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Caribbean
Caribbean

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5 m (16.4 ft)
62 m (203.4 ft)
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7400 hp (5518.3 kW)
0 hp (0 kW) 7400 hp (5518.3 kW)

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Sailing yachts for hire in Caribbean

172 boats available

  • Beneteau Oceanis 46.1 | Skippyx

    Beneteau Oceanis 46.1 | Skippyx

    8 Very good | 1 review
    • Year
    • 2022
    • Cabins
    • 3
    • People
    • 8
    • FREE dinghy engine
    • Bathing platform
    • Bow thruster
    • Outside GPS plotter
    Alternative Sailing

  • Pogo 44 | Tostaky

    Pogo 44 | Tostaky

    • Year
    • 2024
    • Cabins
    • 4
    • People
    • 8
    • FREE stand up paddleboard
    • FREE dinghy engine
    • Solar panels
    New yacht
    Open Sail

  • Dufour 460 GL | Ibis

    Dufour 460 GL | Ibis

    10 Excellent | 1 review
    • Year
    • 2020
    • Cabins
    • 5
    • People
    • 12
    • FREE dinghy engine
    • Bathing platform
    • Outside GPS plotter
    Electric toilets
    Dream Yacht Charter

  • Jeanneau Sun Loft 47 | Galdor

    Jeanneau Sun Loft 47 | Galdor

    • Year
    • 2020
    • Cabins
    • 7
    • People
    • 13
    • FREE dinghy engine
    • Bathing platform
    • Outside GPS plotter
    Dream Yacht Charter

  • Dufour 390 | Matmax

    Dufour 390 | Matmax

    8.7 Very good | 3 reviews
    • Year
    • 2023
    • Cabins
    • 3
    • People
    • 8
    • FREE dinghy engine
    • Bathing platform
    • Outside GPS plotter
    Electric toilets
    Dream Yacht Charter

  • Dufour 470 | Knot Online

    Charter companies ranking

    #2 of 86 charter companies in Caribbean

    Dufour 470 | Knot Online

    10 Excellent | 1 review
    • Year
    • 2022
    • Cabins
    • 3
    • People
    • 6
    • Air conditioning
    • Transit log included
    • FREE dinghy engine
    • Flat screen TV
    Electric toilets

    Recently booked by a customer from

    Waypoints Yacht Charters

  • Dufour 41 | Sunsail 25

    Dufour 41 | Sunsail 25

    10 Excellent | 1 review
    • Year
    • 2025
    • Cabins
    • 3
    • People
    • 6
    • Air conditioning
    • FREE dinghy engine
    • Transit log included
    • Bathing platform
    New yacht
    Electric toilets
    Sunsail

  • Jeanneau Sun Odyssey 440 | Kerseli

    Jeanneau Sun Odyssey 440 | Kerseli

    8 Very good | 1 review
    • Year
    • 2022
    • Cabins
    • 3
    • People
    • 6
    • FREE dinghy engine
    • Bathing platform
    • Outside GPS plotter
    • Solar panels
    Electric toilets
    A and C Yacht Charter

  • Dufour 430 | Besra

    Dufour 430 | Besra

    • Year
    • 2020
    • Cabins
    • 4
    • People
    • 10
    • FREE dinghy engine
    • Bathing platform
    • Outside GPS plotter
    Electric toilets
    Dream Yacht Charter

  • Beneteau Oceanis 40.1 | Madelon

    Beneteau Oceanis 40.1 | Madelon

    • Year
    • 2023
    • Cabins
    • 4
    • People
    • 8
    • FREE dinghy engine
    • Outside GPS plotter
    • Solar panels
    • Bathing platform
    Electric toilets
    RM Croisieres

  • Beneteau Oceanis 41.1 | Syrma

    Beneteau Oceanis 41.1 | Syrma

    • Year
    • 2018
    • Cabins
    • 3
    • People
    • 8
    • FREE dinghy engine
    • Bathing platform
    • Outside GPS plotter
    Electric toilets

    Recently booked by a customer from

    Dream Yacht Charter

  • Beneteau Oceanis 40.1 | Boskoop

    Beneteau Oceanis 40.1 | Boskoop

    8 Very good | 1 review
    • Year
    • 2021
    • Cabins
    • 4
    • People
    • 10
    • Bed linen included
    • FREE dinghy engine
    • Bathing platform
    • Outside GPS plotter
    Electric toilets
    Punch Croisieres

  • Dufour 470 | Shandy Breeze

    Charter companies ranking

    #2 of 86 charter companies in Caribbean

    Dufour 470 | Shandy Breeze

    • Year
    • 2022
    • Cabins
    • 3
    • People
    • 6
    • Air conditioning
    • Transit log included
    • FREE dinghy engine
    • Flat screen TV
    Electric toilets
    Waypoints Yacht Charters

