Yacht Charter In Windward Islands - Charter&Dreams
A scenic view of a tropical bay with turquoise water, anchored boats, a sandy beach, and lush green hills.

Yacht charter in Windward Islands

Experience the ultimate luxury yacht charter in the Windward Islands and explore the Caribbean’s most enchanting destinations. Discover lush landscapes, vibrant coral reefs, and picturesque harbors as you sail through crystal-clear waters. Enjoy top-notch amenities and personalized service aboard your private yacht, making every moment unforgettable. Book now for an idyllic island-hopping adventure in paradise!

Superyachts available in Windward Islands

SABAI

SABAI

  • 33,85 m.
  • 10 People
  • 5 Cabins
  • 2019 Cantiere Delle Marche

Rate from 120.000 $/Week

ADEONA

ADEONA

  • 19,49 m.
  • 8 People
  • 4 Cabins
  • 2021 Fountaine Pajot

Rate from 37.000 €/Week

YOLO

YOLO

  • 21,50 m.
  • 8 People
  • 4 Cabins
  • 2022 Sunreef Yachts

Rate from 56.000 $/Week

TURKISH DELIGHT

TURKISH DELIGHT

  • 24,38 m.
  • 8 People
  • 4 Cabins
  • 2019 Sunreef Yachts

Rate from 80.000 $/Week

CARTOUCHE

CARTOUCHE

  • 28,96 m.
  • 8 People
  • 4 Cabins
  • 2011 Blue Coast Yachts

Rate from 65.000 €/Week

CROSSBOW

CROSSBOW

  • 31,71 m.
  • 8 People
  • 4 Cabins
  • 2016 Southern Wind Shipyard

Rate from 77.000 €/Week

Windward Islands Yacht Charter

The Windward Islands are made up of Martinique, Trinidad and Tobago, Dominica, St. Lucia, and St. Vincent. Although these islands are less developed than the Leeward Islands, they are a paradise for those looking for a more relaxed and simply natural experience on board the luxury yacht charter.

The Windward Islands can be described as volcanic, with rugged mountain backdrop which create incredible panoramic views on board. Each and every island is simple, rare and gorgeous in their own unique way. Completely surrounded by coral reefs and hidden cays, these islands stretch gracefully across the Caribbean sea. Complete with sections of beautiful rivers and streams, these islands are a natural wonderland. Creating the perfect conditions for the flourishing fishing industry and gorgeous environmental wonder.

The vibrancy of these islands are immediately notable. Starting with the island of Martinique, this island is an excellent island location for those seeking endless sunshine and a local gastronomic experience. Also, a fantastic location for those who enjoy being in nature, Martinique has an immense amount of hiking trails, glorious rainforests and lush landscapes which dominate this island. St Vincent and the Grenadines contain boasting mountain peaks and picture perfect black sandy beaches. Also home to an immense amount of underwater fauna, divers will be enjoy jumping off board to view the fascinating sites of the coral reef and marine life. Cruising south, you will reach the island of Grenada. Known locally as the spice island, the rich agriculture and fantastic temperatures allow them to cultivate an immense amount of local spices which fill the air with a lovely aroma.

What The Windward Islands lack in development, they make up for in natural beauty. With their stunning coastlines and lengthy stretches of sandy beaches, these islands are fascinating. Making the perfect destination for those who adore nature, The Windward Islands are the perfect place to relax and take in the views of the rolling lush hills on board.

The Perfect Windward Islands​ Itinerary

A scenic view of the Pitons, Gros Piton and Petit Piton, in St. Lucia, rising dramatically from the blue Caribbean Sea under a bright, partly cloudy sky.
Day 01

Saint Lucia

Start your journey from Rodney Bay Marina, a vibrant hub in Saint Lucia. Visit Pigeon Island National Park, exploring the ruins and hiking up to Fort Rodney for panoramic views. Enjoy snorkeling and relaxing at Reduit Beach. Dinner at The Coal Pot Restaurant, offering exquisite seafood dishes with a stunning waterfront view.

Aerial view of a luxury beach resort with overwater bungalows and lush green mountains in the background.
Day 02

Saint Vincent

Sail to Saint Vincent, the largest island of the nation of Saint Vincent and the Grenadines. Explore the Botanical Gardens, one of the oldest in the Western Hemisphere. Snorkel at the underwater volcano at Black Point Tunnel, and relax at Villa Beach. Dine at The French Verandah, known for its French and Creole fusion cuisine with beautiful ocean views.

