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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$250-$1,000
Sailboats
Set sail with these traditional wind-powered boats
$425-$500
Fishing Charters
Let a captain do the driving while you do the fishing
$300
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$250
JR
Jenna
31ft SeaRay Sundancer Luxury Boat Chartering in Grand Cayman
The crew was amazing! This experience was so magical. We got to swim with sting rays, see star fish, visit rum point, and drive the jet ski around at sunset. We had two young kids on the trip, and both members of the crew were incredibly accommodating, helpful and patient. Most people on the trip said this excursion was the overall highlight of our Grand Cayman trip. 10/10 recommend!
Holley
Hatteras 55’ Sportfish Motor Yacht in Ocho Rios!
The 4 of us had an amazing day on the water! Top notch service! We were short on time since we were traveling on a cruise, but these guys made every minute count! We will be back to Ocho Rios and will book again!
AP
Alicia
Hatteras 55’ Sportfish Motor Yacht in Ocho Rios!
The best experience boat ride i have ever been on!!! I booked this boat for my 10th year Anniversary with family and we had an amazing time. Also the food is an extra cost but you will no be disappointed at All!!! The best Jerk chicken, peas & rice, pasta salad I have ever eaten in my life!!!!! I will definitely recommend booking with Vaughn & crew💚❤️🖤
Josh
MainSqueeze-Private Boat Charters🏝️🇯🇲Rum Punch, snorkeling,Music included.
We could have not dreamed of a more amazing experience than the day we had with Israel. Everything was top shelf! The only disappointment that we had was the day had to end, everything else was spectacular!!
RD
Randi
Hatteras 55’ Sportfish Motor Yacht in Ocho Rios!
100% recommend. We had a blast.
DP
Daniella
Charters with Captain Bibi on a 30ft powerboat in Grand Cayman
Wonderful host. Bibi was knowledgeable and spent time explaining each destination to us. We were given complimentary pop, water & drinks. There was even a washroom on board! We did not feel rushed at all. He was an amazing captain and host. I cannot wait for next time!
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!
September 13, 2023
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August 21, 2023
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August 03, 2023
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June 02, 2023
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August 31, 2022
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December 30, 2019
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