Windward Islands yacht charter guide: Volcanoes, rainforests and Caribbean adventure

Published 08 June 2026

The Windward Islands – spanning Grenada, St Lucia, and St Vincent and the Grenadines – are among the Caribbean’s most captivating destinations. Fringed by glittering waters rich with marine life and shaped by emerald peaks, tropical forests and secluded bays, they offer a striking blend of natural beauty and adventure.

On a Windward Islands yacht charter, hike St Lucia’s iconic Pitons, picnic on uninhabited islets, or tour renowned rum distilleries on St Vincent. However you choose to explore, a yacht charter across the Windward Islands reveals the very best of this extraordinary corner of the Caribbean.

Why the Windward Islands offer a different side of the Caribbean

The Windward Islands reveal a more soulful side of Caribbean cruising – one shaped by towering volcanic landscapes, lush rainforests, and a slower pace of life. Rather than glossy beach clubs and busy harbours, you’ll find hidden anchorages, quiet island communities, and adventures both ashore and at sea. For charter guests looking beyond the expected, the Windward Islands offer a richer, more immersive Caribbean experience.

Windward Islands yacht charter

The best islands to visit on a holiday to the Windward Islands

Made up of towering mountains and sheltered bays, the Windward Islands form the tail end of the eastern Caribbean. From St Lucia and St Vincent to the Grenadines and Grenada, the islands here reflect a combination of Creole, French and English influences, ensuring a colourful ambience. Each of the islands is just a short hop from the next and the best way to discover them is by yacht.


St Lucia

One of the most naturally beautiful islands in the Caribbean, St Lucia is a tropical paradise, home to numerous volcanic and white sand beaches, hot springs and pretty coves. Cruising around the island you will have plenty of opportunity to step ashore and discover both the natural wonders and the man-made variety. The iconic St Lucia Pitons dominate the skyline – a titanic pair of dormant jungle-covered volcanic peaks rising 800m (2,625ft) high in sheer walls from the sea. Anchor beneath them and take the tender ashore to hike Gros Piton, or if you have a head for heights you can even zip wire down through the rainforest.

But the island shouldn’t just be explored on foot. On a St Lucia yacht charter, don your snorkelling gear and head beneath the surface to discover the vibrant marine life. During the winter months, watch the migrating whales, or swim with turtles at Anse Cochon. Whether hiking up a volcano, taking Caribbean rainforest tours and snorkelling forays, or sampling rum punch in an unpretentious bar, St Lucia really has it all.

St Lucia yacht charter

St Vincent and the Grenadines

Oozing unspoilt charm, St Vincent and the Grenadines is a multi-island nation of secluded beaches, crystal-clear waters, and a laid-back tropical rhythm. From the dramatic, rainforest-cloaked peaks of Saint Vincent to the palm-fringed islets of the Grenadines, it offers a wilder, more untouched side of the Caribbean.

Sprinkled in the clear waters between St Vincent and Grenada, the Grenadines form a 96km (60 mile) chain of coral reefs, white-sand cays and tiny islets, each with its own character. Bequia is among the most lively, with bustling Port Elizabeth offering shops, restaurants, and an easy local charm, while nearby Mustique is the epitome of barefoot luxury. Further south, the Tobago Cays promise deserted beaches and exceptional snorkelling, while Union Island is a sailor’s delight with pretty anchorages and bars and restaurants ashore. A stone’s throw from Union Island, Petit St Vincent is your own offers total seclusion, while Carriacou, aka ‘Island of Reefs’, is perfect for diving.

On a Grenadines yacht charter, you’ll be able to spontaneously flit from idyll to idyll along the stunning islands – with your private yacht the key to unlocking the best of this nation.

Grenadines Mustique

Grenada

Known as the 'spice island', mountainous Grenada is covered with fragrant spice trees and lush green scenery, with miles of pure white sands almost encircling the island. As you draw near this southernmost of the Windward Islands, the fresh ocean breeze mingles with the aroma of spices carried on the trade winds and will permeate your senses. 

