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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$300-$1,495
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$130-$1,665
Sailboats
Set sail with these traditional wind-powered boats
$475-$1,720
Fishing Charters
Let a captain do the driving while you do the fishing
$160-$490
Kayaks
Who says you need a motor to have fun on the water?
$95-$455
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$245-$1,310
Diving
Explore the ocean depths with trained boat operators
$60
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$675
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$310
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.
LS
Lauryn
MainSqueeze-Private Boat Charters🏝️🇯🇲Rum Punch, snorkeling,Music included.
This private rum punch boat cruise provided by Main Squeeze was an absolute 10/10 experience. From the very beginning, Captain Israel was extremely responsive leading up to the trip, answered all our questions promptly, gave clear directions, and offered very reasonable pricing, which made planning completely stress-free. Transportation was perfectly coordinated, and everything ran seamlessly from start to finish. The open bar was flowing with rum punch and plenty of other drinks, setting the vibe immediately. The experience itself was next-level with jet skis, snorkeling, birthday decorations, and the ability to play our own music via Bluetooth, making it feel fully customized to our group. Huge shoutout to the incredible crew—Captain Israel ran the trip flawlessly, Darren, our lifeguard and bartender, kept the drinks coming while making sure everyone stayed safe, and David, our jet ski instructor, made sure everyone felt confident and had an amazing time on the water. The service was truly exceptional. If you’re looking for a private boat cruise that’s fun, lively, well-organized, and absolutely lit, Main Squeeze delivers. Perfect for birthdays, celebrations, or an unforgettable day on the water. Highly recommend!
mm
michael
Glacier Bay Private Boat Charter Tour in Turks and Caicos
Cheno and Kelly were super accommodating and went above and beyound to create a memorable experience. The snorkleing location was one of the best we have experienced in the Caribbean. We left feeling like we have made new friends... Happy New Year Guys!

Adam
Glacier Bay Private Boat Charter Tour in Turks and Caicos
My wife and I chartered a three hour tour with Cheno and couldn’t have been happier! He took us to a spectacular beach and sand bar, provided delicious rum punch, and was friendly and fun. Most importantly, he was flexible around timing given the rain on original charter day and allowed us to move to the next day that had much better weather. If you are willing to spend a few extra bucks to go private in TCI, Cheno is 100% a fantastic option.
HK
Hannah
Glacier Bay Private Boat Charter Tour in Turks and Caicos
Our experience with Cheno was 100/10! We boated around the cays and Cheno spotted mama and baby dolphins at sunset. We jumped in and played in the water with them and it was the most magical experience. Cannot recommend him more!!
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.
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!

September 13, 2023
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August 31, 2022
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December 30, 2019
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