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Montego Bay Luxury & Special Occasions

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Montego Bay Tours

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Recommendations

Night Life, Party Vibes & Clubbing in Montego Bay
3.0 (2)

Night Life, Party Vibes & Clubbing in Montego Bay

Montego Bay Nightlife is always popping. Especially with clubs like these that you’ll get a chance to experience from partying with Jamaicans. Smoke hookahs, enjoy...

3 to 4 hours • Hotel pickup offered • Free Cancellation
3.0 (2)
from
$40
Montego Bay Hip Strip Shopping and Margaritaville
4.5 (8)

Montego Bay Hip Strip Shopping and Margaritaville

Step into luxury and adventure with our private tour of montegobay ! Leave the stress of navigation behind as you relax in your exclusive vehicle...

3 hours 30 minutes • Hotel pickup offered • Free Cancellation
4.5 (8)
from
$39
Montego Bay’s Sightseeing Tour with Options to Customize
5.0 (8)

Montego Bay’s Sightseeing Tour with Options to Customize

Experience a deeper look into the city of Montego Bay from this tour journey. Learn of its history and feel the vibe of the tourism...

1 to 6 hours • Hotel pickup offered • Free Cancellation
5.0 (8)
from
$39
Rick's Cafe Negril & Sunset
5.0 (1)

Rick's Cafe Negril & Sunset

We offer comfortable and luxurious ground transportation in an effort to ensure our guests are comfortable and satisfied. Visitors will enjoy the beautiful scenery along...

2 to 3 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$38
Private Bamboo Rafting, Limestone Massage and Hip Strip Tour
4.6 (100)

Private Bamboo Rafting, Limestone Massage and Hip Strip Tour

Bamboo rafting is one of the top things to do while on vacation in Jamaica. Escape the confines of your hotel resort and come experience...

2 to 3 hours • Hotel pickup offered • Free Cancellation
4.6 (100)
from
$38
Bamboo Rafting, Hip-Strip & Margaritaville Tour from Montego Bay
4.7 (50)

Bamboo Rafting, Hip-Strip & Margaritaville Tour from Montego Bay

This small-group tour combines three different activities in one tour: bamboo river rafting, a limestone foot massage, and a shopping tour. You can get pampered,...

3 to 4 hours • Hotel pickup offered • Free Cancellation
4.7 (50)
from
$38
Private Roundtrip Transportation to Martha Brae Rafting
5.0 (36)

Private Roundtrip Transportation to Martha Brae Rafting

We will transport you safely and comfortably to the Martha Brae Rafting experience. Here you can raft the enchanting Martha Brae River (at your expense)...

60 to 90 minutes • Hotel pickup offered • Free Cancellation
5.0 (36)
from
$37
Doctor's Cave Beach and Shopping
4.7 (16)

Doctor's Cave Beach and Shopping

Explore the white sand Doctor's Cave Beach, and stroll along the 'hip-strip' for some shopping during this day trip. With your local guide, enjoy the...

3 to 5 hours • Hotel pickup offered • Free Cancellation
4.7 (16)
from
$36
Rastafari Indigenous Village Tour Transportation [Entry Not included]
4.5 (6)

Rastafari Indigenous Village Tour Transportation [Entry Not included]

Rastafari is rightly associated with Jamaica, for the religion was born here in the 1930s. Rastafari is an Abrahamic faith that adheres to much of...

2 to 4 hours • Hotel pickup offered • Free Cancellation
4.5 (6)
from
$36
Bob Marley 9 Mile Tour Admission
4.5 (30)

Bob Marley 9 Mile Tour Admission

Visit 9 Mile Reggae Land and learn about Bob Marley and his family history while experiencing the place that inspired many of his songs. You...

45 to 60 minutes
4.5 (30)
from
$35
Montego Bay Sightseeing Tour and Souvenir Shopping
3.9 (9)

Montego Bay Sightseeing Tour and Souvenir Shopping

This tour provides you with several experiences you would normally have to pay different prices for.You get sightseeing,shopping and authentic jerk all in one day.We...

4 hours • Hotel pickup offered • Free Cancellation
3.9 (9)
from
$35
Local Bar Hop Tour in Montego Bay with private transportation
4.0 (1)

Local Bar Hop Tour in Montego Bay with private transportation

This private bar tour provides a fun-filled-100%-authentic-Jamaican-un-sugar-coated experience. The tour promotes Montego Bay’s amazing Local Bars. We will visit 6 - 7 bars and off...

2 to 3 hours • Hotel pickup offered • Free Cancellation
4.0 (1)
from
$35
Montego Bay Highlight Private Tour & Shopping
5.0 (1)

Montego Bay Highlight Private Tour & Shopping

Hastings Tours provides comfortable and luxurious ground transportation. We select the most interesting and educational locations when conducting a Highlight Tour of Montego Bay. The...