  • Beneteau Oceanis 51 | Modrian

    Beneteau Oceanis 51 | Modrian

    • Year
    • 2019
    • Cabins
    • 6
    • People
    • 12
    • Air conditioning
    • FREE dinghy engine
    • Bathing platform
    • Bow thruster
    Electric toilets
    Dream Yacht Charter

  • Dufour 520 GL | Braque

    Dufour 520 GL | Braque

    • Year
    • 2019
    • Cabins
    • 5
    • People
    • 12
    • Air conditioning
    • FREE dinghy engine
    • Bathing platform
    • Outside GPS plotter
    Electric toilets
    Dream Yacht Charter

  • Dufour 460 GL | Nolde

    Dufour 460 GL | Nolde

    • Year
    • 2019
    • Cabins
    • 5
    • People
    • 12
    • FREE dinghy engine
    • Bathing platform
    • Outside GPS plotter
    Electric toilets
    Dream Yacht Charter

  • Jeanneau Sun Odyssey 349 | Naya

    Jeanneau Sun Odyssey 349 | Naya

    • Year
    • 2019
    • Cabins
    • 2
    • People
    • 5
    • Air conditioning
    • Bed linen included
    • FREE dinghy engine
    • Transit log included
    BVI Yacht Charters

  • Jeanneau Sun Loft 47 | Galathil

    Jeanneau Sun Loft 47 | Galathil

    • Year
    • 2020
    • Cabins
    • 7
    • People
    • 13
    • FREE dinghy engine
    • Bathing platform
    • Outside GPS plotter
    Dream Yacht Charter

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Showing 1-18 of 172

Your Ultimate Guide to Caribbean Yacht Charters: Set Sail in Paradise

When it comes to the ultimate luxury yacht charter holiday, few destinations can rival the Caribbean Sea. With its crystal-clear waters, spectacular white powder beaches, lush rainforests, and rich history, the Caribbean is a paradise for yacht enthusiasts.

Explore the Windward and Leeward Islands

The Caribbean islands are divided into two main groups: the Windward Islands, including St. Lucia, Grenada, and the lush leeward island chain, and the Leeward Islands, such as the British Virgin Islands and St. Martin.

The Leeward Islands, with their calmer seas, are ideal for more relaxed sailing. Sporty sailors will love the challenging winds around the Windward Islands. Both groups offer something unique with spectacular diving spots, abundant natural beauty, and crystal clear waters.

Explore the Caribbean’s Gems

Windward Islands

Including islands like St. Lucia and St. Vincent, this chain is known for its dramatic scenery, lush rainforests, and volcanic islands.

Leeward Islands

From chic resorts in St. Kitts to the palm trees of St. Martin, the Leeward Islands offer a blend of luxury and natural wonder.

British Virgin Islands

Known for sandy beaches and world-class scuba diving, these islands are a haven for those looking to explore coral reefs and enjoy a luxury yacht holiday.

US Virgin Islands

Comprising St. Thomas, St. John, and St. Croix, these islands offer vibrant culture, rich history, and beautiful resorts.

Yacht Types and Rentals in the Caribbean

When chartering a yacht in the Caribbean, options are aplenty. From the spirited glide of sailing yachts to the thrilling power of motor yachts, each vessel offers a unique experience tailored to the adventurer’s taste.

Catamarans: The most suitable type of vessel in Caribbean waters is undoubtedly a catamaran due to its low draft and greater comfort in the tropical heat. The Caribbean Sea is considered one of the warmest in the world.

Sailing Yachts: For purists who desire the authentic feel of the sea, sailing yachts provide a relaxed and harmonious way to explore the Caribbean. Feel the breeze in your hair and the gentle rock of the waves as you glide across the waters, making for a leisurely cruise that reconnects you with nature.

Motor Yachts: Motor yachts are the ideal choice for those who crave excitement and speed. These powerful vessels provide an adrenaline-pumping ride, allowing you to jump from one stunning island to another in record time. Perfect for thrill-seekers, motor yachts turn the Caribbean seascape into an adventurous playground.

Sailing yachts for hire in Caribbean

Charter a sailing yacht and explore Caribbean! Prices start from 204 $ per day. Experience the authentic charm of Caribbean by renting one of our 172 available sailing yachts. Let the wind lead you and live the true sailing experience during your yacht charter. Sailboat rentals in Caribbean are most popular with groups of friends and offer the best price-comfort ratio.

Sailboats in Caribbean range from 9 to 42 m (29.5 to 137.8 feet) in length. Compared to other types of boats, sailboats are notably fuel-efficient and equipped with a single diesel engine.

Our fleet of monohulls in Caribbean includes popular brands such as Beneteau, Dufour and Jeanneau.

These are some of the best places to rent a sailboat in Caribbean:

  • Sailing yacht rental Caribbean Islands
  • Sailing yacht rental BVI
  • Sailing yacht rental British Virgin Islands

Whether you’re an experienced sailor seeking a bareboat sailing yacht charter in Caribbean or a novice desiring a skippered sailing yacht in Caribbean, we ensure a seamless and memorable sailing experience.

