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Montego Bay Cruises, Sailing & Water Tours

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Montego Bay Tours

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VIP Yacht Negril Caves Swimming & Ricks Cafe 15 persons

Welcome to SUN Queen, your VIP Luxury Yacht BOOKING COST INCLUDES UP TO 15 PERSONS ... she's a full 58' Azimut Flybridge Yacht, the only …More

Likely to Sell Out
Likely to Sell Out
5.0 (4)

VIP Yacht Negril Caves Swimming & Ricks Cafe 15 persons

Welcome to SUN Queen, your VIP Luxury Yacht BOOKING COST INCLUDES UP TO 15 PERSONS ... she's a full 58' Azimut Flybridge Yacht, the only...

3 hours 30 minutes • Hotel pickup offered
5.0 (4)
from
$4,450
Private Catamaran Cruise and Snorkeling in Montego Bay Area

Basically you get this completely private for your group. Mimosas, cold towels, and an onboard DJ set this Montego Bay Private All-inclusive Catamaran Cruise apart …More

Private Catamaran Cruise and Snorkeling in Montego Bay Area

Basically you get this completely private for your group. Mimosas, cold towels, and an onboard DJ set this Montego Bay Private All-inclusive Catamaran Cruise apart...

3 to 4 hours • Hotel pickup offered
from
$3,700
Private Yacht Tour w/optional Flying Dress Photoshoot Montego Bay

Luxurious Ultimate Private Caribbean Vacation Package!! 3-hour cruise includes: Various refreshments, including (Premium Alcohol and Rum Punch). Choice of KFC Chicken (includes fries, biscuits) or …More

Private Yacht Tour w/optional Flying Dress Photoshoot Montego Bay

Luxurious Ultimate Private Caribbean Vacation Package!! 3-hour cruise includes: Various refreshments, including (Premium Alcohol and Rum Punch). Choice of KFC Chicken (includes fries, biscuits) or...

3 hours • Hotel pickup offered • Free Cancellation
from
$2,844
Private Yacht Tour Montego Bay with DJ Open Bar and Water Sports

Elevate your event with an unforgettable cruise aboard the luxurious Sea Ray 540 Sundancer. Whether you're hosting a lively party or seeking a serene escape, …More

Private Yacht Tour Montego Bay with DJ Open Bar and Water Sports

Elevate your event with an unforgettable cruise aboard the luxurious Sea Ray 540 Sundancer. Whether you're hosting a lively party or seeking a serene escape,...

3 hours • Free Cancellation
from
$2,600
Montego Bay Private Yacht Tour with Open Bar and Lunch

We are not just offering a cruise. We are offering an escape and tranquility. Our aim is to provide sophistication, outstanding customer service and the …More

4.9 (68)

Montego Bay Private Yacht Tour with Open Bar and Lunch

We are not just offering a cruise. We are offering an escape and tranquility. Our aim is to provide sophistication, outstanding customer service and the...

4 hours • Free Cancellation
4.9 (68)
from
$2,500
5-Day Luxury ADULT ONLY Vacation in Negril

Embark on an unforgettable Jamaican journey starting with a luxurious 5-day stay at Hedonism II, where indulgence reigns supreme. Then, venture to the iconic Rick's …More

5-Day Luxury ADULT ONLY Vacation in Negril

Embark on an unforgettable Jamaican journey starting with a luxurious 5-day stay at Hedonism II, where indulgence reigns supreme. Then, venture to the iconic Rick's...

5 days • Hotel pickup offered • Free Cancellation
from
$2,150
Sail Away in Montego Bay on a Private Catamaran

Sailing along the coastline of Montego Bay offers breathtaking views and turquoise waters. You’ll have the opportunity to indulge in snorkeling and swimming, explore the …More

5.0 (20)

Sail Away in Montego Bay on a Private Catamaran

Sailing along the coastline of Montego Bay offers breathtaking views and turquoise waters. You’ll have the opportunity to indulge in snorkeling and swimming, explore the...

3 hours • Free Cancellation
5.0 (20)
from
$1,850
Private Deep Sea Fishing in Montego Bay

Basically this completely private fishing trip is perfect for the whole family, with private roundtrip transportation and a certified crew you can expect to get …More

Private Deep Sea Fishing in Montego Bay

Basically this completely private fishing trip is perfect for the whole family, with private roundtrip transportation and a certified crew you can expect to get...

4 hours • Hotel pickup offered • Free Cancellation
from
$1,800
Dunn’s River Falls,Zip lining & horseback riding Combo tour from Montego Bay

This combined tour is a unique 3 pack combo tour that will let you explore more of Jamaica's natural beauty! Zip line your way over …More

5.0 (3)

Dunn’s River Falls,Zip lining & horseback riding Combo tour from Montego Bay

This combined tour is a unique 3 pack combo tour that will let you explore more of Jamaica's natural beauty! Zip line your way over...