On a Grenada yacht charter, step ashore to enjoy the island’s verdant volcanic rainforest landscape as you go in search of waterfalls, embark on tours of old spice plantations and ancient rum distilleries, and explore the Grand Etang Forest Reserve – one of the finest natural areas in the whole Caribbean, it is filled with towering bamboo, razor grass, wildflowers, and the crystal-clear Grand Etang Lake. After an adventurous day ashore, cool off with a swim around the gentle bay of Grand Anse Beach – without doubt the best beach on the island.

St George's Grenada yacht charter

Martinique

Martinique brings together the rhythm of the Caribbean with unmistakable French sophistication, making it one of the region’s most rewarding yacht charter destinations. From volcanic peaks and rainforest-covered interiors to secluded anchorages and chic waterfront villages, the island offers a rich contrast of experiences both ashore and at sea. Cruise along the rugged Atlantic coast, drop anchor in calm bays on the Caribbean side, and discover a culinary scene that blends Creole flavour with French finesse.

Whether exploring vibrant markets in Fort-de-France, diving in crystal-clear waters, or enjoying long lunches overlooking the marina in Le Marin, on a Martinique yacht charter you can enjoy an experience that feels effortlessly refined, yet deeply authentic.

Martinique

The Tobago Cays

Movie buffs might recognise the four islets that make up the Tobago Cays, having provided some of the backdrops for the Hollywood blockbuster Pirates of the Caribbean. An archipelago located in St Vincent and the Grenadines, they’re ringed by pristine, white sand beaches and clear azure waters. On a Tobago Cays yacht charter, anchor between Petit Rameau and Petite Bateau and swim and snorkel in the kaleidoscope of colourful waters that are protected by the famous horseshoe reef.

Tobago Cays

Adventure experiences on a Windward Islands vacation

Known for their lush rainforests, mountainous landscapes, and vibrant coral reefs, the Windward Islands are the perfect addition to an adventurous Caribbean itinerary. For dramatic views, the Pitons are the two iconic twin peaks that offer incredible hikes in St Lucia (challenging, but the views are well worth it), while Grenada is famous for its spice plantations and underwater sculpture park. For world-class Caribbean reef diving, Grenada is the ‘Wreck Capital of the Caribbean’ with vibrant marine life, while Tobago Cays snorkelling is an unmissable experience.

Hiking St Vincent Caribbean

Hidden anchorages and remote Caribbean beaches in the Windward Islands

The Windward Islands offer some of the best secluded Caribbean anchorages, giving charterers solitude away from busier yachting hubs. From hidden spots on St Vincent to tranquil bays only accessible by boat, plus some of the Caribbean’s most remote beaches, here’s where to visit.

Salt Whistle Bay

Salt Whistle Bay

Considered one of the most idyllic anchorages in the entire Caribbean, Salt Whistle Bay is a picturesque crescent-shaped beach ideal for snorkellers and sunworshippers alike.

Mayreau

Beyond Salt Whistle Bay, the Windward island of Mayreau in the Tobago Cays has so much to offer. The smallest inhabited island in the Grenadines, the windward side is ideal for kitesurfing and beachcombing, while Mayreau Gardens boasts healthy coral gardens teeming with marine life.

Anse Cochon Bay St Lucia

Mopion Island

The ultimate deserted island fantasy, Mopion Island is a tiny, pure-sand atoll in St Vincent and the Grenadines. Surrounded by a shallow, living coral reef, it’s famous for its turquoise waters and the single thatched wooden umbrella sitting in its exact centre – the perfect spot for couples looking for complete privacy. 

Anse Cochon

For some of the best diving and snorkelling on St Lucia, look no further than Anse Cochon. This secluded day is a favourite of day-trippers but it’s worth a visit – anchor here early in the morning to secure the best spot and avoid the crowds, enjoying the dark volcanic sands and calm waters all to yourself.

A sample 10-day Windward Islands superyacht charter itinerary

A luxury Caribbean yacht charter from St Lucia to Grenada showcases the region at its very best, taking you from the dramatic volcanic peaks of the north to the laid-back coral cays and spice islands of the south. Meet your yacht in St Lucia, anchoring beneath the majestic Pitons and exploring the island’s many adventures before an open-water passage to the Grenadines. A Bequia yacht stop, just south of St Vincent, offers some of the Caribbean’s best snorkelling and exhilarating drift dives.

