Caribbean - Leeward Islands

Luxury Leeward Islands Caribbean yacht charter

Where are the Leeward Islands? Scattered over 150 miles from Anguilla to Dominica, this group of Caribbean islands is fascinatingly diverse. St Martin/Sint Maarten, part Dutch, part French, offers golden beaches, good nightlife, restaurants, casinos and luxury shopping. Laid back Anguilla has the whitest beaches and translucent water. St Barth is the ‘it’ island with red-tiled roofs, French cuisine and high-end boutiques. Antigua is famous for its 365 beaches and Nelson’s Dockyard in English Harbour, the prettiest and most historic harbour in all of the Caribbean. Sailing the Leeward Islands is the perfect way to discover some of the Caribbean’s most notable islands, beaches and adventures.

  • Best time to visit
    December - April
  • Getting there
    Princess Juliana International Airport and more
Enquire today

Getting there

Princess Juliana International Airport (Sint Maarten)
Antigua Airport
Saint Barthélemy Airport

Explore the Leeward Islands

Hibernia
Hibernia's much-travelled French chef delivers fresh Caribbean seafood with a French accent and Thai and Japanese influences.
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Maia at South Point
Dine within sight of your yacht at this overwater restaurant on Falmouth Harbour. A fusion of Asian, Mediterranean, and Middle Eastern flavours are brought to life with fresh, high quality, farm-to-table ingredients. Great cocktails and a special wine list.
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Eden Roc
The restaurants at Eden Roc are led by Chef Sebastian Broda, and he is involved in all aspects of the menu at each of the hotel's three restaurants.
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Tropical Sunset
Great cocktails and classic grill-house fare with Caribbean touches like conch ceviche, crayfish and lobster, served on a shaded terrace on the beach overlooking Shoal Bay.
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Jacqui O's Beach House
A laid-back Mediterranean-style beach club romantically located on Love Beach with views across the Caribbean to Montserrat, Redonda, St Kitts and Nevis. Fabulous for sunsets and don't miss the famous Sunday parties.
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Nikki Beach
This renowned beach club is the place to see and be seen on St Barth. Let the afternoon glide by while dining on a fresh, light menu, drinking rosé, and lounging in chic surroundings.
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Da'Vida
An award-winning restaurant serving elevated Caribbean cuisine with Asian twists. Enjoy cocktails and mocktails on the terrace overlooking Crocus Bay Beach.
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Sheer Rocks
Perched on a promontory between Coco Beach and Valley Church Bay, this is a fun restaurant with beach-club vibes and Chef Jamal Warner's fresh, local menu inspired by the Mediterranean.
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La Case
Chef Jean Imbert celebrates authentic French West Indies cuisine at this Cheval Blanc hotel restaurant. Responsibly caught seafood is elevated by regional herbs, spices and vegetables and served on a terrace overlooking Plage de Flamands.
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Veya
This home-turned-restaurant serves Caribbean fusion cuisine with Asian influences in a Moroccan-style lounge and veranda with live music.
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Cecilia's
Overlooking Dutchman's Bay on the island's east coast, Cecilia's has a relaxed atmosphere with live music, lounge chairs, and a breezy terrace. Great for a delicious seafood lunch.
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Le Sereno
This open-air restaurant has wonderful views across Anse de Grand Cul-de-Sac. Sip on a cocktail before dining on Chef Raffaele Lenzi's contemporary Italian cuisine.
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Belmond Cap Juluca
The restaurants at Cap Juluca serve up vibrant island flavours with fresh ingredients cut from the resorts' own garden. Enjoy a romantic dinner for two or a laid-back afternoon at the pool bar or beach club.
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Le Bistro
This establishment has been serving up authentic French cuisine with a Caribbean twist for over four decades. Chef Patrick's cuisine never fails to delight.
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François Plantation
Villa Marie Saint-Barth has fabulous views from its location atop a hill in the north west of the island. Expect French classics with an ancestral West Indian twist such as foie gras with rum from Marie Galante and scallops and Colombo spices.
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Celeste at Malliouhana
Enjoy sea views from every table at this three-tiered restaurant serving Mediterranean dishes that celebrate the sea. Try the smoked wahoo pâté, slow-roasted eggplant with a rum glaze, curried conch and grilled octopus.
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Abyss
Abyss is a refined dining experience where French technique meets bold Caribbean flavours. With ocean-aged champagne, live music, and locally inspired dishes, each evening is a celebration of culinary excellence.
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L'Esprit
