Luxury Yacht Charter In The Caribbean - Charter&Dreams
Caribbean beach with palm trees

Luxury yacht charter in the Caribbean

Discover luxury yacht charter in the Caribbean. Sail through turquoise waters and idyllic beaches aboard world-class yachts and catamarans. Enjoy a tailor-made vacation where luxury meets the essence of the Caribbean paradise.

Superyachts available in The Caribbean

SHADES OF GREY

SHADES OF GREY

  • 23,99 m.
  • 9 People
  • 4 Cabins
  • 2024 Sunreef Yachts

Rate from 70.000 €/Week

SABAI

SABAI

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

Rate from 120.000 $/Week

LIR

LIR

  • 20,44 m.
  • 8 People
  • 4 Cabins
  • 2014 Fountaine Pajot

Rate from 35.000 $/Week

YOLO

YOLO

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

Rate from 58.900 €/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

A yacht charter in the Caribbean opens the door to a world of turquoise waters, white sandy beaches, and endless sunshine. Cruising aboard a private yacht lets you explore idyllic islands at your own pace, with total privacy and every detail tailored to your desires. Charter&Dreams offers an exclusive fleet — from elegant catamarans to high-end superyachts — ideal for families, couples, or friends seeking luxury yacht charters in the Caribbean.

Imagine waking up to ocean views, sailing to a new island each day, and anchoring in hidden coves where crystal-clear waters meet soft sands. More than a vacation, a Caribbean yacht charter is a lifestyle — combining freedom, comfort, and adventure. From the British Virgin Islands to the Windward Islands, every route offers unforgettable scenery and experiences.

Top marinas like Nanny Cay Marina in Tortola or Gustavia in Saint Barths provide world-class facilities and expert crews, ensuring your voyage is smooth and memorable. With an experienced captain at the helm, you can simply relax and immerse yourself in the Caribbean’s culture, cuisine, and beauty.

The Caribbean offers a vast range of yachts — from innovative catamarans by Sunreef Yachts to opulent superyachts like Chakra, each designed to deliver comfort and elegance. For speed and sophistication, motor yachts by Benetti offer cutting-edge performance and refined interiors, perfect for exploring large areas of the Caribbean in style.

Whether you’re drawn to the serenity of a sailing yacht or the thrill of a motor yacht, the Caribbean promises a tailor-made experience where luxury meets adventure.

Perfect 7-Day Caribbean Itinerary

Caribbean cruise vacation. Colonial scenic colorful streets of Marigot in Saint Martin.
Day 01

Saint Martin

Begin your journey in Saint Martin, an island shared by France and the Netherlands. Enjoy beaches like Maho Beach, famous for the planes landing just overhead, and explore the charming town of Philipsburg.

Don’t miss the island’s casinos and boutiques, offering everything from exclusive souvenirs to high-end jewelry.

Beautiful idyllic beach with white sand, turquoise sea and blue sky. Luxury summer vacation destination in Saint Barthelemy, the Caribbean.
Day 02

Saint Barths

Set sail for Saint Barths, one of the Caribbean’s most sophisticated islands. Relax on stunning beaches such as Saint-Jean and Gouverneur, and wander through Gustavia’s historic center, where colonial architecture blends with luxury boutiques and fine-dining restaurants. Indulge in exquisite local cuisine that fuses French flair with Caribbean freshness.

American flamingos (Phoenicopterus ruber) Clos-up Portrait, Great Inagua Island, The Bahamas.
Day 03

Saint Kitts

Continue to Saint Kitts, an island that combines pristine beaches with a rich historical heritage. Visit Brimstone Hill Fortress, a UNESCO World Heritage Site, and climb to its peak for breathtaking views of the Caribbean Sea.

Unwind on Cockleshell Bay, known for its calm waters and white sands.

Shell washes up on tropical beach
Day 04

Montserrat

Next stop: Montserrat, famous for its volcanic landscapes. Explore the exclusion zone, visit the remains of Plymouth, buried under volcanic ash, and relax on the island’s unique black-sand beaches such as Woodlands Beach. Don’t miss the renowned jazz festival, where live music enhances the natural beauty of the island.

A beautiful split image of a school of yellow butterfly fishes and the blue sky in French Polynesia
Day 05

Guadeloupe

Guadeloupe is celebrated for its stunning beaches and lush vegetation. Explore the National Park, home to waterfalls and scenic hiking trails. Immerse yourself in the local Creole culture at the Pointe-à-Pitre market, where you can sample traditional dishes such as calalu or bokits.

Beautiful view of Bahamas islands from above
Day 06

Antigua

Antigua is a paradise boasting 365 beaches — one for every day of the year. Visit English Harbour, home to Nelson’s Dockyard Museum, and explore the old English fortresses overlooking the bay. Take a boat tour of Cades Reef, known for its colorful coral formations and abundant marine life.

