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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
Sailboats
Set sail with these traditional wind-powered boats
$400-$490
Fishing Charters
Let a captain do the driving while you do the fishing
$230-$295
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$230-$295

Anthony
31ft SeaRay Sundancer Luxury Boat Chartering in Grand Cayman
Captain hot shot is great - his first mate was great. Highly recommend. Boat got switched last min by company he works for, and was clearly the backup not in good shape - but called an upgrade because it was longer, but that was a silly pitch - had torn seats and not well maintained
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!
MM
McKenzie
Sailing Catamaran Grand Cayman Sunset, Stingray City, Starfish Point & Snorkel
James and Nino did an incredible job! Our group of 13 had a blast! Communication was great and very helpful and fun along the way! We will definitely book again in our next trip!
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!

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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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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