Caribbean Yacht Charter

The Caribbean Sea offers more than 700 islands to choose from and to sail around during your next the Caribbean boat charters experience. Sailing the Caribbean caters for all tastes. Explore the finest white sandy beaches and hidden coves, the most transparent blue waters on the Caribbean boats that makes feel you more comfortable. A Caribbean boat charter always reserves you to enjoy a 5 stars resort atmosphere, while also being able to enjoy and deeply explore the nature and secrets of the various islands in the area. Every paradisiac island, atoll and beach of the Caribbean is an excellent option, wherever you will sail, the Caribbean will reserve you your lifetime yacht charter. You can choose to cruise in the enchanting British Virgin Islands, embarking in Tortola, or to hire a yacht in the Windward Islands, better known as Dominica, St Lucia, Grenada, St Vincent and the Grenadines and Martinique. Sailing west you will encounter the fascinating Cayman Islands, close to Jamaica and Cuba, where you join Havana or Cienfuegos. While the southern and eastern coasts of Antigua and the striking Barbuda are enclosed by corals, ensuring ideal conditions for shallow diving and extraordinary snorkelling. The same coral reefs that once wrecked ships, now attract snorkelers and scuba divers from all over the world. And separated by just a few miles off the coast, Barbuda‘s fascinating little island.


The most luxurious and extraordinary new private super and mega power yachts are available for exclusive crewed charters in the Caribbean. Select the motor yacht charter in Caribbean that suite all your demands: hire yacht with water toys, chef, jacuzzi, helicopter, fitness center and diving courses aboard. Enquire now your private yacht charter Caribbean.


Bareboat, skippered and crewed catamaran charter Caribbean for day, 5 days, week and 14 days catamaran rental Caribbean. Luxury and fully equipped catamarans up to 110 feet, spacious and comfortable, with fly bridge, cook, hostess, jet ski and air conditioning all inclusive Caribbean yacht charters. From 4 to 10 cabins catamarans for your best Caribbean sailing holidays.


Sailing the Caribbean aboard new boats in top conditions is a must: we provide the best bareboat, crewed and skippered sailboat rental Caribbean sailing vacations from 30 feet to 200 feet and 6 guests cabins. Caribbean sailing cruise aboard monohull Caribbean boats from the main bases of Leeward, Virgin and Windward Islands.


The best selection of yachts for Caribbean boat charter includes extremely luxury cruises aboard power and sailing vessels with crew, for the most extraordinary, prestigious and regal experiences, getting the most exclusive services from your impeccable staff. Or opt for freedom and rent sailboat or catamaran in bareboat for your next sailing trips Caribbean.


24/7 Assistance and free charter quotes

Share with your charter broker’s team all your necessities about your next Caribbean sailing vacations: period of the year and duration of the cruise, sailing or power yacht, number of guests and type of charter. Our experts are glad to assist you by phone, email, WhatsApp and in person, reserving you the most appropriate yachting proposals. Thank you for the opportunity to serve you and have you aboard our exclusvie Caribbean charters.

Your Boat Holiday‘s services for your next Caribbean charters: The best new and refitted boats | Expert, professional and reliable crew members and local staff | Best deals and offers on charter market | Luxury yacht charter Caribbean with crew | Yachts with jacuzzi in the Caribbean | Private sailboat charters Caribbean | Crewed or bareboat catamaran sailing vacations Caribbean | Top Caribbean yacht charter prices | Caribbean island hopping by boat | Best power boat to cruise the Caribbean | Best sailboat for Caribbean |

Crewed or bareboat charter Caribbean?

Experience the boat rental Caribbean of a lifetime aboard our ultimate selection of luxury, comprehensive, professionally crewed catamarans, sailing or power charter yachts in the Caribbean. We will suite you with a charter yacht that best matches your budget and all the needs of your group. Our yacht charters permit you to enjoy everything from line-of-sight sailing in the Caribbean’s clear turquoise waters. Or if you are looking for bareboat charter Caribbean, enjoy the freedom of a self-captained sailing vacation in the Caribbean calm waters. Board your luxury plot your course, catamaran, and island hop through paradise in your own pace. Create your private own charter experience, aboard your high performance sailboat or catamaran.

Aren't you by our solutions for your next Caribbean boat charters?

Caribbean Sailing Charter Itineraries

During your Caribbean yacht cruise itinerary, get to Grenadines and Saint Vincent, just the name evokes visions of exotic island and beach life. Close your eyes and imagine a stretch of white sand and crystal clear ocean, just you and your loved ones. Or sail in Antigua, enjoying sunsets and breathtaking views. Or if you are looking for the most exclusive Caribbean yacht charter destinations, cruise to St Barth and St Marteen. For sometime the Caribbean has been the charter destination, a park which promises steady trade winds, warm seas, sparkling colours and, of course, as many variations of rum punch as there are beachside bar tenders to mix them.
Recommended: Get the best Tortola charter to add more fun to your Vacation!

BVI Sailing Itinerary


Day 1st Norman Island
Day 2nd Cooper Island
Day 3rd Baths, Bitter End and Virgin Gorda Day 4th Beef Island
Day 5th Sandy Spit, Great Harbour and Jost Van Dike
Day 6 th Peter Island
Day 7th Road Town, Tortola

  • Day Caribbean boat charter
  • 5 Day Sailing Caribbean
  • Week private yacht charter Caribbean
  • 14 Days Caribbean sailing cruise

Build Your Yacht Rental Caribbean Route

Cuba & Montego Bay


Day 1st Montego Bay
Day 2nd Cienfuegos and Trinidad
Day 3rd Punta Frances
Day 4th La Habana
Day 5th La Habana
Day 6th La Habana
Day 7th Antilla
Day 8th Santiago de Cuba

  • 1 Day Caribbean boats
  • 3 Days Caribbean sailing chartes
  • 7 Days Caribbean sailing charters
  • 3 Weeks Caribbean sailing

Build Your Private Yacht Charter Caribbean Itinerary

Top Destinations Yacht Rental Caribbean


Choosing the destination for your next boat charter is based on many factors: your sailing skills, your previous experience, wether you prefer to relax and sunbath on a comfortable yacht or if you are an adventurous type who enjoys being always active! Have a look at our most popular Caribbean Yacht Cruise sailing destinations.

Recommended: 7 top BVI charter yacht destinations to make your vacation better!

And Even More Places for your Caribbean Yacht Charter


Enjoy your Boat Rental Caribbean

You will enjoy excellent weather, breathtaking sights and a culture that encourages smiling, relaxation and romance. You, your family and loved ones will have a great time while also enjoying plenty of opportunities to sneak off alone and enjoy each others. During a private yacht charter in the Caribbean, each Island is a breathtaking and lifetime surprise, always different and more exciting than the previous one. One island leads to another.



Looking for Caribbean Boat Charters? You are in the right place!

Caribbean Yacht Charter Experts

The Your Boat Holiday’s Caribbean Yacht Charter Managers check and update our selection of sailing and power yachts regularly, establishing long lasting relationships with crew staff and local operators. That’s the reason why our team is professionally placed to offer you tailor made and transparent support for your boat rental Caribbean. We developed more than twenty years of charter experiences in the Caribbean Sea, that allow us to achieve always our customer 100% satisfaction and to maintain fruitful cooperations with our highly qualified partners.
Not to be missed: Cruise through the Caribbean with a yacht charter and experience the luscious beauty

What activities are you planning for your Caribbean Boat Charters?