Caribbean view from Shirley Heights, Antigua and Barbuda.
Day 07

Barbuda

Less visited yet utterly enchanting, Barbuda offers serene beauty and seclusion. Enjoy Pink Sands Beach, where the sunset paints the sand in a soft pink hue, and explore the island’s ancient settlements. The tranquility of Barbuda makes it the perfect place to unwind and connect with nature in its purest form.

aerial shot of West End, St. Thomas in US Virgin Islands in the foregound, St. John, USVI and Tortola, BVI on the horizon
Day 08

Saint Martin (Return)

Conclude your journey in Saint Martin, where you can enjoy some last-minute shopping, savour local cuisine, and reflect on the unforgettable experiences from your yacht adventure. Visit Maho Beach once more — this time with a new perspective after a week exploring the Caribbean.

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

Climate and Best Time to Sail in the Caribbean

The Caribbean is a premier destination for yachting, thanks to its tropical climate and ideal sailing conditions throughout most of the year. The best time for a yacht charter in the Caribbean is from December to May, when temperatures range from 25°C to 28°C (77°F to 82°F) and rarely drop below 18°C (64°F).

During these months, the Caribbean enjoys dry, sunny weather with over 270 days of sunshine per year, making it a paradise for sun seekers. The sea is generally calm, with moderate trade winds that provide smooth sailing for both beginners and seasoned sailors.

The waters remain warm and crystal clear year-round — between 22°C and 28°C (72°F–82°F) — perfect for swimming, snorkeling, and all kinds of water sports. It’s best to avoid the hurricane season (June to November), when weather conditions can be unpredictable and sailing may be unsafe.

While the high season offers the most favorable sailing conditions, it also brings more crowds across the islands. For a quieter experience, consider traveling in April or May, when the weather remains excellent and the anchorages are less busy.

“The Caribbean stands as an unparalleled yacht charter destination, offering a blend of tropical beauty, azure waters, and vibrant culture. With its myriad of islands, each boasting unique landscapes and experiences, the Caribbean provides an ideal playground for yacht enthusiasts.”

Judith Estrella, Co-Founder of Charter&Dreams
Judith Estrella

Top Luxury Destinations on The Caribbean

Dining tables set by the sea at Nikki Beach Saint Barths
The Caribbean Hotspots

Nikki Beach – Saint Barths

Located on the stunning sands of Saint-Jean Beach, Nikki Beach Saint Barths embodies the island’s signature luxury lifestyle. With plush sunbeds, white parasols, and swaying palm trees, it’s the perfect setting to soak up the Caribbean sun. This exclusive beach club blends laid-back elegance with a lively atmosphere, making it the ideal spot to enjoy gourmet cuisine and music by the sea.

Private beachfront table at Coco Maya restaurant
The Caribbean Hotspots

CocoMaya – Virgin Gorda

In the heart of Spanish Town, Virgin Gorda, CocoMaya enjoys a prime location near the famous Baths and the idyllic shores of Spring Bay. This dreamy setting boasts pristine white sands stretching into the calm turquoise waters of the Sir Francis Drake Channel, with panoramic views across to Tortola. It’s the perfect place to savor authentic Caribbean flavors while enjoying a relaxed, seaside ambiance.

Trunk Bay beach with turquoise water and white sand.
The Caribbean Hotspots

Trunk Bay – U.S. Virgin Islands

Trunk Bay, in the U.S. Virgin Islands, is ranked among the world’s top ten beaches. Its 400 meters of dazzling white sand meet crystal-clear blue waters ideal for snorkeling and leisurely swims. The area’s natural beauty is complemented by scenic trails and protected zones that preserve its pristine allure — a true Caribbean gem.

Basil’s Bar in the Caribbean with oceanfront view
The Caribbean Hotspots

Basil’s Bar – Mustique

A cultural icon of Caribbean high society, Basil’s Bar in Mustique — designed by Philippe Starck — has been a legendary destination for over half a century. A favorite among the rich and famous, it offers a sophisticated atmosphere where live music, signature cocktails, and ocean views create unforgettable nights.
More than just a bar, Basil’s is a unique social and cultural experience in the Caribbean.

ables and sun loungers at Eden Rock Saint Barths
The Caribbean Hotspots

Eden Rock – Saint Barths

At Eden Rock–St Barths, every dining experience is unforgettable — whether you’re relaxing at the chic beach bar or savoring refined dishes at the elegant Sand Bar restaurant. Set along the island’s most iconic beach, Eden Rock offers a quintessential island vibe, where refreshing cocktails and world-class cuisine merge with St. Barths’ vibrant energy. The fusion of local flavors and international techniques makes it a Caribbean culinary landmark.

