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935 Caribbean Yacht Charters & Luxury Boat Rentals


1 - 18 of 935 boats

Rent a Yacht Charter in the Caribbean Islands on Sailo!

Choosing a Caribbean yacht charter? Discover the thrill of the open water by a private boat rental in the Caribbean Islands from Sailo. Rent a boat in the Caribbean Islands for a day or a week (or as long as you want) and really get to know the beauty of this hot place. Experienced sailors, choose your bareboat and go explore! If you prefer to relax on deck, you’ll find plenty of crewed Caribbean yacht charters waiting to take you wherever you wish.

Our finest collection of Caribbean yacht charters

There are currently 1612 Caribbean yacht charters waiting for you on Sailo. Make a splash with a private boat rental, with one of our 192 sailboat charters in the Caribbean Islands. We also have 459 catamarans available in Caribbean. For those who prefer luxury on the water, browse our 839 Caribbean motor yachts. Want to make room for a big group, or perhaps even throw a memorable party? You’ll find a great selection of 121 party yacht rentals in the Caribbean Islands.

How to find the right Caribbean yacht charter?

Sailo offers beautiful yacht charters in the Caribbean Islands at various price points. Use our advanced filters to narrow your search by date, group size, and trip duration: 2 hrs, 4 hrs or full day charters. You can also choose the type of boat (sailboat, motorboat, Caribbean catamaran charters) you want and go even further and look for a particular length, manufacturer and model. The price filter will help you see the available boats within your budget and the crew option is useful when you want to see boats with a skipper/captain included or only bareboats. Do you see a boat to rent in Caribbean that you would like? Click on it to go to the next page to read more about it, see more photos, send a direct message to the owner to ask more questions or start creating your booking request right away!

How much does it cost to rent a yacht in the Caribbean Islands?

You can charter a boat in the Caribbean Islands for a day for an average of $1100 per day. The average price for a weekly boat rental in the Caribbean Islands is $16316. Your total budget for a boating trip in Caribbean depends on many factors such as: trip duration, if captain and crew are included in the price or their cost have to be paid separately, fuel cost (which could be significantly higher on a motorboat compared to a sailboat) and other extras you choose to customize your experience in Caribbean.

What is Sailo FREE 24 hours Reservation?

Not sure if the boat you like suits your vacation plans? You can place a free reservation for 24 hrs, no credit card required, for most of our weekly Caribbean boat rentals, allowing you more time to discuss details with the boat owner, talk to your family or friends or customize your budget to suit your needs. Once you have placed the reservation, boat is blocked for 24 hours. During the 24 hours of your reservation, you can book the boat, cancel the reservation or ask for a one-time extension of 24 hours by contacting us at reserve@sailo.com. If you do nothing, your reservation will automatically expire and the boat will become available for other renters. Read more about free reservations.

Because we love the ocean

Caribbean sailing vacation is a great way to experience nature. So we like to remind everyone that keeping nature as beautiful as possible involves a little effort from all of us. Some of our tips for responsible boating include:

  • Don’t litter or throw waste overboard - take rubbish home and dispose of it responsibly
  • Eco-friendly sunblock can help prevent damage to marine life
  • buy local and sustainable food products

However long you’re sailing for, a little goes a long way. Read more about responsible boating.

Popular locations for renting the Caribbean yacht charters:

Popular boat types among renters in the Caribbean Islands: