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Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$300
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
MJ
Mariah
New addition! Lagoon 450 Catamaran
Capt Dean and Jasper were nothing less than amazing. The boat itself was beautiful, and had all the amenities my group needed and more. They were accommodating in more than ways than one and which allowed us to have an amazing experience. I was comfortable, and knew I was in good hands with our boating adventures. I thank both of them over and over and will definitely be the only captain/boat I book with when I visit the Cayman Islands.
PR
Pj
31ft Chaparral Yacht Charter from Cayman
Great experience! Definitely knows the right areas. We swam with stingrays and turtles on our snorkeling outing. Highly recommend.
JR
Jennifer
New addition! Lagoon 450 Catamaran
We were on a cruise and took a taxi to the boat. It was super easy the captain arranged drinks and sandwiches for our day. Again super easy. They crew made our day perfect.
MS
Melissa
31ft Chaparral Yacht Charter from Cayman
We absolutely loved our trip. The captain was fantastic. Very knowledgeable and kind. He got in the water with us and taught us everything we needed to know. He even got my daughter to touch the starfish when we couldn’t get her too!! Thank you for such a great experience! You made it absolutely wonderful for our family. If we ever come back we would definitely book again.

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!
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!!
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!

August 01, 2023
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October 03, 2022
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December 11, 2019
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August 24, 2023
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April 10, 2020
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December 30, 2019
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