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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
Sailboats
Set sail with these traditional wind-powered boats
$400-$490
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$230-$295

Carly
26ft Twin Vee PowerCat Experience Big Pine Key for 6 Guests
Captain Jack is great . He is very accommodating knowledgeable and great with the kids . Trip was made easy and we did everything we wanted .

Sylvia
MainSqueeze-Private Boat Charters🏝️🇯🇲Rum Punch, snorkeling,Music included.
What an amazing experience provided by Israel and Darron. They were both very attentive and made sure that our cups never ran dry. A 3 hour sunset cruise filled with gorgeous views, lots of laughter and beautiful energy. I won't hesitate to reach out to this dynamic duo next time I am in Jamaica!
CS
Christopher
Charters with Captain Bibi on a 30ft powerboat in Grand Cayman
A group of 8 of us had an amazing time with Captain Bibi on our recent visit to Grand Cayman. The boat and crew were wonderful. Captain Bibi was very knowledgeable about stingrays and have us the opportunity to interact with one. They also took great pictures of the entire experience and the family will remember it forever. Unlike other other operators, we never felt rushed at any of the spots by any set itinerary or hard end time. We look forward to using Bibi again in the future and will never look elsewhere.
DP
Daniella
Charters with Captain Bibi on a 30ft powerboat in Grand Cayman
Wonderful host. Bibi was knowledgeable and spent time explaining each destination to us. We were given complimentary pop, water & drinks. There was even a washroom on board! We did not feel rushed at all. He was an amazing captain and host. I cannot wait for next time!

Lorie
Charters with Captain Bibi on a 30ft powerboat in Grand Cayman
GREAT time! Bibi went above and beyond what we asked for. Communication was great and easy to find. Stingray Island was absolute blast with our group. You might pay a little more, but well worth it to book your own private boat and not be on an excursion with 100 other people.
TP
Tim
Charters with Captain Bibi on a 30ft powerboat in Grand Cayman
Excellent way to spend the day in Grand Cayman. We tried all the activities available and had a great time doing all of them. Captain Bibi did a great job mapping out our adventures and was hands on when needed. Stingray city was a blast. Looking forward to doing it 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!