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Book a Sailing yacht, Caribbean islands boat charters

Sailing yacht rent in the Caribbean islands is better to plan on sailing season. Water temperature +25...+28 °, air temperature +26...+30 ° and wind speed 15 - 25 knots are perfectly fits for yachting in the Caribbean islands. Hire a skipper or choose a bareboat yacht charter service to sail in the Caribbean islands by yourself. Our Sailing yacht booking database contains 47 boats starting from 2470€ for sailing holidays or for a real trip around the world.

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Oceanis 40.1 | Madelon

Martinique, Marina Le Marin
Charter company:  RM Croisieres
People: 8
Cabins: 4
Type: Sailing yacht
Year: 2024
Length: 12.9 m 42 ft
Mainsail: Full batten
Water maker
From €2925

Pogo 36 | LITTLE WING

Martinique, Marina Le Marin
Charter company:  Open Sail
People: 8
Cabins: 3
Type: Sailing yacht
Year: 2023
Length: 10.9 m 36 ft
From €2930

Oceanis 40.1

Martinique, Marina Le Marin
Charter company:  Sunsail
People: 6
Cabins: 3
Type: Sailing yacht
Year: 2024
Length: 12.9 m 42 ft
Mainsail: Full batten
Refrigerator
From €3079

Sun Odyssey 440

French St Martin, Marina Fort Louis
Charter company:  Sunsail
People: 10
Cabins: 4
Type: Sailing yacht
Year: 2022
Length: 13.4 m 44 ft
Mainsail: Full batten
Refrigerator
From €3079

Sun Odyssey 440 | STAR V

Martinique, Marina Le Marin
Charter company:  Star Voyage Antilles
People: 8
Cabins: 4
Type: Sailing yacht
Year: 2023
Length: 13.4 m 44 ft
Mainsail: messages.semi-full-batten
From €3180

Oceanis 40.1

St Vincent and the Grenadines, Marina St George
Charter company:  The Moorings
People: 7
Cabins: 3
Type: Sailing yacht
Year: 2023
Length: 12.9 m 42 ft
Mainsail: Full batten
Refrigerator
From €3279

RM 1180 | CARIBBEAN DANDY

Martinique, Marina Le Marin
Charter company:  Open Sail
Deposit: €4500
People: 8
Cabins: 3
Type: Sailing yacht
Year: 2019
Length: 11.8 m 39 ft
Mainsail: Full batten
Water maker
Refrigerator
From €3280

Oceanis 46.1

British Virgin Islands, Moorings Marina
Charter company:  Sunsail
People: 8
Cabins: 3
Type: Sailing yacht
Year: 2023
Length: 14.5 m 48 ft
Mainsail: Full batten
Bow thruster
Refrigerator
From €3379

Oceanis 46.1

British Virgin Islands, Moorings Marina
Charter company:  The Moorings
People: 8
Cabins: 3
Type: Sailing yacht
Year: 2022
Length: 14.6 m 48 ft
Mainsail: Full batten
Bow thruster
Refrigerator
From €3479

Oceanis 46.1

French St Martin, Marina Fort Louis
Charter company:  The Moorings
People: 8
Cabins: 3
Type: Sailing yacht
Year: 2024
Length: 14.6 m 48 ft
Mainsail: Full batten
Bow thruster
Refrigerator
From €3479

Oceanis 46.1

St Vincent and the Grenadines, Marina St George
Charter company:  Sunsail
People: 8
Cabins: 3
Type: Sailing yacht
Year: 2024
Length: 14.5 m 48 ft
Mainsail: Full batten
Bow thruster
Refrigerator
From €3479

Pogo 12.5 | Luna Rosa

Martinique, Marina Le Marin
Charter company:  Open Sail
Deposit: €4500
People: 8
Cabins: 3
Type: Sailing yacht
Year: 2014
Length: 12.5 m 41 ft
Mainsail: Full batten
Water maker
From €3730

Oceanis 46.1

St Vincent and the Grenadines, Marina St George
Charter company:  The Moorings
People: 8
Cabins: 3
Type: Sailing yacht
Year: 2023
Length: 14.6 m 48 ft
Mainsail: Full batten
Bow thruster
Refrigerator
From €3779

Sun Odyssey 440

St Vincent and the Grenadines, Marina St George
Charter company:  Sunsail
People: 10
Cabins: 4
Type: Sailing yacht
Year: 2023
Length: 13.4 m 44 ft
Mainsail: Full batten
Refrigerator
From €3879

Oceanis 46

Martinique, Marina Le Marin
Charter company:  Sunsail
Deposit: €3925
People: 8
Cabins: 3
Type: Sailing yacht
Year: 2019
Length: 14.6 m 48 ft
Mainsail: Full batten
Bow thruster
Refrigerator
From €3879

You could see another side of Caribbean islands only with boat rental — without noisy tourists or queues, just you, the sun and the sea, or even the ocean. So go rent a yacht, hire a crew, hostess cock skipper (all the staff) or hold a boat's wheel by yourself and get ready for the sailing vacation in the Caribbean islands that you could only imagine!

