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The Best Sailboat Rentals in Caribbean
Browse, book, and get out onto the water with local captains and boat owners.
Suggested Searches
Types of Boats Popular in Caribbean
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$40-$3,120
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$15-$1,000
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$70-$2,500
Fishing Charters
Let a captain do the driving while you do the fishing
$70-$2,395
Kayaks
Who says you need a motor to have fun on the water?
$15-$1,570
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$55-$395
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$15-$1,000
Diving
Explore the ocean depths with trained boat operators
$40-$2,045
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$45-$325
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$55-$1,745
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$45-$585
Rafting
A high-energy adventure for the whole family
$50-$275
Whale Watching
See some of the ocean’s most incredible creatures with these eco tours
$150-$1,055
Canoes
A classic option for leisurely paddling
$20
Recent Reviews in Caribbean
lb
lisa
50ft Catamaran Charter with Water Toys -Boca Raton, FL
Kristal & Jamie were the BEST! Made our family feel like their family. They were attentive and helpful. We (all 10 of us) feel they went over and above to make sure we had agood time. The boat was really clean and nice. It was it was a perfect day. Would definintely Sail with them again!!!!! The Captain had some real skill moving that wonderful Catamaran around!!
fd
frank
SINGLAR PLUS BITCOIN LIMITED EDITION
This was an amazing experience!!! We rent boats often and this was one of the best trips we have had. The boat is new and amazing. Great speakers, new interior and so comfortable. The captain and his assistant were very attentive and friendly. We will absolutely be booking again.
Fiorella
Private Tours~ Snorkeling at Icacos & Palomino Islands- Grady White 27'
Had the best day in Isla Icacos and Palomino with Jose! His boat was perfect for our group of 6, he offered snacks, lunch, beers and even a few shots of rum 🥳. Check in was seamless and he even helped arrange transportation to and from San Juan. I definitely recommend booking this tour and captain!
ML
Michelle
Jeanneau Sun Odyssey for an Intimate Cruise in Montego Bay
Sailing with the Captain and his son was really nice. They are friendly and professional, very accommodating. The vibe was amazing, from the tasty drinks, to the delicious sushi. My family had a great time snorkeling.
BD
Bill
All-Inclusive Luxury Sailing Catamaran Charter from Paradise Island
If you want a fun and safe cruise on a clean and well maintained luxury vessel, Ignacio is your man! Very professional, great communicator and tremendously experienced. Also, don't miss a tremendous culinary experience with his chef/crew/wife who is simply a doll. We loved everything about out trip and would highly recommend Ignacio to anyone interested in a luxurious cruise!
Ricky
Set Sail in Style on the Caribbean Seas, Charter Your Dream Yacht today
This was an amazing experience. Communication from beginning to end was excellent. The captain and his crew went above and beyond for everyone involved. I cant recommend this highly enough. Ill be doing a YouTube video review of the whole experience soon. Highly satisfied customers.
How To Book on Getmyboat
Browse
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Inquire & Book
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Enjoy
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!
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