12,000+ yachts
Yacht charters in 60 countries
Unbeatable prices
Best price match guarantee
Free cancellation
3-days free cancellation
50% prepayment
Book now & pay the rest later
Offers
Take advantage of early booking discounts and many surprising offers.
Top Rated Sailing Holiday Yachts in Caribbean
Embark on an unforgettable sailing holidays aboard the highest-rated yachts in Caribbean.
Holiday Yacht Types in Caribbean
Explore choices designed for your upcoming maritime escapade in Caribbean.
Alternative Choices for Sailing Holidays in Caribbean
Find unique alternatives for a personalized maritime experience in Caribbean.
Popular Sailing Holidays in Caribbean
Embark on an unforgettable cruise aboard the highest-rated holiday yachts in Caribbean.
Popular Locations
Explore stunning locales for your dream sailing holiday adventure.
Gain insight from past guests through their valuable comments.
Embark on a journey like no other by booking a yacht vacation in the Caribbean. Renowned for its crystal clear waters, stunning beaches and wave-kissed coastlines, the Caribbean is a unique amalgamation of beauty, vibrancy, and tranquility, making it a paradise for all travelers. Uncover the essence of sailing in Caribbean waters as you navigate through stunning coastal features, sail-friendly conditions, and accessible marinas. Staying mindful of local customs, navigation best practices, and safety measures, indulge in a sailing experience that's sure to be unforgettable. With an enriching historical background, stunning natural beauty, and a lively sailing culture, the Caribbean offers an unrivaled sailing holiday. Come aboard to discover the diverse charms of this breathtaking archipelago.
Imagine a yacht vacation in the Caribbean, under the endless expanse of clear blue skies that meet the shimmering turquoise sea at the horizon. Offering idyllic weather conditions, unrivaled natural beauty, and a vibrant blend of cultures, your Caribbean sailing holiday promises to be a unique and unforgettable journey.
The Caribbean is highly accessible via major international airports, offering direct flights from countries around the world. Upon arrival, relish in a seamless transition to water transportation options, propelling you straight to your sailing adventure.
Embark on an adventurous sailing journey from well-known spots like the Bahamas, British Virgin Islands, to Saint Martin. Bask in the beauty of the best bays and top sailing destinations, reveling in the diverse experiences each route curates, from tranquil seascapes to vibrant coastal towns.
The year-round tropical climate makes the Caribbean a year-round paradise. However, for the best sailing conditions and to experience the area’s vibrant festivals like Carnival, consider booking your sailing holiday between December and May.
The Caribbean boasts exceptional weather conditions, perfect for sailing. With a warm tropical climate, gentle trade winds, and minimal currents, navigating through the Caribbean waters is smooth sailing.
Immerse yourself in the rich history of the Caribbean by visiting historical monuments, partaking in cultural festivities, and savoring local cuisines. Experience the unique blend of cultures that tell the story of the islands.
Indulge in an impressive array of outdoor activities in the Caribbean, from snorkeling, scuba diving, visiting natural attractions, to exploring lively nightlife. Set sail to discover a world of adventures that awaits you in the Caribbean.
The Caribbean houses numerous world-class marinas offering top-notch facilities and services. With a plethora of picturesque anchorages scattered across the region, sailors are spoiled for choice.
Chartering a holiday yacht with a skipper can alleviate navigation stresses, allowing you to fully relax. However, the Caribbean's laid-back sailing conditions equally appeal to those pursuing a bareboat charter for a more hands-on experience.
Choosing a crewed yacht charter in the Caribbean offers a hassle-free vacation, where all your needs are attended to, allowing you to fully immerse in the Caribbean's enchantment.
To charter a yacht in the Caribbean without a skipper, you will require the equivalent of an International Certificate of Competency or a similar level of qualification from a recognized sailing school.
Preparation is key to maximizing your Caribbean sailing holiday. Pack lightweight clothing, sun protection, safety gear, and waterproof gadgets for entertainment. And remember, your sense of adventure is an essential!
