Windward Islands

Discover seclusion in the Windwards: Dominica’s nature, St Vincent’s beaches. Barbados parties, St Lucia and Grenada dive wonders. How to do it all? A luxury Y.CO charter, of course.

Island Hopping.

Golden sands meet turquoise waters under a brilliant blue sky dotted with fluffy white clouds.

Yachts For Charter

Yachts Available in The Windward Islands

52 Items
  • Size
  • Price
  • When
A luxurious white yacht cruises on a brilliant blue sea with a picturesque coastal town in the background.
Relax on the sun-drenched deck of this luxurious yacht, complete with a jacuzzi and a well-stocked bar.

Christina O

  • 99M

  • 34 Guests

  • Built 1943

  • Refitted 2023

From €740,000  p/w
A stunning mosaic pool converts to dancefloor, piano lounge for entertaining with Michelin-star dining to savour onboard.
A luxurious white superyacht glides across the deep blue ocean under a bright, cloudy sky.
A luxurious superyacht glows with underwater lights in the tranquil waters at sunset.

CC-Summer

  • 95M

  • 12 Guests

  • Built 2019

  • Refitted 2025

From €1,500,000  p/w
Hammam, salon and gym in a serene wellness hub, with fire pit dining, courts for play, and a custom waterslide into the sea.
A sleek black and white yacht glides through the calm blue ocean under a hazy sky.
A luxurious superyacht with a helipad and swimming pool anchors in the crystal-clear turquoise waters near a tropical island.

Air

  • 81M

  • 12 Guests

  • Built 2011

  • Refitted 2024

From $925,000  p/w
Minimalist styling meets pure indulgence with a sleek interior, massage room, steam room, and an 8-metre pool for serene relaxation.
The luxurious yacht Elements glides through the calm blue waters with a verdant, mountainous coastline in the background.

Elements

  • 80M

  • 12 Guests

  • Built 2019

  • Refitted 2025

Please enquire
Luxurious throughout, featuring a helipad, indulgent sun deck jacuzzi, and vast dining experiences to delight every guest aboard.
A luxurious white yacht cruises past a rugged, rocky coastline under a clear blue sky.
A luxurious superyacht with multiple decks and a swimming platform glides through the sun-drenched Mediterranean Sea.

Boadicea

  • 77M

  • 18 Guests

  • Built 1999

  • Refitted 2026

From €725,000  p/w
Five-meter salon ceilings, elegant cabins, and a sun deck pool featuring resistance training create a wellness yacht beyond compare.
A luxurious yacht named Wheels glides through the azure waters with lush green hills in the background.

Wheels

  • 76M

  • 12 Guests

  • Built 2008

  • Refitted 2024

From €790,000  p/w
Plush 8-man cinema, open sun deck jacuzzi encircled by luxe seats, and main salon transforming into a vibrant night party.
The luxurious superyacht Starfire glides through calm, blue waters with a mountainous coastline in the background.
A luxurious superyacht anchors in clear blue waters near a mountainous coastline, complete with a private beach club and water toys.

Starfire

  • 73M

  • 12 Guests

  • Built 2007

  • Refitted 2025

From $680,000  p/w
Expedition luxury spans six decks, with a spa, jacuzzi, certified helipad, and a submarine garage for unforgettable global adventures.
A large, luxurious white yacht sailing across the deep blue ocean under a cloudy sky.
The luxurious superyacht Titania glides through the crystal-clear turquoise waters of a tropical paradise.

Titania

  • 71M

  • 12 Guests

  • Built 2006

  • Refitted 2025

From $660,000  p/w
Waterfront terrace turns nightclub by night, pool deck with swim-up bar, and a toy box full of ocean fun for endless fun.
A majestic white yacht glides through the deep blue sea under a clear sky, with rugged hills in the background.

Sherakhan

  • 70M

  • 26 Guests

  • Built 2005

  • Refitted 2022

From €650,000  p/w
Made for multi-generational escapades, the huge dining atrium and cabins for up to 26 guests make Sherakhan the ultimate charter yacht.
A sleek white superyacht cruises through the deep blue ocean, accompanied by two smaller boats.

Firebird

  • 69M

  • 12 Guests

  • Built 2007

  • Refitted 2021

From $575,000  p/w
A sanctuary of modern luxury with fresh interiors, tranquil wellness rooms, and staterooms that unfold across two elegant levels.
52 Items
  • Size
  • Price
  • When

Yacht Charter Itineraries

Inspirational Itineraries in the Windward Islands

The iconic Pitons rise majestically from the turquoise waters of St. Lucia, framed by lush tropical foliage under a brilliant blue sky.

7 Days

From East to West

St Vincent to Grenada. Discover your own desert island adventure. With 32 islands to choose from, it's an excuse to return again and again.

Explore
Lush palm trees frame a stunning white sand beach with turquoise waters and dramatic cliffs under a brilliant blue sky.

11 Days

Jewels of the Caribbean

Antigua to Grenada. Dive, snorkel, discover underwater treasures. Visit landmarks with a rich vibrant history. See it all by superyacht.

Explore
Lush green palm trees sway over a pristine white sand beach bordering the impossibly turquoise waters of the Caribbean.

8 days

St Lucia To Grenada On Board Sherakhan

Idyllic island life in St. Vincent and the Grenadines

Read more

Yacht Charter Destinations

More Destinations in the Windward Islands

Lush tropical foliage frames a breathtaking view of a turquoise bay dotted with sailboats under a brilliant blue sky.

Grenada

One of the greatest archipelagos in the Caribbean, Grenada's three islands are a rich banquet of virgin forest and marine sanctuaries teeming with life.

Explore Grenada
A woman in a white bikini relaxes in an infinity pool overlooking a tropical ocean with palm trees and a sailboat.