Frequently asked questions about Sailing yacht rent in Caribbean islands

When is the sailboat charter season in the Caribbean?

The sailboat charter season in the Caribbean lasts from December to April. Then the rainy season starts lasting from May to November. At this time, the Caribbean Islands are at risk of hurricanes — especially from August till October. The best practice to avoid them is to follow the weather forecast.

Do I need a visa to rent a sailboat in the Caribbean?

All 13 independent Caribbean islands do not require a visa to rent a sailboat. Also, you don’t need it in Turks and Caicos, the British territory. A US visa is required in the United States territories. The autonomy of the Netherlands needs a Schengen visa. You can visit French domains with a Schengen visa appointed by the French Embassy. British lands: a visa to Montserrat can be applied on the Internet, Anguilla and the Cayman Islands accept the usual British visa, and the BVI require the special visa appointed by the British embassy. If you have a visa-free passport for the EU countries, the same rules apply for it in the Caribbean.

If you rent a bareboat charter in the Caribbean, apply for a visa for the country where you start and finish your journey. In most countries, it can be appointed at the harbour or marina on arrival.

Where can I find a sailboat charter in the Caribbean?

Ports in the Caribbean region, where the sailboat rental is more effective than in other places.

Virgin Islands: East End. British Virgin Islands: Road Town. Guadeloupe: Pointe-à-Pitre. Grenada: St. George's. Cuba: Cienfuegos. Martinique: Le Marin. Saint Vincent and the Grenadines: Saint George. Saint Lucia: Rodney Bay.

The best airport for sailboat charter in the Caribbean?

There are airports in almost every country. For example, New Providence (Bahamas), Havana (Cuba), Port of Spain (Trinidad and Tobago), Pointe a Pitre (Guadeloupe), Port de France (Martinique) and others. Some islands have local airports where few planes can land. For example, the BVI don’t have international flights. You get there from neighbouring islands, Puerto Rico or the US Virgin Islands. Saint-Martin country doesn’t have an airport. But the other part of the Saint Martin Island, Sint Maarten, has one.

Contact Sailica

Do you need personal assistance? We are here for you 7 days a week. We will be glad to help you to find an excellent boat.

Kyle Your personal sailing guide

People talk about Sailica

Rinke Tiegel
5
Full recommendation. Great service & support. We chartered a Beneteau 45 in Athens for our trip around Peloponnes. Great service and perfect customer support from beginning to the end. Due to corona we had to postpone our trip - Sailica managed all the communication with the charter agency and negotiated a great new deal for us. This was already the 2nd time we charted with Sailica and it won't be the last time. Full recommendation
Kyle Redstone
5
I took Dufour Grand Large 560 at Croatia using online yacht rental service sailica.com It's easy to use their mobile app with fair prices and enough quantity of boats which suits to my parameters. Their managers assisted me through whole communication with charter company. It was pleasant to receive a small gift – free of charge transfer from airport to marina. We didn't request it and appreciate their overexpected level of service.
Julian Lehmann
5
Amazing 1 week in Turkey! I sailed with Sailica on a tour in the gulf of Fethiye in Turkey. Overall it was a great experience and a great crew, even if I did not know them before. The area is amazingly beautiful and if you go in April you can avoid the crowds. The skipper was very proficient and knew what he was doing. Highly recommended!
Mykyta Semenoff
5
Great company! The guys answered all our questions which were very important since it was our first sailing experience. Moreover, they advised us not only on a charter but also on the tour itself. This was not the responsibility of the company, but we needed help and the company managers helped us for free. I highly recommend the team. The guys are really reliable, proactive and customer-oriented.
Vadim Rogovskiy
5
Excellent trip to Croatia! The trip was organized on an excellent level since the very beginning - from the yacht search to the trip itself. The team was fast and responsive. Highly recommended to everyone who wants to hang out with family on a beautiful yacht or catamaran!
Nikolaus Haufler
5
Super Beratung - sehr schnell wurde für mich ein passendes Boot in der Türkei gefunden. Sehr guter Preis, und ich konnte einen Skipper aussuchen, den ich bereits vom letzten Mal kannte. Volle Empfehlung!

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We update availability of yachts automatically and check information from charter companies manually

Zero booking fee

Booking a yacht with Sailica you don’t pay any fees. We offer fair price from charter company without any additional costs.

Personalised advice

You are not alone! We will be glad to help to find a better boat and support your deal without additional fee. Even after completion of booking.