Set on the salt flats in the south of the island, Chef Jean-Claude Dufour brings innovative Provençal dishes to a romantic terrace close to Saline Beach.
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Bar de l'Oubli
Just off the harbourside, this bar serves freshly baked pastries for breakfast, bar food like burgers and paninis throughout the day, and tapas from early evening.
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Îles des Saintes
Also called Les Saintes, this seven-island archipelago offers wonderful anchorages, vibrant reefs for snorkelling, cultural sites, charming bistros, and white sand beaches ashore.
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Shirley Heights
This restored military battery offers iconic views over English and Falmouth Harbours. A scenic hike to the lookout provides a bit of exercise, and the sunsets here are legendary.
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Emerald Pool
The Emerald Pool is tucked away deep in Morne Trois Piton National Park. Fed by mountain streams that rush from a waterfall above, the pool glows emerald green under filtered sunlight.
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Royal St Kitts Golf Course
Opened in 1976, this 18-hole, par 71 golf course is one of the Caribbean's most scenic, offering views across to Antigua and backed by lush mountains.
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Pain de Sucre
Named after Rio's Sugarloaf Mountain, Pain de Sucre is a beautiful beach in Les Saintes, nestled at the base of a steep, rocky hill. Access by land is difficult so it's perfect for those arriving by boat.
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Mount Liamuiga
At 3,792ft, Mount Liamuiga is the highest point on St Kitts and is still considered an active volcano. Hiking trails lead to the summit, where you'll find unique flora and fauna and incredible panoramic views.
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Aurora Resort and Golf Club
Play a round on this Greg Norman-designed course, unwind with treatments at the 12-suite Sorana Spa, then dine on locally sourced Caribbean dishes overlooking Rendezvous Bay.
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Îlet a Cabrit
Hike across this small island to discover protected bays for anchoring. At the top of the island, enjoy stunning views and explore the ruins of Fort Josephine.
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Nevis Volcano
Nevis itself is a volcano and its conical shape rises dramatically into the sky. With no eruptions in recorded history, the jungle thrives and the island offers some fantastic hiking trails.
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Pillars of Hercules
Ancient rocks sculpted by nature guard the entrance to English Harbour. There's some great snorkelling here with colourful fish, corals, sponges and some fun swim-throughs.
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Soufrière Hills
The Soufrière Hills are a complex system of active volcanoes. It erupted spectacularly in 1995 and has remained active ever since.
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Two Foot Bay
This National Park on the northeast side of Barbuda is home to the famous Indian Cave where you can see Arawak petroglyphs.
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Fort Napoléon des Saintes
Located on Terre-des-Haut Island, the 18th century Fort Napoleon overlooks the bay of Les Saintes. Today, it houses a museum, and visitors can hike to the top of the hill to explore the fort's remains and its exotic cactus gardens.
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Guadeloupe National Park
This National Park offers hikes, historical sites, tours, and access to the local wildlife on Guadeloupe.
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Baie de Saint-Jean
Baie de Saint-Jean in St Barth is one of the most popular beaches and anchorages during a Leeward Islands yacht charter. Home to Eden Rock and Nikki Beach, this stunning stretch of sand is ideal for watersports – and for spotting low-flying aircraft, as it sits at the end of the island’s runway.
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Nonsuch Bay
Nonsuch Bay is a popular anchorage on the eastern shore of Antigua. At the mouth of the bay lies Green Island, a private island owned by the Mill Reef Club since 1947.
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Crab Hill
Crab Hill in Antigua is perfect for charterers looking to make the most of sunbathing and watersports. On a clear day, there are excellent views of Montserrat as well.
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Sandy Island
A picture-perfect desert island beach bar on a speck of sand north of Long Bay. Sip an expertly mixed rum cocktail and listen to live steel drums as you lunch on ribs, crayfish, lobster, grouper, snapper, and mahi mahi – all freshly grilled to perfection.
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Dog Island
Northwest of Anguilla lies Dog Island, an uninhabited spot made up of three small sandy cays, coral reefs, tropical fish, and sea turtles. Away from the coast, curious charterers can have fun spotting different cacti and bird species.
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Yachts available for charter in the Leeward Islands, Caribbean

