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Montego Bay Cultural & Theme Tours

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Montego Bay Tours

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Recommendations

Private Montego Bay Shopping Tour with Transportation
4.9 (10)

Private Montego Bay Shopping Tour with Transportation

Find the perfect gift/souvenir while vacationing jamaica. On this tour, you can visit souvenir shops, shopping malls, and the Hip Strip in just a few...

1 to 2 hours • Hotel pickup offered • Free Cancellation
4.9 (10)
from
$26
Montego Bay Nightlife Tour with Private Transportation
5.0 (18)

Montego Bay Nightlife Tour with Private Transportation

This tour ensures the safety of the passengers are paramount. The driver will be there as your personal assistant to offer you assistance and security....

4 hours 30 minutes • Hotel pickup offered • Free Cancellation
5.0 (18)
from
$25
Private Transportation To/From Rose Hall Great House
3.3 (4)

Private Transportation To/From Rose Hall Great House

Hastings Tours will allow you to discover one of Jamaica's historical attractions in Montego Bay while on a private half-day tour of the Rose Hall...

1 to 2 hours • Hotel pickup offered • Free Cancellation
3.3 (4)
from
$25
Cinnamon Hill Great House Tour: Home of Johnny Cash
Likely to Sell Out
Likely to Sell Out
4.5 (13)

Cinnamon Hill Great House Tour: Home of Johnny Cash

Journey into lives of Country & Western greats Johnny Cash and his wife June Carter-Cash. The Cinnamon Hill Great House has been the Jamaican home...

1 hour • Free Cancellation
4.5 (13)
from
$23
Shopping and Sightseeing Tour of Montego Bay City
5.0 (3)

Shopping and Sightseeing Tour of Montego Bay City

This one-of-a-kind private tour is a must-do experience, offering you the chance to explore the real Montego Bay in a clean, air-conditioned vehicle. You'll have...

3 hours • Hotel pickup offered • Free Cancellation
5.0 (3)
from
$21
Montego Bay Private Shopping Tour with Hotel Pickup
4.2 (63)

Montego Bay Private Shopping Tour with Hotel Pickup

With this tour you can visit souvenir shops, get great deals on Jamaican coffee, rum, novelty items, and more....

2 hours • Hotel pickup offered • Free Cancellation
4.2 (63)
from
$20
Montego Bay Shopping
5.0 (3)

Montego Bay Shopping

Shopping with us is the best way to go, we go where you want to shop and we stay as long as you shop....

2 to 4 hours • Free Cancellation
5.0 (3)
from
$17

Frequently Asked Questions

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

Recent tour reviews
Shopping
New York City
Montego Bay Private Shopping Tour with Hotel Pickup
williamvV9270ZY, Aug 2026
Shopping
Bailey was awesome would definitely recommend
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Kenry was awesome at...
New York City
Shopping and Sightseeing Tour of Montego Bay City
Hanan_B, Aug 2026
Kenry was awesome at...
Kenry was awesome at showing us the highlights of Montego Bay. It was a very comfortable and enjoyable tour. I had my 4 kids with me, ages 11 to 19 and they all had fun and were entertained. We bought nice souvenirs.
Read more
Great Experience!
New York City
Montego Bay Nightlife Tour with Private Transportation
nycolef988, Jul 2026
Great Experience!
Took us to a tour and took us to the club that night. Stayed at the club with us the entire time and was very transparent about pick up times. Definitely would book again.
Read more
Amazing experience
New York City
Montego Bay Nightlife Tour with Private Transportation
miyakag2019, Jul 2026
Amazing experience
Guide was amazing. He made sure I had fun for my birthday, provided a safe ride and awesome company. 27/27 lounge was a vibe. Definitely book with him!
Read more
Great experience
New York City
Shopping and Sightseeing Tour of Montego Bay City
Trevor_J, May 2026
Great experience
We had a great time sightseeing downtown Montego-Bay and shopping experience. I would highly recommend them
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Great shopping excursion
New York City
Montego Bay Private Shopping Tour with Hotel Pickup
susancA9854JZ, Feb 2026
Great shopping excursion
Great driver. Very knowledgeable and was patient while we shopped.
Read more
Awesome time
New York City
Private Montego Bay Shopping Tour with Transportation
Ana_A, Jun 2025
Awesome time
Andrae was great. He told us a little about Jamaica and took us to some spots for shopping that he knew we will like. He was on time and made us feel very comfortable. I will hit him up next time I’m in Jamaica
Read more
A must for Johnny & June fans and history buffs alike!
New York City
Cinnamon Hill Great House Tour: Home of Johnny Cash
Kristian_B, May 2025
A must for Johnny & June fans and history buffs alike!
This is one of my favorite historic home tours, you really get the sense that Johnny and June are still there somehow, the property and home still feel very much alive, everything has been left just the way it was shortly before they passed. The property and history itself is interesting as well, prior to the Cash’s owning the property. Apologies, but I don’t recall our tour guides name, she was an Indian lady, who was very kind and knowledgeable about the history of the land and Rose Hall/Cinammon Hill properties. This was a fantastic tour and a nice way to wrap up our trip to Jamaica!
Read more
My experience with Andre was excellent
New York City
Private Montego Bay Shopping Tour with Transportation
I1663MJyvettes, Mar 2025
My experience with Andre was excellent
Andre was so sweet. I mean he never left our side. He made sure we were comfortable. He made sure we were OK. I would recommend him to anybody that comes to Jamaica.
Read more
Personal driver
New York City
Montego Bay Shopping
Zynde_C, May 2024
Personal driver
Our driver Shante was wonderful. She escorted us to various spots and was with us every step of the way. She would carry our bags back to the car for us. Definitely the way to shop in Montego Bay. My cousins and I would definitely seek her out again if ever back in the area.
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Shauna was a wonderful...
New York City
Cinnamon Hill Great House Tour: Home of Johnny Cash
Stephanie_G, Apr 2024
Shauna was a wonderful...
Shauna was a wonderful tour guide. She had a beautiful singing voice. Enjoyed the tour . The road , not so much.
Read more
Demar was amazing!
New York City
Montego Bay Shopping
Kerri_M, Jul 2023
Demar was amazing!
Demar was an amazing guide. He made our off resort experience unforgettable!! Highly recommend!!! He was very knowledgeable of the area and took us to the places we wanted to go see. Had lots of laughs, too!
Read more
Great Tour
New York City
Private Transportation To/From Rose Hall Great House
karehmaj, Apr 2023
Great Tour
I enjoyed every moment of the tour. It was amazing. We had best tour operator. Owen was one of the most courteous and professional drivers I've met. He kept us entertained with great reggae music and offered complimentary refreshment. We can't wait to visit again.
Read more
Awesome service
New York City
Montego Bay Nightlife Tour with Private Transportation
shavonnes92, Jul 2026
Awesome service
Driver was awesome! He went over and beyond to make my experience a great one
Read more
Litt
New York City
Montego Bay Nightlife Tour with Private Transportation
ivoryj763, Jul 2026
Litt
Went to 27 Club and had an amazing time! If you love American music mixed with dancehall, this is definitely the spot for you. We had our own section, the vibes were great, and the music kept the party going all night. And if you go, do yourself a favor and order the tacos, they’re a must-try!
Read more
Ask for Bailey
New York City
Montego Bay Private Shopping Tour with Hotel Pickup
Kenya_S, Jul 2025
Ask for Bailey
If you come to Jamaica make sure you ask for Bailey. He is the best he tell you the history of Jamaica. He very friendly and very patience...
Read more
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