From there, a short sail brings you to the exclusive island of Mustique. With its eclectic atmosphere, Mustique has attracted famous names and royalty for more than 50 years. Visit during peak season for glamorous New Year’s Eve parties, or at quieter times for peaceful days and sundowners at the famous Basil’s Bar.

Union Island Clifton Bay Grenadines

A few days exploring the kaleidoscopic Tobago Cays at your own pace is the perfect chance to enjoy your yacht’s toybox, linger over lazy afternoons up on the sun deck, or unwind with a massage on deck to the sound of the waves.

Conclude your yacht charter in Grenada, cruising slowly from north to south as you anchor in secluded bays, enjoy crowd-free beaches, and discover spice plantations and waterfalls ashore before disembarking in Port Louis Marina.

Best time to embark on a private yacht charter to the Windward Islands

The best time for a Caribbean yacht charter is during the dry season, from November to April. Escape for some winter sun and enjoy ideal sailing conditions with consistent trade winds and comfortable temperatures.

Why explore the Windward Islands by yacht?

A combination of dramatic landscapes, a cooling breeze and natural harbours makes the Windward islands an ideal cruising destination for a superyacht charter. Cruise from St Lucia to Grenada, stopping in the Grenadines idylls lying in between and experience a part of the Caribbean that has remained relatively unchanged over the centuries.

Burgess Windward Islands charter

Discover the Caribbean beyond the ordinary with Burgess

The Caribbean is a yachting playground like no other, and the Windward Islands are a shining example offering a mix of nature, adventure, and relaxation. Whether you're dreaming of a Burgess Caribbean charter exploring the wonders of the Grenadines, or a lively escape with friends in St Lucia, our world-class services will ensure your Burgess yacht charter is an unforgettable experience.

Ready to embark on your tropical escape? Contact us today to start planning your ultimate Caribbean getaway.

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Frequently asked questions
What are the Windward Islands?

The Windward Islands are a group of islands in the southeastern Caribbean, including Martinique, St Lucia, St Vincent and the Grenadines, and Grenada. Known for their volcanic peaks, lush rainforests, coral reefs and sheltered bays, they offer a more rugged, nature-rich side of the Caribbean than some of the flatter islands further north.

Are the Windward Islands good for yacht charters?

Yes – the Windward Islands are excellent for yacht charters, especially for guests looking for a mix of adventure, natural beauty and laid-back island charm. Short cruising distances between islands, reliable trade winds, secluded anchorages and a wide variety of experiences (think snorkelling, diving, hiking, and beach-hopping) make the region ideal for a private yacht itinerary.

What are the highlights of a Windward Islands yacht charter?

Highlights of a Windward Islands yacht charter include cruising beneath St Lucia’s dramatic Pitons, exploring the Tobago Cays’ turquoise waters and coral reefs, discovering the quiet beaches and chic atmosphere of Mustique and Bequia, and experiencing Grenada’s spice plantations, waterfalls and rainforest landscapes. The region combines scenic passages, exceptional snorkelling and diving, and a more off-the-beaten-track Caribbean feel.

Windward Islands vs Leeward Islands

The Leeward and Windward Islands are both part of the Lesser Antilles, but they differ primarily in their geography, climate, and nautical history. The Windward Islands are located further south and east, facing the prevailing trade winds, which makes them wetter and more mountainous. The Leeward Islands are further north and west, making them drier and flatter.
Both have their own charms, and it’s impossible for us to choose one as the best Caribbean charter region, but speaking with your charter broker about your plans will help them identify which region and islands are most suited to you and your charter group.

To find out more about Burgess’ yachts for sale and yachts for charter, please contact a Burgess broker. Alternatively, get in touch with one of our offices directly: London, Monaco, New York, Miami, Singapore or all other locations.

- Yachts, prices and availability are correct at the time of publication.

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