Sailboat & Yacht Charter in the Caribbean: The Best Companies

by Paul Joseph  |  Published February 1, 2021

One of the world’s most desirable yachting destinations, the Caribbean captivates all who visit with its heady mix of natural beauty, calm waters and world class tourist amenities. For private yacht charter guests, the Caribbean is particularly well set up, with a vast number of charter companies offering yacht rental packages in the region.

Yachts anchored out in Salt Whistle Bay in the Grenadines (Photo: _dChris via Flickr / CC BY 2.0)

Whether you’re seeking a crewed yacht or a bareboat charter, a sailboat or a motorboat, there’s a huge choice of yachts available in the Caribbean. We’ve picked out 3 of the best companies currently operating that we’d recommend for Caribbean yacht charters.

Ritzy Charters are our number one recommendation for finding yacht charters in the Caribbean. They offer hundreds of yachts across the region, spanning motorboats, sailing boats and catamarans. Our searches pulled up several attractive deals, with the cheapest available boat currently listed for charter in the Caribbean priced at $1,500 per week, which gets you a 24 sailboat. The booking process is a doddle too – you just have to fill in a form with your trip requirements and all the boats available that fit your needs will be sent to you to make your choice.
Sailo are a renowned yacht hire company that let yachting enthusiasts search for charter companies and their portfolio of vessels. Charterers can pick from thousands of yachts, both crewed and uncrewed, based on date, location, price, size, and guest reviews, and you can also perform more specific custom searches too. When we looked for yacht charters in the Caribbean we found a huge number of options available, including many catamarans, which are sometimes harder to find in certain parts of the world.

Boat Bookings

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WIth four global offices, Boatbookings are one of the biggest names in the yacht charter sector. In the Caribbean, most tastes and budgets are catered for, with thousands of available yachts ranging in size and style. Among these, several are offered as bareboat (no skipper or crew) while the rest are crewed yachts. In terms of the website in general, Boatbookings provide a useful customer reviews section, with feedback and ratings accompanying every yacht listed. The company also claims to spot-check each of the boats they recommend, and you can also search for specific on-board facilities such as yacht toys and fishing equipment.