Most searched

  • Saint Vincent & Grenadines catamaran charters
  • Yacht rental US Virgin Islands
  • British Virgin Islands yachting
  • charter boat Puerto Rico
  • bare boat hire Sint Maarten
  • yacht charter Fajardo
  • bareboat charter Saint Thomas
  • sailing Parham Town
  • Boat rental Oyster Pond
  • Rent a yacht Sainte-Rose

Caribbean Highlights

Caribbean has 4 main sailing regions, with 1041 boats available for you to choose from for your sailing holiday. The favourite sailing destinations can be found around the British Virgin Islands, Martinique and Saint Martin.

The British Virgin Islands is the ideal place from which to discover Deep Bay Beach.

For exploring the sights of Martinique, sailors most often start their journey from Le Marin or Fort-de-France and head towards Deep Bay Beach.

If you are planning to charter a boat in Saint Martin, the best charter holiday usually start from Anse Marcel or Marigot. In the surrounding area, don't leave Deep Bay Beach off your itinerary.

You can rent a boat and start your journey from 27 marinas, the most popular being Nanny Cay Resort & Marina, Marina du Marin and Wickhams Cay 2.

When you search for a boat, you have a choice from the fleets of 86 charter companies in Caribbean. Autremer Concept - Martinique Yacht Charter and Waypoints Yacht Charters have the highest ratings from our customers.

What is the cost of chartering a yacht in Caribbean?

Sailing yacht charter in Caribbean

A sailing yacht charter in Caribbean usually costs AU$305 per day. For instance, the most popular 5-berth sailboat costs AU$433 per day. The most popular sailboat destinations in Caribbean are:

  • Sailing yacht rental Martinique
  • Sailing yacht rental US Virgin Islands
  • Sailing yacht rental Saint Martin

Here are a couple of reasons why to choose a sailboat for your holiday in Caribbean:

Serenity: Sailing yachts provide a tranquil experience, allowing you to glide over the water with only the sound of the wind and waves. This creates a peaceful atmosphere where you can relax and disconnect from the hustle of everyday life.

Authentic Sailing: For sailing enthusiasts, there is nothing quite like the feel of a yacht being powered by the wind. It's an authentic experience that brings you closer to the art of sailing.

Eco-Friendly: With the wind as your primary source of propulsion, sailing yachts are more environmentally friendly than motorized vessels, reducing your carbon footprint while on holiday.

Skill Development: A sailing holiday can be a chance to learn or hone your sailing skills. Participate in managing the sails and steering, and return from your trip with new capabilities.

Onboard Comforts: Modern sailing yachts are equipped with comfortable amenities and living spaces that allow for a luxurious stay without compromising the sailing experience.

Versatile Experiences: Whether you're looking for a romantic getaway, a family adventure, or an exciting trip with friends, a sailing yacht can cater to various types of holidays with the potential for tailored itineraries and activities.

Catamaran charter in Caribbean

A catamaran charter in Caribbean usually costs AU$368 per day. For instance, the most popular 12-berth catamaran Lagoon 42, costs AU$714 per day. Choose a catamaran for a more comfortable and spacious holiday experience. Catamarans feature a shallow draft, enabling you to explore shallow waters and uncover hidden coves. For your next catamaran rental in Caribbean, choose from our most popular destinations:

  • Catamaran rental Martinique
  • Catamaran rental British Virgin Islands
  • Catamaran rental US Virgin Islands

Motor yacht charter in Caribbean

Chartering a motor yacht in Caribbean starts at around AU$1,022 per day. For instance, the rental price for a motor yacht8~(^1$)|(^([2-9]|\d{2,})$)|(^0$)~( for 8 person| for 8 people|)~, such as the Ferretti 880, costs AU$8,588 per day. If you’re looking for luxury and comfort, motor yachts are the right choice. They usually come with a professional crew which will ensure a relaxing holiday. The most popular destinations to rent a motor yacht in Caribbean are:

  • Motor yacht rental US Virgin Islands
  • Motor yacht rental Saint Martin
  • Motor yacht rental British Virgin Islands

Power catamaran charter in Caribbean

Chartering a power catamaran in Caribbean starts at around AU$445 per day. For instance, the rental price for a 8-berth power catamaran, such as the Leopard 46 costs AU$1,263 per day. Power Catamaran is the perfect choice for those looking to cover short distances quickly and without the hassle of a sailboat. Power catamarans are much faster than sailing catamarans and don’t rely on wind conditions, giving you more freedom in your travels. The most popular destinations to charter a power catamaran in Caribbean are:

  • Power catamaran rental US Virgin Islands
  • Power catamaran rental Martinique
  • Power catamaran rental British Virgin Islands

…
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