This is a small selection of the luxury motor and sailing yachts available to charter in Leeward Islands. Please contact your Burgess broker for a personalised selection.

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For sale
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Comparing yachts for charter

New to charter?

Whether you are looking for a 70m motor private yacht to cruise St Lucia or have your heart set on a fun-filled Grecian sailing charter, we are on hand to guide you every step of the way.
Frequently asked questions
I’ve never chartered before, where do I start?
To get started, one of our brokers will ask you questions, like how many people you want to bring aboard, whether you know where you want to go and what you want to do. From sailing to motor, catamaran to explorer – we’ll shortlist yachts of a style, size and capability that match your preferences and suggest bucket-list cruising grounds.  
How many guests can be on board?
The majority of yachts can cruise with 8-12 guests, depending on their length. For bigger parties, some yachts built to the Passenger Yacht Code (PYC) can carry up to 36 guests – these yachts are usually above 80m (260ft) long. For events, yachts can have more people on board provided they stay in port.
Why do I need a charter broker? Why can’t I book direct?

Planning the perfect charter requires specialist knowledge, trusted contacts on board and on the ground, as well as first-hand knowledge of yachts, crews and locations, as well as legal contracts and local regulations to build an experience that suits you perfectly. Another reason to choose a broker is that sometimes there can be unforeseen issues with yachts or destinations and having an experienced broker to protect your interests and build a plan B is hugely reassuring. 

Creating the unforgettable is what we do at Burgess. It’s what our knowledge, experience and passion are all about. We take all the hassle out of the planning so you can just turn up and have the best holiday ever. 

I have a few allergies, how can I let the yacht know about these and also about my preferences?
A few weeks before your charter starts, we’ll send you a detailed questionnaire that lets us know the preferences and special requirements of everyone in your party. It will cover dietary and medical requirements, allergies and any special requests, birthdays or entertainment, for instance. This helps us and the crew of your yacht make sure your charter will be everything you hope it will be.  
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Charter a yacht

Discover the Burgess difference

Charter a luxury yacht with Burgess. Trusted for our expertise, our first-hand insights, extraordinary selection of luxury superyachts, and expansive international network of on board and onshore contacts come together to deliver a seamless and unforgettable experience. Explore our stunning collection of luxury yachts for rent or hire and speak to our experts about chartering a private yacht to your dream destination.

Privileged access to the world’s finest charter yachts

Every charter yacht in the Burgess fleet is unique, from interior design and on board facilities to watertoys and wellness. We rigorously inspect every yacht to ensure that when you find your ideal match, it exceeds every expectation.

A wealth of knowledge to enhance your experience

A superyacht charter offers an unparalleled sense of freedom and adventure, with every aspect meticulously tailored by your Burgess broker to suit you. By accommodating both your preferences and requirements, no detail is left to chance.

Personalised service that goes above and beyond

Burgess brokers do far more than just booking – from private jet transfers to bespoke itineraries. We handle every element of your yacht charter holiday, using our long-standing experience to offer a seamless experience from start to finish.

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