Press enter to search

 (888) 788-0662
Contact us
St Lucia base

Caribbean Yacht Charters

Close your eyes and imagine looking out at a white sand beach with leaning palm trees hovering over turquoise water. Now imagine doing this from the deck of your private, state-of-the-art yacht. It’s not a fantasy. It’s your best vacation ever and it’s right at your fingertips. The Carribbean, with its hundreds of islands, is in North America’s back yard where you can snorkel over reefs, kayak in caves, soak up the sun, and indulge in fresh seafood and artistic cuisine. It’s all just a click or a phone call away so what are you waiting for? 

Sailors and powerboaters with any level of experience can escape to the Caribbean and chase the wind or relax on deck with a cocktail. Each island is different so whether you want protected remote anchorages or full-service marinas, a crewed charter or a bareboat power or sailing catamaran, we have it all for you. 

Caribbean

British Virgin Islands

Three generations of our family gathered in Tortola to cruise the beautiful British Virgin Islands. All ages loved the adventure, especially the kids, (all new to sailing, ranging in age from 6 to 14. They were enthralled with their ‘fishing’ attempts! We had an excellent skipper, Gilson, who made the trip even better. We lucked out with wonderful weather, in spite of it being hurricane season. Hope to go again next year!

  • Line-of-Sight Navigation
  • The Baths on Virgin Gorda
  • Beach Bars Favorites: Foxy’s & Soggy Dollar
  • The Moorings Yacht Club
View British Virgin Islands

Find prices for

Crewed Fleet Power Fleet Sail Fleet Skippered Fleet
antigua

Antigua

This year our annual two-week bareboat trip was Antigua and Barbuda. The Moorings was outstanding. The service was the best we have had in 6 years of bareboating. If you are considering a bareboat vacation, this is one of the best bases to work with. The location is convenient to stores for provisions and the sailing is outstanding.

  • Endangered Hawksbill sea turtles
  • Spectacular Pillars of Hercules
  • Parties at Shirley Heights BBQ with Reggae Bands
View Antigua

Find prices for

Sail Fleet
Sky view of town in St. George

Grenada

From booking to checkout Moorings was organized and dedicated to ensuring a pleasant and safe bareboat experience.

  • Renowned Grand Anse, Mayreau & Mopion Beaches
  • Grenada Rum Distillery Tours
  • Phenomenal Snorkeling & Diving in the Tobago Cays
View Grenada

Find prices for

Crewed Fleet Sail Fleet

Sailing a Yacht in the Caribbean

It’s impossible to make a wrong decision when you charter with The Moorings. Whether you’re chasing the winter sun, looking for a romantic spot, or bringing the whole family, the Caribbean is the ideal yacht charter destination with near year-round options for your vacation. With temperatures averaging 75-92F, you can’t go wrong with the beaches of Anegada, the bistros of St. Martin, or the beach bars of Grenada.

Types of Yachts You Can Charter in the Caribbean

We proudly offer a range of high-quality, state-of-the-art  yachts  that you can book for your relaxing Caribbean charter. Whether you’re visiting the BVI, St Lucia, 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. 

Explore Charter Type Options

The Moorings gives you options for your charter vacation in paradise. 

Bareboat yacht charter

Caribbean Bareboat Charter

Opt for freedom, control, relaxation and adventure with our bareboat fleet. You’re the captain on our  bareboat yacht charter and each sail will build confidence and ease.  

Bareboat yacht charters
Skipper_at_the_Helm_Yacht_Charter

Caribbean Skippered Charter

Sit back and relax with a rum punch in hand with our  hired skipper options . With our pros, you’ll have first-hand local knowledge and expertise to guide you and take any stress out of the equation.  

Skippered Yacht Charters
Crewed

Caribbean Crewed Charter

Looking for the ultimate charter experience? Opt for a  crewed charter and you’ll get the VIP treatment from our Moorings onboard captain and chef team. 

With a fully-crewed charter, you choose between our modern and spacious  catamarans, classic and stylish  monohulls, or sleek and technologically advanced  power yachts. 

Because our crew will need their own private space aboard your yacht on a skippered charter, consider the number of cabins you’ll need when planning the size of yacht that will work for you.

crewed yacht charters

Caribbean Yacht Charter FAQs

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. Read about the best time to sail in the Caribbean so you can 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’.

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