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Montego Bay Private & Custom Tours

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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 Nine Mile Tour
5.0 (3)

Bob Marley Nine Mile Tour

Visit the birthplace and final resting place of reggae legend Bob Marley, without having to deal with a difficult drive through the hills of St....

7 to 8 hours • Hotel pickup offered • Free Cancellation
5.0 (3)
from
$35
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
Private Dolphin Cove Adventure
5.0 (15)

Private Dolphin Cove Adventure

Jamaica Dolphin Cove offers a one-of-a-kind experience that will leave you in awe of the wonders of the sea. Don't miss out on the chance...

2 to 3 hours • Hotel pickup offered • Free Cancellation
5.0 (15)
from
$30
Jet Car Experience in Montego Bay with Private Transfer
4.8 (5)

Jet Car Experience in Montego Bay with Private Transfer

Experience the thrill of a lifetime with our jet car adventure in Montego Bay! Feel the adrenaline rush as you race along the picturesque coastline...

2 hours • Hotel pickup offered • Free Cancellation
4.8 (5)
from
$30
Margaritaville Hipstrip and Shopping with Private Transportation in Montego Bay
4.5 (8)

Margaritaville Hipstrip and Shopping with Private Transportation in Montego Bay

A day in the beautiful city of Montego bay were you will enjoy Margaritaville on the hipstrip enjoying good food, music and water activities then...

3 hours • Hotel pickup offered • Free Cancellation
4.5 (8)
from
$30

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
Good exprerince
New York City
Private Dolphin Cove Adventure
973ginnyl, Aug 2026
Good exprerince
Had a wonderfull time in jamaica everthing was on point i would do it all again
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
The swim adventure with...
New York City
Private Dolphin Cove Adventure
kim_n, May 2026
The swim adventure with...
The swim adventure with the dolphins was a great experience. From the dolphins Rosie and Miguel. To the trainer Oakley. Oakley was great with the dolphins and all the guest in our group. He answered all our questions and made it a fun experience. Would definitely recommend doing if you have a chance
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
Safe ride and a Good Time
New York City
Margaritaville Hipstrip and Shopping with Private Transportation in Montego Bay
Fearless753803, Oct 2025
Safe ride and a Good Time
We had a great time at Margaritaville and shopping in town Our driver was awesome! He was very friendly and helpful. Told us a lot of information about the island.
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
Nine Mile tour
New York City
Bob Marley Nine Mile Tour
793nnekan, Jun 2025
Nine Mile tour
This was probably the highlight of our trip! We learned so much about the culture and Bob Marleys history. Our tour guide was hilarious!😂. We sang, danced, learned and had a swell time! I highly recommend this tour!
Read more
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