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Choose your ideal type of Sailing Holiday in Caribbean

Embark on the ultimate Sailing Adventure in Caribbean with our ideal charter packages! Set sail on crystal-clear waters, explore hidden coves, and experience the freedom of the open sea. Our expertly crafted Sailing Caribbean Holidays offer unparalleled excitement, relaxation, and breathtaking scenery.

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Sail in Caribbean: A Journey Through Best Sailing Regions in Caribbean

Sailing Caribbean News & Tips

Best Things to Do in the British Virgin Islands

Whether you're charting a course on a catamaran or cruising on a sailboat, the BVIs offer endless opportunities for adventure and relaxation.
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Sailing the Caribbean with Kids

An incredible opportunity for families looking to bond and explore together.
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Sailing the Caribbean with a Skipper

With a professional skipper at your helm, your sailing holiday transforms into a worry-free, unforgettable adventure.
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Must-Try Caribbean Delicacies

A Foodie's Sailing Adventure
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Catamaran vs. Sailboat: How to Choose for Your Caribbean Adventure

Choosing between a catamaran and a sailboat can significantly impact your sailing experience
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Your Ultimate Packing Guide for a Caribbean Adventure

Sail away in style. The ultimate packing checklist to ensure you set sail in style and comfort.
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What our customers say?

Jo - USA

27/12/2023

Great trip

5+ from the beginning to the end. They were very kind, answering all sorts of questions and helping us throughout the trip. The boat was well-equipped and reliable. Tony is an experienced sailor and an excellent tour guide as well. The atmosphere on board was relaxed; everyone got to do plenty of activities, including a lot of snorkeling. Definitely good value for money.

Mark Green

04/02/2024

Blown away by this trip!

Spent 7 days in beautiful Bahamas. Our crew, captain Nino and hostess Jessica went out of their way to find us authentic Bahamas experiences and were a pleasure to be with. Would highly recommend Sails of Caribbean.

Chris McLaren

14/01/2024

Can't wait to book another trip!

Everything was excellent... from the comunications before the trip until the last day of it!
Our skipper Dominik was awesome, helped with everything and made our trip unforgettable. Can't wait to book another trip!

Emma Lillian

22/02/2024

Great birthday celebration!

As part of an extended 60th birthday celebration, our two families treated ourselves to a catamaran Caribbean adventure. A lot of snorkelling, sailing, eating, drinking and sunbathing. I can't think of a nicer way to spend a week and everyone involved worked hard to make sure we enjoyed ourselves. Our captain, chef and hostess were amazing!

Family Tull

29/12/2023

Christmas well spent!

We had a great week with Sails of Caribbean. Our skipper Toni and hostess Claire were brilliant - listened to what we would like to do, where we would like to go and what we would like to eat, they fulfilled all the children's wishes which was a big plus for us. It was really relaxing.

Welcome to Sails of Caribbean – Your Gateway to Unforgettable Sailing Holiday in Caribbean

The Caribbean is a region renowned for its breathtaking landscapes, vibrant cultures, and azure waters. If you’re dreaming of a holiday filled with adventure, relaxation, and stunning vistas, look no further than Sails of Caribbean. Whether you’re an experienced sailor or a first-time voyager, we offer the perfect opportunity to explore the hidden gems of this tropical paradise.

Discover the Magic of Sailing: Sailing in the Caribbean is an experience like no other. Imagine gliding over crystal-clear waters, the wind in your hair and the sun on your face. Our fleet of modern, fully-equipped sailboats caters to all levels of experience, ensuring you can navigate the seas with ease. Our expert crew will guide you through the intricacies of sailing, making your journey both safe and enjoyable.

Explore Idyllic Destinations: The Caribbean is home to a plethora of enchanting islands, each offering unique experiences. From the lush landscapes of St. Lucia to the vibrant nightlife of Barbados, every stop along your journey presents new opportunities for exploration. Snorkel in coral reefs, hike through tropical forests, or simply relax on pristine beaches—the choice is yours!

Catamaran Charters in the Caribbean: For those seeking stability and spaciousness, our catamaran charters are perfect. Enjoy the comfort of a multi-hull design, providing ample space for relaxation and entertaining. Whether you're on a family vacation or a group getaway, our catamarans are ideal for exploring secluded coves and beaches.

Sailboat Charters in the Caribbean: For traditionalists and sailing enthusiasts, our sailboat charters offer a classic experience on the water. Feel the thrill of harnessing the wind as you navigate between islands. Our sailboats come fully equipped, ensuring a memorable adventure whether you're a seasoned sailor or a novice.

Power Catamaran Charters in the Caribbean: Looking for speed and efficiency? Our power catamaran charters allow you to cover more ground while enjoying the comfort of a luxurious ride. Perfect for island hopping or reaching remote locations quickly, these power vessels provide an exhilarating way to experience the Caribbean.

Luxury Yacht Charters in the Caribbean: Indulge in the ultimate sailing experience with our luxury yacht charters. Enjoy personalized service, exquisite dining, and top-notch amenities as you cruise through the stunning waters of the Caribbean. Celebrate special occasions or simply unwind in style as you explore the region's most exclusive destinations.

Sample Itineraries

  1. The Grenadines Adventure: Cruise through the Grenadines, stopping at Mustique, Bequia, and Union Island. Enjoy world-class snorkeling and indulge in local cuisine at beachfront restaurants.
  2. The Bahamas Escape: Discover the beauty of the Exumas, where you can swim with pigs, explore secluded cays, and bask in the sun on untouched beaches.
  3. Cultural Caribbean: Experience the rich history and diverse cultures of Puerto Rico and the Dominican Republic. Immerse yourself in local traditions, music, and delicious Caribbean flavors.


Tailored Experiences for Every Sailor:
At Sails of Caribbean, we understand that every traveler is unique. That’s why we offer customizable packages to suit your interests. Whether you prefer a romantic getaway, a family adventure, or a fun-filled trip with friends, we can create the perfect itinerary just for you.

Expert Guidance and Support: Safety and comfort are our top priorities. Our experienced crew members are passionate about sailing and committed to providing you with the highest level of service. From navigating the waters to sharing insider tips about the best local spots, we’re here to ensure your sailing holiday is seamless and memorable.


Book Your Sailing Adventure Today!
Are you ready to embark on the sailing adventure of a lifetime? Join us at Sails of Caribbean and let us help you create unforgettable memories. Whether you’re charting your course through calm lagoons or dancing under the stars on deck, the Caribbean awaits you.

Don’t wait any longer—your dream sailing holiday is just a click away. Book now and get ready to set sail on an extraordinary journey!

 

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