3 to 4 hours • Hotel pickup offered • Free Cancellation
5.0 (3)
from
$739
Jet Car, Parasailing, Jet Ski Adventure With Shopping Montego Bay

Get ready for a Montego Bay adventure that’s equal parts thrill, beauty, and fun! Kick things off with a heart-pounding Jet Car ride across sparkling …More

5.0 (1)

Jet Car, Parasailing, Jet Ski Adventure With Shopping Montego Bay

Get ready for a Montego Bay adventure that’s equal parts thrill, beauty, and fun! Kick things off with a heart-pounding Jet Car ride across sparkling...

2 to 3 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$600
Zipline, Horseback Ride and Catamaran Cruise Experience

Our Horseback Ride n Swim tour is for the adventurous who is intrigued by spending time riding along the countryside and splashing in the ocean …More

5.0 (1)

Zipline, Horseback Ride and Catamaran Cruise Experience

Our Horseback Ride n Swim tour is for the adventurous who is intrigued by spending time riding along the countryside and splashing in the ocean...

5 to 15 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$550
ATV, Horseback Ride and Bamboo Rafting Experience

Go off-roading through the Jamaican countryside on an ATV during on this tour. Follow your guide to hidden spots of significant natural beauty, stopping to …More

5.0 (3)

ATV, Horseback Ride and Bamboo Rafting Experience

Go off-roading through the Jamaican countryside on an ATV during on this tour. Follow your guide to hidden spots of significant natural beauty, stopping to...

3 to 12 hours • Hotel pickup offered • Free Cancellation
5.0 (3)
from
$500
Horseback Ride and Catamaran Cruise Experience

Horseback Ride Ride into the Countryside, Beach and Shoreline. A very special opportunity to enjoy the exhilaration of riding into the ocean and learning about …More

4.0 (1)

Horseback Ride and Catamaran Cruise Experience

Horseback Ride Ride into the Countryside, Beach and Shoreline. A very special opportunity to enjoy the exhilaration of riding into the ocean and learning about...

5 to 15 hours • Hotel pickup offered • Free Cancellation
4.0 (1)
from
$500
Portland Nature and Eco Tour Experience

Stop At: Boston Bay, is a stunning coastal town with white sand beaches and turquoise waters. Known for water sports such as swimming, surfing, and …More

4.0 (1)

Portland Nature and Eco Tour Experience

Stop At: Boston Bay, is a stunning coastal town with white sand beaches and turquoise waters. Known for water sports such as swimming, surfing, and...

8 hours • Hotel pickup offered • Free Cancellation
4.0 (1)
from
$500
Horseback Ride/Swim, Blue Hole Falls, Bamboo Rafting, Rick's Cafe

PLEASE NOTE: THIS TOUR LASTED FOR 2 DAÝS, ( Day 1: Horseback Riding/Swim & Blue Hole Falls , Day 2: Lethe River Bamboo Rafting & …More

5.0 (2)

Horseback Ride/Swim, Blue Hole Falls, Bamboo Rafting, Rick's Cafe

PLEASE NOTE: THIS TOUR LASTED FOR 2 DAÝS, ( Day 1: Horseback Riding/Swim & Blue Hole Falls , Day 2: Lethe River Bamboo Rafting &...

2 days • Hotel pickup offered • Free Cancellation
5.0 (2)
from
$460
Experience Kingston From The Water

Every Friday Evening sailing from Ribbiz Ocean Lounge located on the waterfront at Victoria Pier Downtown in Kingston. Come aboard a 69ft Power Catamaran for …More

5.0 (1)

Experience Kingston From The Water

Every Friday Evening sailing from Ribbiz Ocean Lounge located on the waterfront at Victoria Pier Downtown in Kingston. Come aboard a 69ft Power Catamaran for...

3 to 4 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$450
ATV and Catamaran Cruise Experience

Gear up for an exhilarating ride on a powerful ATV Quad Safari through rugged off-road terrain, exploring Jamaica’s picturesque scenery while the luscious winds of …More

3.0 (1)

ATV and Catamaran Cruise Experience

Gear up for an exhilarating ride on a powerful ATV Quad Safari through rugged off-road terrain, exploring Jamaica’s picturesque scenery while the luscious winds of...

5 to 15 hours • Hotel pickup offered • Free Cancellation
3.0 (1)
from
$450
Lethe Bamboo Rafting, ATV, Horseback Riding Tour in Montego Bay

Discover the ultimate Jamaican adventure with our ATV, Bamboo Rafting, and Horseback Riding combo tour! Escape your resort and dive into the beauty and excitement …More

5.0 (5)

Lethe Bamboo Rafting, ATV, Horseback Riding Tour in Montego Bay

Discover the ultimate Jamaican adventure with our ATV, Bamboo Rafting, and Horseback Riding combo tour! Escape your resort and dive into the beauty and excitement...