| Destination | Description |
|---|---|
| The Bahamas | With over 700 islands and a lifetime of exploration, The Bahamas offer an intoxicating mix of world-class beaches and vibrant local culture. |
| Antigua | Known for its 365 beaches, Antigua is a sailor's paradise. Colorful reefs, crystal clear waters, and warm trade winds make it an ideal destination. |
| St Lucia | St Lucia offers a unique blend of lush rainforests and stunning reef-lined beaches. A hike up the iconic Pitons is a must. |
| Turks and Caicos | A stunning archipelago with crystal clear waters and extensive coral reefs, perfect for snorkeling and diving. |
| Virgin Islands | The US and British Virgin Islands boast exceptionally clear waters, sugar-white beaches, and lush green hills. |
| Puerto Rico | Renowned for its vibrant culture, pristine beaches, and bioluminescent bays. Puerto Rico is a diverse and captivating destination. |
| Barbados | An island of varied landscapes, azure blue waters, and beachfront rum shacks. It's renowned for its vibrant local cuisine and lively calypso music. |
Best Weather:
The Caribbean has consistent weather year-round, with temperatures ranging from 26-29°C.Local Currency:
Multiple currencies are in use in the Caribbean, US dollars are widely accepted across all the Caribbean islands.Language:
English is widely spoken across the Caribbean. In French-speaking areas, a simple 'Bonjour' is a friendly greeting.Greet People:
A simple "Hello" or "Good day" would suffice in most parts of the Caribbean.Signature Dishes:
Try the jerk chicken in Jamaica, roti in Trinidad & Tobago, or coconut shrimp in the Bahamas.Sailing Season:
The peak sailing season in the Caribbean runs from November to April, coinciding with dry, sunny weather.Reefs & Marine Environment:
The Caribbean is home to some of the world's most stunning coral reefs. Always respect the local marine environment.The Beaches:
The Caribbean is home to some of the best beaches in the world, perfect for sunbathing and snorkeling.Local Cuisine:
The Caribbean is renowned for its diverse and delicious cuisine, from fresh seafood to tropical fruits.Music:
Reggae, calypso, and salsa are just a few of the musical styles that have originated in the Caribbean. Be sure to experience a local performance.Wildlife:
From coral reefs teeming with fish to rainforests filled with exotic birds, the Caribbean is a natural paradise.Water Sports:
From snorkeling and diving to surfing and paddleboarding, the Caribbean offers a plethora of activities to enjoy in the water.Historical Sites:
Explore colonial architecture, historic plantations, and ancient ruins that tell the rich history of the Caribbean.National Parks:
Discover unique ecosystems in the many national parks throughout the Caribbean, from the Virgin Islands National Park to the Morne Trois Pitons in Dominica.| Number of sailboats | 60 sailboats available |
| Number of catamarans | 269 catamarans available |
| Number of motorboats | 4 motorboats available |
| Manufacturers | Lagoon, Leopard, Beneteau, Jeanneau, Fountaine Pajot, Excess, Custom Made, Pogo, Bali, Dufour |
| Average cruise capacity | 9.76 |
| Number of reviews | 2 |
How many holiday yacht are available for charter in Caribbean?
How much does it cost to charter a holiday yacht in Caribbean?
Private charter with overnight accommodation
How much does it cost to rent a vacation yacht for a week in Caribbean?
What are the popular holiday yacht brands in Caribbean?
What are the popular holiday yacht models in Caribbean?
What are the dining options on board a holiday yacht in Caribbean?
What is the average number of cabins on a holiday yacht in Caribbean?
What is the average sleeping capacity on a holiday yacht in Caribbean?
What is the average cruising capacity on a holiday yacht in Caribbean?
Can I charter a holiday yacht as bareboat or skippered in Caribbean?
How many vacation yacht are available for bareboat charter in Caribbean?
How many vacation yacht are available for skippered charter in Caribbean?
How many yacht vacation are available for crewed charter in Caribbean?
What are the popular amenities onboard in Caribbean?
How much does a skipper cost per day in Caribbean?
| With overnight accomodation | Min. price per day | Avg. price per day | Max. price per day |
|---|---|---|---|
| Sailboat | 304 $ | 883 $ | 11,812 $ |
| Catamaran | 327 $ | 1,610 $ | 11,524 $ |
| Motorboat | 1,113 $ | 3,183 $ | 3,805 $ |
Contact Us
Our dedicated holiday experts are available seven days a week to assist you.
01:00 - 10:00 (Miami, UTC-5)
Supported languages: English
or
Let us call you!
12 minutes
Campaigns & Collaborations
12,000+ yachts
Get access to 12,000+ verified boats and experiences in 60 countries and 1,400 different locations, available for charter with and without skipper.
Unbeatable prices
viravira.co ensures you get the best prices by allowing direct rentals from local boat owners, cutting out intermediaries. With the best price guarantee, if you find an identical booking at a lower price on another platform, viravira.co will match or beat that price.
Free cancellation
Benefit from the 3-day free cancellation policy, offering flexibility to cancel without penalty up to three days after your booking. Additionaly, in cases of force majeure, you have the option to change your booking or receive a full refund.
50% prepayment
Secure your booking with a down payment of 50% or less, applicable to most listings.
Translation on
This symbol shows when content from Hosts and guests has been automatically translated. Change this setting at any time.
Discover SailSecure:
Comprehensive Yacht Charter Protection
viravira.co SailSecure protection ensures your yacht charter experience is protected, offering comprehensive support for booking guarantees, safety standards, and dispute resolution. Enjoy a seamless and secure adventure with peace of mind.
Want to know more?
Dive deeper into how SailSecure safeguards your journey.
Gerold P.
Jan 2025
Captain Rudy was very professional in his performance, he used the sails, he helped us know good routes and good places to sail and snorkel, it was a fantastic trip that I would recommend.
Translate to English (EN)
Belize / Placencia