Mustique

Ultra-chic Mustique is the preening beauty of the Caribbean. Its silk-soft beaches are often deserted. Its glitterati vibe is legendary. It's surrounded by vibrant reefs and game-fishing grounds, too.

Explore Mustique
Lush green Piton mountains rise dramatically from the vibrant blue waters of the Caribbean Sea under a dramatic sky.

St Lucia

Another swoon-inducing Caribbean melting pot? Yep, but nothing's quite like St Lucia. Its contrast of deep-green mountain forests and shimmering beaches.

Explore St Lucia
A lush green island with turquoise waters and a white sandy beach is dotted with palm trees and a sailboat.

St Vincent

St Vincent is the largest in the island chain of St Vincent & the Grenadines and beckons those on Windward Islands charters. One of the calmest and quietest stretches of the Caribbean, the Grenadines is all about relaxation.

Explore St Vincent
A large white sail billows in the wind as a sailboat cuts through the deep blue ocean with a foamy wake.

St Barths

The destination for the St Barths bucket each march, st barths has long been a popular destination for yachtsmen. Whether you're looking for the ultimate party, shopping or kitesurfing, you'll find it here.

Explore St Barths
A vibrant rainbow arcs over the turquoise sea, framed by lush green mountains and swaying palm trees.

Your Guide to the Windward Islands

The Caribbean Most People Miss

REASONS TO VISIT

WHY WE LOVE THE WINDWARD ISLANDS

Lush green mountains frame a serene beach with calm turquoise waters and iconic Piton peaks in the distance.

Sulfur Springs

Discover the magic of Soufrière’s Sulfur Springs on Saint Lucia, where your superyacht lies just minutes from bubbling pools and steaming volcanic vents. This natural spa offers a soothing blend of adventure and relaxation under the Caribbean sun. After your revitalizing dip, wander through lush botanical gardens or enjoy a rum cocktail, your luxurious retreat in this volcanic paradise.

Colorful beachside huts line a sandy path shaded by lush palm trees under a bright sky.

Rum & Waves

Raise a toast to Barbados, the birthplace of rum, where your mega yacht is the ideal launchpad for tasting tours through historic distilleries and sampling golden, spiced blends. When the glasses are empty, head to the surf-ready east coast for rolling waves and laid-back beach bars, enjoying a perfect mix of spirited heritage and seaside bliss.

Vibrant blue and orange feathers adorn a festive headdress at a lively carnival celebration.

YOUR GUIDE TO THE WINDWARD ISLANDS

COLOURS. CONTRASTS. CARNIVALS.

Most easterly of the Caribbean islands, the Windwards offer something quite different. Charter a Y.CO luxury yacht and cherry-pick highlights like Trinidad’s pre-Lent Carnival – the Caribbean’s biggest bash. Or visit the indigenous Kalinago in forest-clad Dominica. Snorkel with seahorses and frogfish in St Vincent and the Grenadines. Dive the many wrecks off Grenada. Swim in scenic bliss in Soufrière Bay. Luxuriate in the French-inflected culture of Martinique. How will you decide?

Your Guide to the Windward Islands

Diving St Vincent and the Grenadines

You’ve found diving nirvana. St Vincent and the Grenadines’ 32 islands and cays are skirted by thriving leeside reefs. Head for in-the-know sites like Anse Chastanet, Keyhole Pinnacles and the Lesleen M wreck. Eagle rays, damselfish and green morays drift amongst coral fans and giant barrel sponges. Lobster from these waters is the best you’ll ever eat. They grill it right at Petit Rameau’s Romeo Lobster BBQ in Tobago Cays.

A scuba diver with bright yellow fins glides through the sunlit, blue ocean waters over a vibrant coral reef.
A small boat navigates a tranquil waterway through a lush mangrove forest with exposed roots reaching into the water.

Your Guide to the Windward Islands

Asa Wright Nature Centre

Paradise for birds and bird-lovers. Covering 1,500 deeply forested acres in Trinidad’s Arima Valley, the Asa Wright Nature Centre is an oasis for the island’s incredible 400 avian species. But expect more than ruby-topaz hummingbirds or magnificent frigatebirds. AWNC shelters 600 butterfly species, including the black-and-scarlet cattleheart and the vividly-striped Isabella tiger. It’s also home to creatures even more deadly than they are beautiful, like the ribbon coral snake.

Your Guide to the Windward Islands

St Pierre, Martinique

Could St-Pierre be the prettiest bloom in the ‘Island of Flowers’? Between Mont Pelée and the Gulf of Anse, this sleepy town epitomises Martiniquan charm. Founded in 1635, the ‘Caribbean Paris’ is famous for colorful, early 20th-century French-colonial architecture. Doughty Fort-St Louis is its only real 17th-century sight. Now guesthouses like Maison Rousse and creole restaurants like Le Guérin entice. Wreck divers adore soft corals and rays around the accessible Raisinier.

Colorful Dutch colonial-style buildings with ornate white trim and red tiled roofs stand against a bright blue sky.

Need to Know

Useful Info to Visit

Lush palm trees frame a tranquil beach scene with turquoise waters and distant mountains under a cloudy sky.

Useful Info to Visit

When to Go

November to August. April is the driest, but July and August is the party season.

A woman with her hair in a bun enjoys a breezy day at the beach, her arms outstretched towards the ocean.

Useful Info to Visit

What to Pack

Light and practical clothes and a waterproof layer outside the dry months.

A sailboat glides on turquoise waters beside a secluded sandy cove framed by lush greenery and dark rock formations.

Useful Info to Visit

Don’t Miss

Lush little Bequia offers some of the Islands’ calmest, cay-strewn sailing.

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