A tropical bay with clear blue water, several sailboats and yachts anchored, and palm trees in the foreground.
Day 03

Bequia

Head to Bequia, a charming island known for its maritime history. Visit the Old Hegg Turtle Sanctuary and learn about turtle conservation. Enjoy the tranquil waters of Princess Margaret Beach, perfect for swimming and snorkeling. Dinner at The Fig Tree, offering a relaxed atmosphere and delicious Caribbean dishes right on the beach.

Aerial view of the lush, privately-owned island of Mustique in the Caribbean, featuring green hills, white sand beaches, and a central airstrip.
Day 04

Mustique

Sail to the exclusive island of Mustique, famous for its luxurious vibe. Explore the island on a guided tour, visiting the Cotton House and taking in the stunning views. Spend the afternoon snorkeling and sunbathing at Macaroni Beach. Dine at The Veranda Restaurant, offering fine dining with a blend of international and Caribbean flavors.

Aerial view of a lush green tropical island surrounded by turquoise and deep blue ocean water, with a visible coral reef and white clouds in a bright blue sky.
Day 05

Canouan

Head to Canouan, known for its pristine beaches and luxury resorts. Enjoy water sports and snorkeling at Tamarind Beach, and visit the Canouan Marine Park for diving and exploring marine life. Relax at Shell Beach with its beautiful white sands. Dinner at La Piazza, an Italian restaurant offering authentic dishes with a Caribbean twist in an elegant setting.

Aerial view of a tropical beach with turquoise water, lush green trees, and several boats anchored offshore.
Day 06

Tobago Cays

Sail to the Tobago Cays, a group of small uninhabited islands. Explore the Tobago Cays Marine Park, known for its vibrant coral reefs and abundant marine life. Snorkel with sea turtles, explore the clear lagoons, and relax on the sandy beaches. Enjoy a beach barbecue under the stars, savoring fresh seafood and local dishes.

Aerial view of Union Island showing the airport runway, town, and surrounding Caribbean Sea.
Day 07

Union Island

Head to Union Island, the southernmost island in the Grenadines. Explore Clifton Harbour and visit the local market for unique souvenirs. Kite surf or snorkel in the clear waters off the coast. Visit Happy Island, a small man-made island bar. Dine at The Snack Shack, a casual eatery known for its local cuisine and vibrant atmosphere, perfect for a laid-back end to your adventure.

Discover your personalized itinerary today! This is just an example, let’s design together the perfect adventure for you.

Best of Windward Islands​

Top Luxury Destinations on Windward Islands

Aerial view of a lush green tropical island surrounded by turquoise and deep blue ocean water, with a visible coral reef and white clouds in a bright blue sky.
Windward Islands Hotspots

Reduit Beach, Saint Lucia

Reduit Beach is a long, sandy beach with clear waters perfect for swimming and snorkeling. It offers beautiful views and a lively atmosphere, ideal for water activities and relaxation.

A scenic view of a tropical bay with turquoise water, anchored boats, a sandy beach, and lush green hills.
Windward Islands Hotspots

Macaroni Beach, Mustique

Macaroni Beach is known for its white sands and turquoise waters. It’s a tranquil spot for swimming, sunbathing, and enjoying the island’s exclusive ambiance.

A scenic view of a tropical bay in Bequia, with turquoise water, a sandy beach, lush green hills, and numerous sailboats anchored in the water
Windward Islands Hotspots

Princess Margaret Beach, Bequia

Princess Margaret Beach is a serene spot with calm waters and lush surroundings. It’s perfect for swimming, snorkeling, and enjoying the island’s natural beauty.

erial view of the Tobago Cays Marine Park with small lush green islands surrounded by vibrant turquoise and blue ocean water.
Windward Islands Hotspots

Tobago Cays Marine Park, Tobago Cays

This marine park is a paradise for snorkelers and divers, offering vibrant coral reefs and a chance to swim with sea turtles. The clear, shallow waters make it a perfect spot for exploring underwater life.

Grilled shrimp dish garnished with lemon and an orchid on a white plate
Windward Islands Hotspots

The Veranda Restaurant, Mustique

This upscale restaurant offers a sophisticated menu blending international and Caribbean flavors. The elegant setting and beautiful views make it ideal for a special dining experience.

