Yacht Charter Caribbean
a nautical dream come true!

What makes Caribbean so attractive for sailing?

The Caribbean is a group of islands which is located on the Caribbean Sea to the East of North America, simply known to as “paradise on earth!”

Whether you’re planning a family vacation with the whole crew, a romantic getaway for two, searching for calm, preserved waters and short island hops or exhilarating blue water passages, the Caribbean is one of the most exciting sailing vacations you could ever experience.

Currency: East Caribbean Dollar, United States Dollar, Euro

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Top Caribbean Sailing Destinations


Cuba is located in the Northern Caribbean where the Caribbean Sea, the Gulf of Mexico and the Atlantic Ocean meet.

BVI (United Kingdom)

You would definitely fancy a BVI sailing trip as it is known to be one of the top sailing destinations in the world.

Saint Martin

Saint Martin is an island in the Northeast Caribbean Sea, approximately 300 km East of Puerto Rico.

Antigua and Barbuda

Antigua and Barbuda is a country in the West Indies in the Americas, lying between the Caribbean Sea and the Atlantic Ocean

Saint Lucia

This part of the world offers some of the most vibrant and colourful snorkelling in the Caribbean and where you can relish a warm welcoming and sensational French Creole culture.


In Martinique, you could take joy in swimming and snorkelling among coral reefs or stay at the lovely fishing villages, hot springs, lush rainforests and rugged peaks.

Saint Vincent and the Grenadines

This is a magical destination where the only limit is your time and how much you can pack into your itinerary.

Sint Maarten

The islands generally experience low humidity and recurrent droughts. The average temperature is 27 °C and the coolest period is between December and February.

The Bahamas

A tropical paradise that has been a top family vacation destination for decades


Pick a route for your perfect sailing holiday

Routes in Caribbean

Beaches of BVI

This is a 7 day sailing trip starting and ending on Scrub island. It’s meant for anyone who wants to relax on the beaches of the British Virgin Islands.

Bahamas week sailing route

Explore sheltered harbours, easy sailing areas, and deserted islands. Port of embarkation is Marsh Harbour.

Didn‘t find what you were looking for?

No problem! Reach out and let’s create your custom route together.





Picking a boat type

Picking out the type of boat to go with will generally come down to your budget, the group size, and preferred method of sailing. Moreover, different sailboats available can be chartered independently or with a fully-staffed crew.

Sailboat in Greece | Sebastus Sailing
2-12 people
Choose a Sailboat if you are an active traveler or you’re looking for a romantic getaway. Sailboat offer the classic sailing experience and tend to vary in size from 30 up to 64 feet
Starting from 160 EUR per day
Sailboat in Greece | Sebastus Sailing
2-12 people
Catamaran is a top choice if you’re looking for a smoother sailing experience compared to sailboats. Since the size ranges from 38 to 70 feet, this is a right vessel for bigger groups or families
Starting from 500 EUR per day
Boat in Greece | Sebastus Sailing
Motor yacht
2 – 12 people
Depending on what you’re looking for, you may find motor yachts from one up to five cabins and their size tend to range from 30 to 100 ft. These beautiful vessels are perfect for a luxurious touch on sailing vacation
Starting from 500 EUR per day

Caribbean yacht charter options

Bareboat Charter

Boat rental without any crew member. With a valid sailing license, you sail the boat by yourself.

Skippered Yacht Charter

Yacht charter holidays with a professional skipper and other crew members on request.

Family Sailing Holidays

All-Inclusive or self-catered, it’s your choice. These sailing trips are tailored to bring family close.

Have a question? We have the answer!

You ask yourself what kind of boat to choose? Which places to visit? We have answers to those questions and many more. So don’t hesitate to get in touch with our friendly team today!
Collage of People Enjoying a Yacht Charter in Greece | Sebastus Sailing

Sailing season and climate

The climate in the Caribbean is tropical which means that the weather is hot and sunny all year long. Although most of the islands start their rainy season from May to October, the official hurricane season in the Caribbean begins from 1st of June until the 30th of November.

Sailing certificate
Qualified skipper
Radio course

Requirements for bareboat charter

In order to be able to charter a bareboat in the Caribbean, the skipper is required to fill out a questionnaire and the sailing experience they had. No official sailing license is necessary to have on hand, however, before making any reservations, we advise you to check all the requirements with your agent. Otherwise, we can provide you with a local professional skipper and other crew members (such as hostess and a chef) to attend to you and make your sailing experience a holiday to remember!