2 to 3 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$34
Ricks Cafe, Shopping & 7 Mile Beach- Day Trip to Negril
5.0 (4)

Ricks Cafe, Shopping & 7 Mile Beach- Day Trip to Negril

Experience MORE of Jamaica by taking a trip down to the popular NEGRIL. In this triple combo (customizable) tour, you get to experience what people...

6 hours • Hotel pickup offered • Free Cancellation
5.0 (4)
from
$34
Half-Day Private Guided Ricks Café & Negril Seven Mile Beach Trip
5.0 (2)

Half-Day Private Guided Ricks Café & Negril Seven Mile Beach Trip

Best private guide which is very flexible on stopping at your favorite or interesting spot on the way. Customizable, clean vehicle and no pressure. Everything...

3 to 5 hours • Hotel pickup offered • Free Cancellation
5.0 (2)
from
$34
Private Montego Bay City Highlights Tour
5.0 (37)

Private Montego Bay City Highlights Tour

When traveling with Island Life Tours you will get a first hand view of Montego Bay and its historic site, taste what the city has...

3 hours • Hotel pickup offered • Free Cancellation
5.0 (37)
from
$33
Lethe River Rafting Travel from Montego Bay w FREE Rum Punch
5.0 (6)

Lethe River Rafting Travel from Montego Bay w FREE Rum Punch

Start your Jamaica Excursion off right by being picked up by a fun & knowledgeable local, who will give you the experience you deserve during...

4 hours • Hotel pickup offered • Free Cancellation
5.0 (6)
from
$32
Martha Brae River Rafting Private Transportation
5.0 (2)

Martha Brae River Rafting Private Transportation

Whether you're looking for Romance or making this day a family outing, this is sure to be a day you'll remember. The rafts may look...

1 to 2 hours • Hotel pickup offered • Free Cancellation
5.0 (2)
from
$32
Doctor’s Cave Beach and Margaritaville Private Tour
3.5 (2)

Doctor’s Cave Beach and Margaritaville Private Tour

Explore the white sand Doctor's Cave Beach, the legendary Margaritaville and stroll along the 'hip-strip' for some shopping during this day trip. With your local...

5 hours • Hotel pickup offered • Free Cancellation
3.5 (2)
from
$31
Montego Bay - Exclusive Airport/Cruise Port Transfer
5.0 (39)

Montego Bay - Exclusive Airport/Cruise Port Transfer

Start your trip to Jamaica, with our exclusive, private transportation services. With years of tourism experience, we provide direct airport and cruise port transfers, plus...

