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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$290-$1,415
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$80-$1,560
Sailboats
Set sail with these traditional wind-powered boats
$285-$1,600
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$125-$550
Kayaks
Who says you need a motor to have fun on the water?
$75-$540
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$150-$1,365
Diving
Explore the ocean depths with trained boat operators
$60
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$310
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$385
LQ
Laura
MainSqueeze-Private Boat Charters🏝️🇯🇲Rum Punch, snorkeling,Music included.
We had an absolute blast! Would recommend to anyone! Darren and Israel were so much fun they celebrated our birthday event with us and even decorated the boat for us. They let us play our music and bring food. We snorkeled and they took amazing pictures for us. Book now!
Michelle
31ft Chaparral Yacht Charter from Cayman
We had an incredible time visiting Stingray City and snorkeling! From start to finish, the experience was seamless, professional, and full of unforgettable moments. The crew was friendly, knowledgeable, and clearly passionate about what they do. They made us feel safe and welcome right away, and their enthusiasm was contagious. They provided great instructions and fun facts about the stingrays, which made interacting with these amazing creatures even more special. Stingray City was everything we hoped for – surreal, thrilling, and beautiful. Getting to stand in crystal-clear water surrounded by gentle stingrays was a once-in-a-lifetime moment. Afterward, the snorkeling stop was just as amazing. The water was so clear, and we saw tons of colorful fish and coral. The guides even pointed out hidden sea life we would have missed on our own. The boat was clean, spacious, and well-equipped with everything we needed. It felt like a private, VIP experience. Whether you’re a first-timer or a seasoned snorkeler, this tour is a must-do in Grand Cayman. Highly recommend – they delivered an experience we’ll never forget!
SO
Stephen
31ft SeaRay Sundancer Luxury Boat Chartering in Grand Cayman
This was the highlight of our trip. Captain Bryan and his first mate Ryan were fantastic. They took us to all the places we wanted and were very easy going. They knew a great detail about every stop and spun some history and facts about the area. We’d use them again for sure!
KE
Kristyn
31ft Chaparral Yacht Charter from Cayman
This was the best day of our entire vacation!! Nick and his crew went above and beyond to accommodate any and every request we had. The experience was priceless, and I couldn’t recommend them enough!! If you’re traveling to the Cayman Islands this is the way to go!!
JS
Jodie
MainSqueeze-Private Boat Charters🏝️🇯🇲Rum Punch, snorkeling,Music included.
Best excursion / day of our trip - Israel and Darren couldn’t of done more for us or been more accommodating and fun ! We had an amazing time for our birthday the vibe at sunset was unmatched ❤️ can’t thank the host enough for the amazing memories we got to make
Daryle
31ft SeaRay Sundancer Luxury Boat Chartering in Grand Cayman
This was a fantastic day in the water. Brian and Ryan were awesome! Highly recommended!
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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December 30, 2019
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