Yacht Charter in
the Caribbean

Sailing in the Caribbean

The Caribbean is a paradise destination blessed with a tropical climate, warm and sunny winters and even hotter summers accompanied by steady breezes. Chartering a yacht in the Caribbean opens the astonishing doors to the Caribbean region which boasts an astounding 7 000 islands (fewer than 10 % inhabited) divided into two major groups: the Greater Antilles and the Lesser Antilles.

The best sailing areas in the Caribbean are: the British Virgin Islands, Antigua and Barbuda, Grenada, Saint Martin, Saint Vincent and the Grenadines, Martinique, Cuba and the Bahamas. Choose one of them, hop on your charter yacht and get ready for the time of your life!

Yacht Rental in the Caribbean

Charter a yacht in the Caribbean and sail in turquoise waters full of colourful marine life, beautiful islands, bays and coves enriched with white sandy beaches and coral reefs. Start your journey from the British Virgin Islands, Martinique, Grenada, Saint Lucia or Saint Vincent and the Grenadines, one of the filming locations of the Pirates of the Caribbean film series to round up a perfect holiday. Besides sailing, there are tons of activities for you, and make sure you explore historical colonial cities such as Havana, Santiago de Cuba and San Juan.

Learn more about the process of chartering a yacht

Yacht Charter Guide

Yacht Charter Guide

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Monohull Sailing Boats in the Caribbean

Monohull sailing yacht charter sailing in the Caribbean

The Caribbean region has perfect sailing conditions for a bareboat charter since it enjoys a year-round warm, tropical climate, while warm, easterly trade winds bring favourable, steady breezes. It is recommended to stay safe during the hurricane season (June-November) and charter a skippered boat; even though direct hits by storm are rare, a seasoned skipper can plan the route for you to avoid the ‘hurricane belt’ areas. Among our Caribbean offers, you can find comfort cruisers which are more affordable, or a bit more pricey performance cruisers - a little something for everyone's taste.

Read more on how to sail monohull sailing yachts

Monohull boat offer - Caribbean

Charter Sailboats - Caribbean

Beneteau 54 (2009)

Nanny Cay Resort & Marina

16.26 m
2,950 €
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Catamaran Sailing Boats in the Caribbean

Charter catamaran sailing in the Caribbean

Catamaran charter is ideal for the Caribbean region considering that catamarans can easily navigate through shallow waters owing to its low draft, which makes it easy for a bareboat charter. Catamarans are also very capable of manoeuvring around coral reefs for which a skippered charter is recommended if you wish to visit as many destinations as possible, navigating from one island to another and enjoy some sightseeing. The tender on your catamaran’s stern will be an ideal vessel to explore large, turquoise bays where you can drop your anchor and go for a swim or even try snorkelling.

Read more on how to sail catamaran sailing yachts

Catamaran boat offer - Caribbean

Catamaran Yacht - Caribbean

Lagoon 421 (2015)

Marina Puerto del Ray

12.61 m
2 x 40
3,880 €
3,802 €
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Motor Yachts in the Caribbean

charter motor yacht  in the Caribbean

Considering the vastness of the Caribbean region and the sheer number of locations to visit, a motor yacht charter is a perfect tool for such exploration. The performances of motor yachts are more than enough for you to be able to sail the region in no time. Bareboat or skippered, you are guaranteed to have a luxurious experience owing to the great comfort and space a yacht can provide. Simply relax and take your time navigating the islands but also be sure to visit some coastal cities and locations such as Havana (Cuba), San Juan (Puerto Rico), Montego Bay (Jamaica) and Santo Domingo (the Dominican Republic).

Find a perfect type of motor yacht

Motor yachts offer - Caribbean

Charter Motor Yacht - Caribbean

Horizon 56 (2007)

Nanny Cay Resort & Marina

17.86 m
2 х 800
5,406 €
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Types of Chartering Options in the Caribbean

Bareboat yacht charter

Bareboat yacht charter in the Caribbean is great for adventurous sailors who like to take control of the helm on the long distance sailing itineraries. You can stick to the islands, so the marinas and bays are always accessible for cover, or you can sail from island to island.

Skippered yacht charter

Skippered yacht charter is a great solution where a local skipper’s extensive knowledge will lead you safely to magnificent maritime locations of the Caribbean. Since distances between islands are quite large for a novice sailor, a local skipper will steer the yacht during longer trips, while you sunbathe and enjoy ocean climate.

Crewed charter

Crewed charter in the Caribbean will spoil all your senses. A captain is steering the yacht to the hidden private bay, a deckhand is handling all the ropes and systems on the yacht, a hostess is keeping the boat tidy and a cook is preparing delicious Caribbean delights. With such a crew, your mission is to experience an ultimate vacation.

Flotilla sailing holidays

Flotilla sailing holidays - if you want to take your company for a team building or you can’t fit all your friends to one yacht, we have a solution for you. Sail out with two, five or even ten sailing yachts, and share that sailing sensation with all of your friends and colleagues. Imagine ten sailing yachts anchored in a picturesque bay and spending the night there - that is something you have to be a part of.