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The Best Sailboat Rentals in Jamaica
Browse, book, and get out onto the water with local captains and boat owners.
Suggested Searches
Types of Boats Popular in Jamaica
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$100-$1,570
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$45-$1,565
Kayaks
Who says you need a motor to have fun on the water?
$40-$1,185
Fishing Charters
Let a captain do the driving while you do the fishing
$85-$655
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$80-$660
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$45-$1,475
Diving
Explore the ocean depths with trained boat operators
$60-$280
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$165-$565
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$230-$350
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$100
Top Sailboat Rental Locations Near Jamaica
Recent Reviews in Jamaica
CR
Christine
Sail away in Montego Bay! 39ft Leopard Catamaran
This was an amazing day! We were very excited about this boat day and Stacey was excellent about communication leading up to the trip. Captain Peter and his crew also went above and beyond to make sure we had a great trip. The food, drinks, and service were perfect. They took us snorkeling which we hadn’t done in years! Our whole family got in the water and had so much fun. The weather app showed that the weather that day would be less than ideal and Stacey (days in advance) gave us the option to move days, but that day was the day that worked best for us. Captain Peter’s team tested the sea and also kept a close eye on the radar. Stacey also checked in several times. They assured us the weather would hold and the sea was safe. And it was!!! Captain Peter navigated us away from the rain and the waves. We are so glad that we trusted the team and we got to have an incredible trip!
Jaela
46 feet luxury yacht in Montego Bay with round trip transportation!
Booked KnotStressin’ for my 30th birthday weekend in Jamaica. We had a great time on the boat. We got to do the jet car, which was a BLAST. We got plenty of photos & videos. The drinks continuously flowed the whole time on the boat. Captain Milky, Host Tamara & Kamoya, lifeguard Shane were absolutely amazing! They were considerate, kind, respectful, very very welcoming! My friend, family, & I had a wonderful time. I want to book with them each time I come back! 🫶🏾🤍 I love y’all! Thank yall for making 30 everything I wanted & more! 🫶🏾
CC
Cristi
Sail away in Montego Bay! 39ft Leopard Catamaran
This was the best part of our trip! The boat was clean, safe and a lot of fun. Hugh thanks to the Capt and the crew! Working with Stacey was great. I would highly recommend her boat to anyone visiting!
NR
Nykeema
46 feet luxury yacht in Montego Bay with round trip transportation!
I had an amazing time! Everyone was so nice! Tamara was so kind and caring, snoop never left us hanging and made sure we were good a s Bobby was the best captain. The food was great and even my vegan guest had options.
Kim
46 feet luxury yacht in Montego Bay with round trip transportation!
Top tier! The professionalism started from the time of inquiry. The booking was easy and Dedrick was responsive and met all of my expectations. Definitely recommending to all of my friends in the states.
SC
Sharifa
46 feet luxury yacht in Montego Bay with round trip transportation!
Thank you! 🙏🏾 lm had an amazing time for my birthday! Myself and my guests had a great time! Thank you for making my birthday so special !
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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