FAQs about Luxury Yacht Charter in Windward Islands:

  • How many days are ideal for a luxury yacht charter in the Windward Islands?

    A luxury yacht charter in the Windward Islands works best over 7 to 10 days. This gives charter guests enough time to enjoy Saint Lucia, Bequia, Mustique, Canouan, Mayreau, Tobago Cays, and Grenada without rushing the sailing. A shorter 5-day charter can suit a Grenadines-focused trip, but it may feel tight. For a richer route with beach clubs, snorkelling, fine dining, and quiet anchorages, 10 days feels far more relaxed and refined.

  • Which destinations are recommended for chartering superyachts?

    The strongest superyacht route usually starts with Saint Lucia or Martinique, then moves through St Vincent and the Grenadines toward Grenada. Saint Lucia offers dramatic Piton views and strong marina support. Bequia feels charming and low-key. Mustique brings privacy and old Caribbean glamour. Canouan suits high-end resort dining and golf. Tobago Cays is the showpiece for clear water, turtles, and reef life. Grenada works well as a polished final stop.

  • When is the best time to book a yacht charter in the Windward Islands?

    The best season is December to April, with May still pleasant for quieter charters. These months bring warm days, comfortable trade winds, clear water, and strong cruising conditions.

    For Christmas, New Year, and peak winter dates, luxury yachts should be booked several months ahead because the best vessels go early.

    Season Conditions Atmosphere Best For
    December–April Warm, sunny, good trade winds Peak Caribbean season Luxury charters, snorkelling, beach days
    May Warm and quieter Softer shoulder season More relaxed cruising
    June–November Wetter and more humid Low season Flexible trips, fewer crowds
  • What are the most recommended yacht charter itineraries in the Windward Islands and their surroundings?

    A classic itinerary begins in Saint Lucia, then sails to Bequia, Mustique, Canouan, Mayreau, Tobago Cays, Union Island, and Grenada. This route gives a smart mix of volcanic scenery, quiet bays, private-island glamour, beach lunches, and world-class snorkelling.

    A shorter luxury route can focus on the Grenadines, especially Bequia, Mustique, Canouan, Mayreau, and Tobago Cays. Martinique can also be added for a French Caribbean start or finish.

    Windward Islands Itinerary Ideas

    • 7 Days: Saint Lucia, Bequia, Mustique, Canouan, Tobago Cays, Grenada
    • 10 Days: Martinique, Saint Lucia, Bequia, Mustique, Mayreau, Tobago Cays, Grenada
    • Grenadines Focus: Bequia, Mustique, Canouan, Mayreau, Tobago Cays

    Nature Route: Saint Lucia, Tobago Cays, Union Island, Grenada

  • Which beaches are best experienced by sea?

    Tobago Cays is the standout because the water, reefs, and turtle areas are best reached by boat. Salt Whistle Bay in Mayreau is another favourite, with a soft curve of sand and calm anchorage. Macaroni Beach in Mustique suits a private beach day with a glamorous feel. Friendship Beach in Bequia works well for a relaxed lunch stop. In Grenada, Grand Anse and nearby Molinere Bay add easy beach time with snorkelling and sculpture park visits.

  • Which exclusive yacht clubs are in the Windward Islands?

    The Windward Islands do not have a yacht club scene like Monaco or Saint-Tropez, but they do have respected sailing bases and elegant social stops. St Lucia Yacht Club sits around Rodney Bay, close to one of the region’s key marinas. Grenada Yacht Club in St George’s offers berthing, dining, and a relaxed waterfront setting. Yacht Club de Martinique adds a French Caribbean sailing base. Mustique’s social scene centres more on private villas, Basil’s Bar, and The Cotton House.

  • Where are the most exceptional restaurants?

    Saint Lucia is strong for view-led fine dining, especially The Cliff at Cap, near Pigeon Island, and Dasheene at Ladera, known for its Piton setting. Mustique is ideal for Basil’s Bar and The Cotton House dining. Bequia Beach Hotel’s Bagatelle gives a polished beachfront meal on Friendship Beach. In Canouan, Mandarin Oriental and Soho Beach House suit a luxury resort-style stop. Grenada adds Rhodes Restaurant at Calabash and Silversands for refined island dining.

Shortlisted Yachts