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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$225-$1,000
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$225-$300
Fishing Charters
Let a captain do the driving while you do the fishing
$225-$300
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$225
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.
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
Mark
New addition! Lagoon 450 Catamaran
Capt. Dean was the best. He has excellent navigation skills and was very knowledgeable about the Island. Both he and his first mate Tash, were extremely nice, fun and energenetic with our group. Swimming with the stingrays and hanging out with the starfish were the highlights of the boatride. There was lots of laughter and fun times. It felt like Capt Dean and Tash were part of our group, like we've known them forever!! Thanks Capt. Dean, I would definitely book with you again!!
SZ
Sheryl
New addition! Lagoon 450 Catamaran
Perfect choice for our group of 12. With a 4- and 6-year-old that never swam with stingrays let alone in the open water, we wanted the opportunity to stay at locations on our own schedule. Yes, the trip was pricier than the scheduled tours; but, all agreed it was the perfect afternoon boat trip and wished we booked for the entire day. The catamaran is beautiful and spacious; and, the captain and first mate professional, funny and accommodating. We brought our own food and drinks; but, know, that they supply some nonalcoholic refreshments, ice, some fruit, chips and salsa type refreshments after one of the stops. Also, the first mate had a more in-depth understanding of stingrays than many on other scheduled trips.

Dennese
Sailing Catamaran Grand Cayman for Sunrise, Sunset or Any Time Cruise
Sailing with Captain James was a dream!! You will not regret this experience! Not only is he hospitable, he is full of life and passion which only made our trip better. We enjoyed every part of our trip the only sad part was that we didn’t book longer. 100/10 would book with Captain James again!!
KM
Kelley
Sailing Catamaran Grand Cayman for Sunrise, Sunset or Any Time Cruise
If you’re looking for a unique and fun way to celebrate a special occasion, or just want to take advantage of the beautiful weather and get out on the water, this is it! I booked a Sunday afternoon trip with friends to celebrate my 36th birthday and it absolutely exceeded my expectations. Captain James was communicative and professional leading up to the trip; he’s a skilled captain and a joy to be around. His catamaran is clean and safe, and equipped with everything you could need, including a sound system and bumpin’ playlist! I will absolutely be booking with him again.
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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August 12, 2021
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July 19, 2021
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December 30, 2019
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December 26, 2019
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