the friendly, eco-friendly beach huts.
The extremely calm, knee-deep waters between Pinel and St. Martin are perfect for wading with a cocktail in hand.
Little Bay Exploration
Cross the channel to Anguilla, dropping anchor in the dramatic, high-walled sanctuary of Crocus Bay and Little Bay.
Accessible only by boat, Little Bay offers world-class snorkeling along its rocky perimeter and a famous rock-jumping spot for the adventurous.
Anguilla is famous for its 33 white-sand beaches, offering a quiet elegance incomparable to the region.
Remote Island Solitude
Sail to Anguilla's outermost islands, Dog Island and Prickly Pear, for a day completely off the grid.
Dog Island is a designated Important Bird Area, teeming with nesting seabirds and massive populations of boobies.
Scrub Island features a hauntingly beautiful abandoned resort and airstrip, contrasting with the lush landscapes of the region.
Volcanic Vistas
Leave Anguilla behind for the craggy, mountainous Ile Fourchue, located between St. Martin and St. Barts.
This short but steep hike to the summit provides incredible 360-degree panoramic views of the surrounding islands.
As part of the St. Barts Nature Reserve, the waters here teem with turtles, often besting the popular spots of larger islands.
The St. Barts Standard
Arrive at the prestigious island of St. Barts, anchoring at the breathtaking and unspoiled Anse de Colombier.
Saline and Colombier are beloved for turquoise water and a total absence of commercial development, a perfect start to the day.
St. Barts blends high-end French elegance with a relaxed vibe, making it one of the world's most desirable vacation spots.
The Grand Finale
Conclude the journey by returning to the French side of St. Martin for a total culinary immersion in Grand Case.
No authentic tour of the island is complete without a barbecue lunch at the open-air lolos of Grand Case.
Grand Case blends high-end French bistros and traditional barbecue shacks, crowning it the undisputed culinary capital of the Caribbean.
Latest Destination Blogs
Planning guides and firsthand notes from the brokers who plan your charter.
Yachting Tips
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Let a broker build your charter.
Tell us your dates, your group and the kind of week you want — we’ll match you to the right yacht, crew and route through St. Martin, St. Barts and Anguilla.