5 to 6 hours • Hotel pickup offered • Free Cancellation
5.0 (5)
from
$399
Blue Hole Waterfall, Bamboo River Rafting and ATV Tour Ocho Rios

Get ready for the ultimate adventure in Ocho Rios! Start your day at the stunning Blue Hole, where you can swim in natural pools, leap …More

5.0 (1)

Blue Hole Waterfall, Bamboo River Rafting and ATV Tour Ocho Rios

Get ready for the ultimate adventure in Ocho Rios! Start your day at the stunning Blue Hole, where you can swim in natural pools, leap...

6 to 7 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$330
Jamaica Martha Brae River Rafting/Dunn’s River Falls Private Tour

This is a CASHLESS AND HASSLE FREE TOUR that INCLUDES Entrance Fees and transportation fee for the day. We pickup in a clean private and …More

5.0 (89)

Jamaica Martha Brae River Rafting/Dunn’s River Falls Private Tour

This is a CASHLESS AND HASSLE FREE TOUR that INCLUDES Entrance Fees and transportation fee for the day. We pickup in a clean private and...

8 hours • Hotel pickup offered • Free Cancellation
5.0 (89)
from
$317

Frequently Asked Questions

These answers are based on answers previously given to Cool Montego Bay customers' questions.

Recent tour reviews
It was amazing! The staff...
New York City
Montego Bay Private Yacht Tour with Open Bar and Lunch
cynthia_c, Aug 2026
It was amazing! The staff...
It was amazing! The staff was very attentive. They brought on a photographer who took amazing photos. The food was really good. Drinks were nice and strong. Worth every penny!
Read more
It was a great...
New York City
Montego Bay Private Yacht Tour with Open Bar and Lunch
Meryeha_H, Jul 2026
It was a great...
It was a great experience! They made my birthday super special! Definitely will be booking again if im ever there!
Read more
BEYOND IMPRESSIVE!!!
New York City
Jet Car, Parasailing, Jet Ski Adventure With Shopping Montego Bay
rameir, Dec 2025
BEYOND IMPRESSIVE!!!
We were a party of 10 in two vans and everything ran smoothly.To say it was perfect would be an understatement. We were in the van with Alex and he was simply amazing. They were on time , the vehicle was very clean, A/C was cool , Alex pointed out several landmarks and was very informative. I will definitely use your service on our next trip. Thank you again
Read more
Highly Recommend for Family Vacation!
New York City
Blue Hole Waterfall, Bamboo River Rafting and ATV Tour Ocho Rios
savannahj957, Oct 2025
Highly Recommend for Family Vacation!
Another month and another booking with George for me! Our 5-day family vacation in Montego Bay was made so smooth and memorable because of George. He was incredibly professional, patient with our kids, and always ready with great recommendations. Over the course of the trip, he took us to experience Blue Hole Waterfall, Bamboo River Rafting, and an exciting ATV Tour in Ocho Rios, each one perfect for the whole family!He made sure we had everything we needed at each stop, from safety gear to bottled water, and even helped capture beautiful family photos. The vehicle was always clean and cool. He went out of his way to make sure everyone felt comfortable and cared for, especially my younger children. My husband & I couldn’t have asked for a better guide. Highly recommend!
Read more
Great service surely recommend this activity.
New York City
Horseback Ride/Swim, Blue Hole Falls, Bamboo Rafting, Rick’s Cafe
fabionm2025, Jun 2025
Great service surely recommend this activity.
Our 2 day experience with Ellis Tours was great, this excursion lasted 2 day and we love every moment. .................
Read more
Highly recommended
New York City
Horseback Ride/Swim, Blue Hole Falls, Bamboo Rafting, Rick’s Cafe
suzana832, May 2025
Highly recommended
My first time in Jamaica was epic this 2 days excursion is amazing, I do it with my family of 7 and we all enjoyed our self the driver is very informative about the area and also recommend us the other great tours. Highly recommended this 2 days excursions
Read more
Pleasant experience
New York City
Jamaica Martha Brae River Rafting/Dunn’s River Falls Private Tour
hifp, May 2025
Pleasant experience
I had a good experience on this tour! Our guide was punctual and ensured that everything went smoothly from start to finish. We visited an area where there was horseback riding, we had a interesting time in Dunn's River falls and we also had a good time in Martha Brae rafting village. The tour guide Also gave us helpful tips on navigating the area and even suggested trying some authentic Jamaican food in a special place to enhance our experience.During the tour we had a minor setback when some debris from an accident punctured the guides tire. However, he handled the situation effortlessly, using his own tools to fix it quickly, and we were back on track without any delays.What really stood out was the guides friendly nature. He shared some facinating insights on the history of jamica, the typical trades that happen with strategic resources and even gave some investment insights.Highly recommend.
