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Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$210-$1,200
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$335-$1,210
Snorkeling
Get off the boat and into the water with offshore snorkeling trips
$375-$1,205
Kayaks
Who says you need a motor to have fun on the water?
$280-$330
Diving
Explore the ocean depths with trained boat operators
$180
Sailboats
Set sail with these traditional wind-powered boats
$1,250
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$375
GS
Gizelle
Hatteras 55’ Sportfish Motor Yacht in Ocho Rios!
⭐ Another Amazing Experience with Captain Vaughn! This was my second time booking a boat trip, and once again, I was not disappointed! We booked this trip for a special birthday celebration, and I must admit, I was a little skeptical about the weather leading up to the trip, but Captain Vaughn was confident that it would be a beautiful day, and I trusted his judgment. I’m so glad I did because everything worked out perfectly! Everyone had an amazing time filled with laughter, relaxation, and great vibes. Captain Vaughn and his team were accommodating, professional, and made sure we were comfortable throughout the entire trip. It was truly a memorable day, and I couldn’t have asked for a better experience. Two bookings later, and he continues to exceed my expectations! I highly recommend Captain Vaughn to anyone looking for an unforgettable boat experience. Thank you again, Captain, and I look forward to booking with you again! 🚤🌊🎉
BV
Bryan
Luxury 33ft Yacht with crew in Montego Bay
All I can say is WOW! What a great host , what a great tour , that’s what I call hospitality. I’ll definitely call back Donald and charter with him . They showed me so fun and most importantly so much respect. I’m calling Donald back to host my next tour when I come back

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!
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!
LQ
Laura
MainSqueeze-Private Boat Charters🏝️🇯🇲Rum Punch, snorkeling,Music included.
We had an absolute blast! Would recommend to anyone! Darren and Israel were so much fun they celebrated our birthday event with us and even decorated the boat for us. They let us play our music and bring food. We snorkeled and they took amazing pictures for us. Book now!
JS
Jodie
MainSqueeze-Private Boat Charters🏝️🇯🇲Rum Punch, snorkeling,Music included.
Best excursion / day of our trip - Israel and Darren couldn’t of done more for us or been more accommodating and fun ! We had an amazing time for our birthday the vibe at sunset was unmatched ❤️ can’t thank the host enough for the amazing memories we got to make
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 21, 2023
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August 03, 2023
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June 02, 2023
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August 31, 2022
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December 30, 2019
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