By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.
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
Fishing Charters
Let a captain do the driving while you do the fishing
$375
Diving
Explore the ocean depths with trained boat operators
$180
Sailboats
Set sail with these traditional wind-powered boats
$1,250

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!
AA
Abbey
Luxury Private Tours, Rose Island Pigs & Turtles
We had the best time with Ashanti! He took us all around and we got to snorkel and see sea turtles! I would definitely book again!
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

Inyene
MainSqueeze-Private Boat Charters🏝️🇯🇲Rum Punch, snorkeling,Music included.
Isreal was amazing! The boat was perfect for my friends and I. He even decorated for my birthday which was such a sweet touch. He provided snacks and beverages. Our favorite part was snorkeling and learning about the wildlife. It was the highlight of our trip and I would recommend!
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!