Colorful tropical fish underwater during snorkeling
The Caribbean Hotspots

Petit Tabac – Tobago Cays

Petit Tabac, located in the Grenadines’ Tobago Cays, is famed as the Caribbean’s original “pirate island.” Nicknamed “Jack Sparrow’s Island” after its appearance in Pirates of the Caribbean (2003), it features untouched beaches and calm waters perfect for swimming and snorkeling — a must-visit for lovers of nature and adventure.

Cluster of palm trees on Petit Tabac island
The Caribbean Hotspots

Salt Pier – Bonaire

Dive into the underwater wonders of Salt Pier in Bonaire, renowned for its vibrant marine life and spectacular coral formations. As one of the Caribbean’s top dive sites, it offers the chance to encounter colorful reef fish, sea turtles, and elusive seahorses. Immerse yourself in the Caribbean Sea’s depths and discover the incredible biodiversity that makes this aquatic paradise a dream for divers and snorkelers alike.

How to Get to the Caribbean

To reach the Caribbean, you can fly into some of the region’s main international airports, such as Luis Muñoz Marín International Airport in San Juan (Puerto Rico), Punta Cana International Airport in the Dominican Republic, José Martí International Airport in Havana (Cuba), and Princess Juliana International Airport in Saint Martin. These airports are well connected with direct flights from major cities across Europe, North America, and Latin America, providing easy access to the Caribbean islands.

Once in the Caribbean, you’ll find the most exclusive marinas for luxury yacht charters located on islands such as the British Virgin Islands, home to renowned marinas like Nanny Cay Marina in Tortola. In the Bahamas, Nassau is a major hub for yacht rentals, offering a wide selection of vessels and modern facilities. In Saint Barths, the Gustavia marinas deliver an ultra-exclusive experience for luxury travelers and yachting enthusiasts.

For a seamless charter experience, it’s best to rent your yacht from leading tourist destinations, where you’ll find a wide range of vessels and premium services provided by professional crews. Some of the most notable marinas for yacht charters include Cay Marina in the Bahamas and the Saint Barths Yacht Club, both offering everything from elegant sailing yachts to high-end superyachts.

FAQs about Luxury Yacht Charter in The Caribbean:

  • How much does it cost to charter a luxury yacht in the Caribbean?

    The cost of chartering a luxury yacht in the Caribbean varies depending on the yacht’s size, category, season, duration, and included services. Weekly charters generally start around €48,000 and can exceed €100,000 for exclusive superyachts with full crew.
    Rates usually include the captain, crew, meals, and onboard activities, but may not cover extras such as docking fees, transfers, or gratuities.

  • How many days do you need in the Caribbean?

    To fully enjoy a Caribbean yacht charter, it’s recommended to plan for at least one week. This allows time to explore multiple islands, enjoy onboard and onshore activities, and adapt to sea conditions. For shorter charters of three to five days, you can visit nearby islands, but the true Caribbean experience unfolds on seven-day itineraries or longer.

  • What areas and islands does a typical superyacht itinerary in the Caribbean include?

    A typical Caribbean superyacht itinerary covers the British Virgin Islands, U.S. Virgin Islands, Saint Barths, Antigua, Barbuda, Saint Martin, and The Bahamas. From Nassau, popular routes lead to destinations such as the Exumas, Highbourne Cay, or Chub Cay.
    These journeys combine white-sand beaches, natural reserves, historical landmarks, and luxury marinas — all customizable to guests’ preferences and weather conditions.

  • What activities and amenities can guests expect on a luxury charter in the Caribbean?

    Guests can enjoy a wide range of premium amenities and exclusive activities. Most yachts are equipped with air conditioning, Jacuzzis, gyms, high-end audio systems, and WiFi. Onboard and water-based experiences include snorkeling, kayaking, paddleboarding, kitesurfing, Seabobs, and underwater scooters.
    Other highlights include al fresco dining, barbecues, and private chef experiences. The professional crew ensures every detail is tailored — from entertainment to privacy and comfort.

  • What is the best time of year to book a luxury yacht charter in the Caribbean?

    The best time to charter a luxury yacht in the Caribbean is from mid-December to mid-April, when the weather is dry, the seas are calm, and temperatures range from 25°C to 28°C (77°F–82°F).
    Avoid the hurricane season (June to November), when heavy rains and storms can disrupt travel and navigation. Booking early for the high season guarantees better yacht selection and availability.

  • How far in advance should I book a yacht charter in the Caribbean?

    It’s recommended to book at least 3–4 months in advance, especially during peak season or holidays such as Christmas. Early booking ensures access to the best yachts and itineraries suited to your preferences and group size.
    Last-minute bookings are possible but may limit available options.

Destinations in The Caribbean

Cuba

Leeward Islands

British Virgin Islands

Windward Islands

U.S. Virgin Islands

Dominican Republic

Shortlisted Yachts