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beach in the British Virgin Islands

Caribbean Yacht Charters

Discover the blissful white sands of the world-class Caribbean islands from the deck of your private, state-of-the-art yacht. Look out over the jade-colored sea and breathe in the rejuvenating air fringed with the sweet aroma distinct to these outlying islands. Each charter day awaits with new surprises of hidden-away eateries, sunken caves, and rich history.

Sailors with all levels of expertise will find accommodating waterways that make for some of the most enjoyable sailing experiences. Cruise through protected anchorages and into full-service marinas where your voyage is king.

Sailing a Yacht in the Caribbean

Whether you’re chasing the Winter sun, looking for a romantic vacation spot, or a fun-filled place for all the family, the Caribbean is the ideal yacht charter destination!

The Caribbean enjoys beautiful sunshine and hot temperatures between 75.2-89.6 degrees fahrenheit all year round. Will you soak up the sun on the incredible beaches of Tortola? Perhaps you’ll spend your vacation in the blissful waters of St Lucia. Wherever you set sail from, your Caribbean yacht charter will be sizzling!

Types of Yacht Charters in the Caribbean

When you charter a yacht in the Caribbean with The Moorings, you have the unique opportunity to create a bespoke vacation that suits your every need.


Caribbean Bareboat Charter

Choose between our fantastic charter types and have exactly as much freedom, control, relaxation or adventure as you desire. For your inner explorer, choose the exhilarating route of a bareboat yacht charter and sail yourself around the stunning islands of the Caribbean.


Caribbean Skippered Charter

Want to sit back and relax with a rum punch in hand? Hire a skipper for all or part of your vacation and enjoy the freedom to choose whether you take the helm or let your skipper guide you around!


Caribbean Crewed Charter

Looking for the ultimate sailing experience? Exude glamor and sail in style on a crewed charter, where you’ll get the VIP treatment from your onboard Captain and Chef team.

You also have the freedom to choose which of our state-of-the-art yachts you climb aboard. Decide between our modern and spacious catamarans, classic and stylish monohulls, or sleek and technologically advanced power yachts.

As our crew will need their own private space aboard your yacht on a skippered or crewed charter, consider the number of cabins when planning which yacht you want.

Types of Yachts you can Charter in the Caribbean

We are proud to offer a range of high-specification, state-of-the-art yachts that you can book for your relaxing Caribbean boat charter. Whether you’re visiting the BVI, Grenada or St Martin, choose between our exceptional sailing catamarans, power catamarans and monohulls:

If you have any questions about our Caribbean charter yachts, get in touch with us today.

Frequently asked questions

When is the best time to visit the Caribbean?

Whether you’re an experienced sailor or ready to try something new, you’ll be wanting to set sail when the conditions are at their best. This way, you will enjoy the very best of the Caribbean.

The sailing season in the Caribbean runs between November-July, where the temperature of the water ranges from 71.6-87.8 degrees fahrenheit. The Caribbean benefits from year-around sunshine, although you should keep in mind that May-October is known as their wet season (July-October is hurricane season) and this should be taken into consideration when booking your sailing vacation.

What is the Caribbean known for?

With a vibrant culture, significant history, incredible weather, spectacular marine life and breathtaking beaches in abundance, the Caribbean is known as one of the most incredible vacation spots in the world. The ever-enchanting Caribbean opens a world of possibilities, both onshore and off, with hidden coves, warm island culture, beachside dining, and unrivaled snorkeling & diving conditions. 

If you’re looking for a sailing vacation that has a combination of adventurous and relaxing things to do, the Caribbean is the place for you. Made up of over 7,000 islands, there’s countless opportunities for exploration, but you’ll always end the day with mouth watering food and refreshing cocktails while watching the sun set over the turquoise waters.

What are the top things to do in the Caribbean?
  • If you’re a nature lover, follow our Antigua itinerary and go wildlife spotting to discover some of the world’s most endangered species on Great Bird Island
  • Snorkel in the stunning turquoise waters of Anse Cochon in St Lucia
  • Explore the world-famous, stunning Baths on Virgin Gorda in the BVI
  • Visit one of the fascinating rum distilleries in Grenada and enjoy a rum tasting tour
  • Soak up the sun on the idyllic beaches of St Martin
  • Spend your day sunbathing, snorkeling, relaxing and unwind at Magens Bay in St Thomas

Contact us to chat about our Caribbean itineraries and booking your dream vacation in paradise.

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

A yacht charter in the Caribbean offers you the chance to make memories that will last a lifetime. The cost of your sailing vacation in the Caribbean will depend on a range of factors, such as:

  • Where in the Caribbean you choose to visit. We have bases in Antigua, BVI, St Lucia, St Thomas, Grenada and St Martin
  • How long you want to sail around the Caribbean for
  • What type of Caribbean yacht charter you embark on – will you choose a bareboat, crewed or skippered charter?
  • Which yacht in our impressive fleet you set sail on – do you want to ride the waves on a catamaran, monohull or power yacht?
  • When you choose to enjoy your Caribbean yacht charter
  • What your itinerary looks like once you arrive – the more adventures you take yourselves on, the more your vacation may cost

For an accurate cost, select the Caribbean base you want to cast off from and use our build-a-quote tool to plan your exciting vacation.

Where can I sail in the Caribbean?

At The Moorings, we want to make your sailing vacation in the Caribbean smooth sailing, which is why we’ve created detailed itineraries for each of our main Caribbean destinations. Book one of our 6 incredible destinations, from the BVI to Antigua, and experience crystal clear waters, secluded anchorages and world-class snorkeling opportunities. Each destination is unique, unlike anywhere else in the world. The only question is, which one will you visit?

Choose a Caribbean sailboat charter in the the British Virgin Islands, where you will enjoy easy line-of-sight navigation and trade winds to keep your course steady. Following our BVI charter itinerary, you’ll have the opportunity to visit the iconic Baths on Virgin Gorda and experience the brilliant snorkeling conditions on Norman Island.

If you set sail from St Martin, you will experience the cultural melting pot and exclusive flair of Anguilla or St. Barth, spending hours shopping around the luxury boutiques in Gustavia. What more could you ask for?

Are you looking for the world’s most sensational sunsets? Book a Caribbean sailing vacation in St Lucia and make picture-perfect memories to last a lifetime. If you want to be at one with nature, choosing a Grenada yacht charter allows you to uncover the beautiful waterfalls of hidden bay. The best part? You’ll also find out how Grenada lives up to its nickname ‘the spice island of the Caribbean’.

For the underwater explorers among you, book a St Thomas yacht charter, channel your inner adventurer and go scuba diving at Christmas Cove. Want to experience life on shore? Antigua is also known within the sailing community as a first-rate sailing wonderland. If you book a Caribbean sailing charter in Antigua, you’ll have the opportunity to immerse yourself into the local culture and visit incredible locations such as Falmouth Harbour, Dickenson Bay and Jolly Harbour. 

Whichever of our world-renowned destinations you choose, reward yourself with the adventure of a lifetime on a bareboat yacht charter in the Caribbean, or welcome aboard an experienced Skipper and Chef crew so that you can sit back, relax and take in the glory of the Caribbean. Book your Caribbean yacht charter today and step into paradise.

Plan Your Dream Vacation