10 to 30 minutes • Free Cancellation
5.0 (39)
from
$31

Frequently Asked Questions

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

Recent tour reviews
Amazing Trip, Beautiful RESORT
New York City
Montego Bay – Exclusive Airport/Cruise Port Transfer
A7078FUdeniser, Sep 2026
Amazing Trip, Beautiful RESORT
From start to finish. This has been a fantastic experience at the RIU, to the hotel entrance, to the hospitality, to the cleanings and pride that’s the staff, security, down to the maintenance keeping it clean, safe and enjoyable. The entertainers where a BIG VIBE @ they where ALL DOPE people. I give you guys a FIVE 5️⃣ 🌟. Keep up the great work
Read more
AMAZING
New York City
Bamboo Rafting, Hip-Strip & Margaritaville Tour from Montego Bay
C9397HGkristinaw, Aug 2026
AMAZING
Dernardo was great! The tour was everything that it was described to be. He went above and beyond to make sure the private group had an amazing experience. I highly recommend booking with him. Ya Mon
Read more
Real. Good.
New York City
Bob Marley 9 Mile Tour Admission
downerTrinidad_WI, Aug 2026
Real. Good.
Very good experience. Guide was lovely. It was touching to be in the birth and final resting place of a man I loved, idolized and honestly it was an emotional experience for Me.
Read more
The one and only Legend
New York City
Bob Marley 9 Mile Tour Admission
Aberash_F, Aug 2026
The one and only Legend
To avoid the crowd, arrive by 11 am. There are great souvenir shops but to get a good deal, wait till you are about to start tour as theres a 2 for 1 shirt deals.
Read more
Peter was our driver was...
New York City
Montego Bay’s Sightseeing Tour with Options to Customize
MzPReTTie_K, Jun 2026
Peter was our driver was...
Peter was our driver was who an awesome Tour Guide. He was VERY informative about the culture with storytelling about the surrounding areas that we traveled. He also took us to a very delicious restaurant called "Chill Out Hut" in Ochio Rio. We also shopped along with alot of sightseeing in Montego Bay. Peter made up for the mishap of Cool Montego Bay not getting with the company in a timely manner. So I would suggest to book the day before.
Read more
Book the experience it is definitely well worth the money!
New York City
Bamboo Rafting, Hip-Strip & Margaritaville Tour from Montego Bay
tanisha m, Jun 2026
Book the experience it is definitely well worth the money!
Denardo proved to be an exceptional driver. He contacted me before I boarded the ship and maintained communication while I was on board, ensuring a seamless pick up after disembarkation. I highly recommend him and would rate him a 10 out of 10 for his exceptional service. He demonstrated outstanding politeness and provided valuable information.
Read more
Best beach we found
New York City
Doctor’s Cave Beach and Shopping
BSBlack09, May 2026
Best beach we found
All I can say is WOW. The water was beautiful. We rented chairs and umbrellas. This is worth every penny. You know how hot it gets in Jamaica. It was a really short ride from our resort in Montego Bay. Before we called our ride back, we walked a little bit. There are tons of small shops to check out or you can walk to Margaritaville. Great shirt trip or all day. You can choose.
Read more
Amazing
New York City
Montego Bay – Exclusive Airport/Cruise Port Transfer
523shantelj, May 2026
Amazing
I had a great time!! Definitely recommend Rudy!
Read more
Very fun and relaxing. ...
New York City
Private Bamboo Rafting, Limestone Massage and Hip Strip Tour
suzs3901yahoocom, Mar 2026
Very fun and relaxing. ...
Very fun and relaxing. Our river raft guide was very informative. He took the time to make sure we were comfortable.
Read more
Best birthday ever!
New York City
Private Bamboo Rafting, Limestone Massage and Hip Strip Tour
cordajat, Oct 2025
Best birthday ever!
I really enjoyed this excursion best birthday ever thanks to Pablo and his raft captains. We also enjoyed some good authentic Jamaican food after I highly recommend!
Read more
The Best
New York City
Montego Bay Hip Strip Shopping and Margaritaville
Barbara_M, Sep 2025
The Best
The tour guide NDale was very informative and friendly. Taking us to several souvenir shops and pointing out other things and important history of Jamaica as well.
Read more
Montego Bay Excursion w/Leon
New York City
Montego Bay’s Sightseeing Tour with Options to Customize
David_C, Aug 2025
Montego Bay Excursion w/Leon
This tour was very informative both visually and by what we were told by our guide Leon. We visited many areas of downtown Montego Bay, learning the history and getting to see just how people of Montego Bay live on a daily basis. Our guide Leon Ferguson was awesome and I would highly recommend Leon as a guide. We stopped to learn the history of some of the historic spots and structures, we stopped a beautiful location to take pictures, Leon took us to a great place for lunch at “The Pork Pit”, and to a great location to do some shopping. I will also say, Leon was one of the best and most considerate drivers we had while in Jamaica, we never felt unsafe while traveling with Leo.
Read more
Fantastic Tour!!!
New York City
Rastafari Indigenous Village Tour Transportation [Entry Not included]
Shigetsu_S, Aug 2025
Fantastic Tour!!!
Highly recommend if you are interested in the Rasta Culture. The Rasta people were very informative and it was a really informative tour.
Read more
Traveled to Montego Bay visiting Appleton Estate, Dunn's Falls, and Bob Marley Museum had a wonderful time.
New York City
Lethe River Rafting Travel from Montego Bay w FREE Rum Punch
GlobeTrotting786414, Jul 2025
Traveled to Montego Bay visiting Appleton Estate, Dunn's Falls, and Bob Marley Museum had a wonderful time.
The visit to Appleton Estate was awesome with Rum Tasting and tour. We also visited Bob Marley's Museum which was very educational. The family ate at Fada Chris Ednz a food stop located in the mountains.
Read more
Chad was the best tour...
New York City
Montego Bay Sightseeing Tour and Souvenir Shopping
Brianna_E, May 2025
Chad was the best tour...
Chad was the best tour guide in Montego Bay!! He gave great recommendations to my friends and I. He made sure we were safe and the overall experience was just amazing! I would definitely book with this company again!
Read more
Amazing Tour with Chad – Highly Recommend!
New York City
Montego Bay Sightseeing Tour and Souvenir Shopping
moneshias, May 2025
Amazing Tour with Chad – Highly Recommend!
We had a fantastic experience with Chad as our driver and guide! From start to finish, he made our tour fun, relaxing, and informative. Chad was not only a safe and professional driver, but also incredibly friendly and easy to talk to. We really appreciated his genuine conversation and local knowledge—he shared great tips and interesting facts that made our trip even more enjoyable. His helpful attitude and positive energy truly stood out. If you’re looking for someone who goes above and beyond to make your day special, Chad is your guy. Highly recommend booking with him!
Read more
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