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.

Where can I sail in the Caribbean?

Cruise the calm waters of the Caribbean, where the British Virgin Islands grant easy, line-of-sight navigation and trade winds keep your course steady. Set sail from St. Martin and enjoy the cultural melting pot and exclusive flair of Anguilla or St. Barth.

Follow the sun to St. Lucia and drop anchor to take in the warm glow of the sunset. Find out how Grenada lives up to its nickname “The Spice Island of the Caribbean”. Spend your days shopping on the beautiful streets of St. Thomas, or rekindle your love for open water adventure in Antigua’s first-rate sailing wonderland.

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.

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.

Bareboat Charter in the Caribbean

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.

Skippered Charter in the Caribbean

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!

Crewed Charter in the Caribbean

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 on-board 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, you will need to consider the number of cabins when planning which yacht you want. Get in touch with us today with any questions about our charter types and yacht options.

Our Yacht Bases in the Caribbean

We are delighted to have Moorings bases in 7 destinations around the Caribbean. Each is unique and perfectly equipped to ensure your Caribbean yacht charter kicks off in style!

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.

Our Antigua Itinerary takes you to incredible locations such as Falmouth Harbour, Dickenson Bay and Jolly Harbour. 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 choose our Grenada itinerary, you’ll enjoy the charming seaside town of Hillsborough and the beautiful waterfalls of Prickly Bay.

As you embark on your Caribbean sailing vacation, climb to the top of Gros Piton with our St Lucia itinerary. Channel your inner adventurer and go snorkeling or scuba diving at Christmas Cove during our St Thomas itinerary, or spend hours shopping around the luxury boutiques in Gustavia when you choose our St Martin itinerary!

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.

Plan Your Dream Vacation