Read more
Best Jamaican experience
New York City
Jamaica Martha Brae River Rafting/Dunn’s River Falls Private Tour
OnAir32642388301, May 2025
Best Jamaican experience
Best trip ever, Leon was the best most amazing tour guide, he was very knowledgeable and he was very punctual and communicated great. 5 star experience. Definitely recommend!! Trust me he’s the one to go to!
Read more
Family Adventure
New York City
ATV, Horseback Ride and Bamboo Rafting Experience
Tara_M, Mar 2025
Family Adventure
Awesome experience. The whole family had a great time. Sheldon, our guide for the ATVs, made sure everyone was safe and knew what we were doing before departing on the trail. He made sure we got the experience we paid for. The horseback riding and bamboo rafting was excellent also. Markie with Royal Tours took in consideration that we were a family with young children and placed us with appropriate guides. This will definitely be a repeat if we ever go back to Jamacia.
Read more
This is the One!!!
New York City
Sail Away in Montego Bay on a Private Catamaran
W9647WVerica, Feb 2025
This is the One!!!
After researching several Charters we settled on Gypsy Sails due to the excellent communication, affordability for services offered and online reviews….and boy did they deliver! Just like in every other review we too had an incredible experience. The crew was very welcoming, friendly, talkative, and knowledgeable, The boat is extremely comfortable and the Captain had charted a beautiful cruise and tour of the harbor front. The snorkelling was beautiful, in crystal clear, calm waters, And the provided lunch and drinks were delicious and filling. We were a combined family of 16 ranging from 80 to 9 years old, and everyone felt comfortable and thoroughly enjoyed the experience. Highly recommend!
Read more
Zip away for the day
New York City
Dunn’s River Falls,Zip lining & horseback riding Combo tour from Montego Bay
Lexi S, Jan 2025
Zip away for the day
I have never gone zip lining in my life, so I definitely needed to be talked into this one but gosh was it worth it? Super adrenaline filled safe ride. It was beautiful to glide over all the trees and see so much, there is horseback riding there and availableThe horses are all well trained and don’t go off the beaten path. If you know what I mean, it’s a great way to bond with your family or loved one.
Read more
Unforgettable Experience with an Amazing Crew
New York City
Sail Away in Montego Bay on a Private Catamaran
rileybB5525QT, Dec 2024
Unforgettable Experience with an Amazing Crew
If you're looking for an amazing catamaran experience, Gypsy Sails is the way to go! The crew was incredibly friendly, fun, and professional, making sure everyone felt welcome and had a blast. We were with Peter, Andy, and Peta-Gaye. They were knowledgeable, attentive, and went above and beyond to ensure we had an unforgettable time. Highly recommend!
Read more
Perfect Tour Guide
New York City
Lethe Bamboo Rafting, ATV, Horseback Riding Tour in Montego Bay
97letitiaa, Oct 2024
Perfect Tour Guide
Oraine is so awesome. He arrives early, waits patiently, stays for the festivities and overall shows you a great time. He is the prefect gentleman. He knows the different places to eat and hot spots to frequent. Our group had the luxury of having him the entire week we stayed in Jamaica and never had to worry about him being unavailable. He asked prior to the days end or his departure from you what your next plans are so he can prepare himself. We told him we wanted to take him back to the States.
Read more
The Best Honeymoon in Jamaica!
New York City
Lethe Bamboo Rafting, ATV, Horseback Riding Tour in Montego Bay
andresZ1285XZ, Sep 2024
The Best Honeymoon in Jamaica!
Our time in Jamaica was nothing short of amazing! The people are great and Jamaica is a beautiful place to visit. If you are looking for a good time, Pure Vibes is the way to go. We worked with Oraine and he was an amazing tour guide. He is very professional and knowledgeable, and will go above and beyond to meet your needs. We can’t wait for our next trip to Jamaica!
Read more
Best Tour Service
New York City
ATV, Horseback Ride and Bamboo Rafting Experience
michellefC3992QV, Oct 2022
Best Tour Service
Thank you for the superb service. It was easy to book my excursion and the staff was reliable and friendly. I highly recommend them and I will be using them for all my future ventures
Read more
Great
New York City
Experience Kingston From The Water
940jamaicas, Jun 2022
Great
This company allow me and my friends to enjoy ourselves and made us feel safe on our whole vacation from start to finish. Markie our guide was so kind and knowledgeable would be using them again and recommend them.
Read more
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