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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$210-$1,150
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$200-$1,310
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$200-$245
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$230-$295
Fishing Charters
Let a captain do the driving while you do the fishing
$230-$295
AM
Alex
Sailing Catamaran Grand Cayman Sunset, Stingray City, Starfish Point & Snorkel
James and his staff were beyond hospitable, friendly and extremely professional. Made my wife’s bday trip so special beyond words. Everything was smooth, relaxed and fun. Our friends who boat often also said it was top notch. A big thank you and will return!
BC
Briar
46 feet luxury yacht in Montego Bay with unlimited cocktails and meals included
I was hesitant to book because I wasn’t familiar with this website but my experience was awesome. Deidrick provided excellent and reliable communication every step of the way and the entire crew was warm and welcoming. Will book again when we return!
MW
Monica
Lagoon 450F Catamaran
Capt. Dean was excellent at communicating with us (even when I messed up the booking times). The crew was very kind, knowledgeable and accommodating. We had such a great time we have already decided to spend next spring break in Grand Cayman. We are looking forward to booking again!
RM
Renee
46 feet luxury yacht in Montego Bay with unlimited cocktails and meals included
I had an absolutely amazing time! I was well taken care of and pampered! Everything was wonderful from start to finish - great communication, amazing and attentive staff, delicious food, excellent service, beautiful decorations and a yummy surprise birthday cake! What a memorable birthday! Thank you all again!

Dennese
Sailing Catamaran Grand Cayman Sunset, Stingray City, Starfish Point & Snorkel
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 Sunset, Stingray City, Starfish Point & Snorkel
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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December 30, 2019
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December 26, 2019
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December 23, 2019
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