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Montego Bay Cruises, Sailing & Water Tours

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Montego Bay Tours

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Recommendations

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
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
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
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
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
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
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
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
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
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
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
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
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 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
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

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
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
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
Great Experience
New York City
Zipline, Horseback Ride and Catamaran Cruise Experience
Princess_23532, Mar 2022
Great Experience
We had the opportunity to explore Jamaica with this company and it was well put together experience. Our guide had a lot of information on hand and was ready to answer all our questions. We love the fact that their services are inclusive of excursions, transportation, lunch and drinks onboard there vehicle and we didn't had to spend anymore money other than our souvenir shopping which was wonderful for me and my
Read more
GREATNESS!!!
New York City
Dunn’s River Falls,Zip lining & horseback riding Combo tour from Montego Bay
terrisZ8661QW, Jul 2021
GREATNESS!!!
My driver Travis was so pleasant, respectful & was anytime for available for any questions I had. He was on time & made sure we got some knowledge of Montego Bay! I definitely recommend him when you in town!
Read more
Cliff diving.
New York City
VIP Yacht Negril Caves Swimming & Ricks Cafe 15 persons
387indy, Oct 2020
Cliff diving.
It's been a lot of years since my last visit, still some Spanish influences and a lot of British. I was very lucky to get on a VIP cruise of 10. It's Covid 19 clean, social distancing, masks .For lunch I had a stuffed pastry ( spices vegetables, salt fish, seafood,), ice tea. The cliff diving was wonderful to watch.
Read more
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