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Montego Bay Luxury & Special Occasions

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Montego Bay Tours

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Recommendations

Dunn's River Falls Private Tour
5.0 (2)

Dunn's River Falls Private Tour

Discover the Dunn's River Waterfalls and have a great time during this experience that takes you to the interior of Jamaica to enjoy one of...

3 to 5 hours • Hotel pickup offered • Free Cancellation
5.0 (2)
from
$85
Dunn's River Falls and Jamaica Sightseeing Private Tour
4.9 (52)

Dunn's River Falls and Jamaica Sightseeing Private Tour

This tour will pick you up from your ship port or hotel. A knowledgeable tour guide will point out sights along the way and will offer flexibility...

5 to 6 hours • Hotel pickup offered • Free Cancellation
4.9 (52)
from
$86
Floyd's Pelican Bar Private Tour
4.6 (10)

Floyd's Pelican Bar Private Tour

Join us on a scenic journey highlighting the rustic side of the South Coast of Jamaica in visiting the Pelican Bar. The bar is located...

5 to 7 hours • Hotel pickup offered • Free Cancellation
4.6 (10)
from
$86
Dunn's River Falls and Blue Hole Tour Ocho Rios from Montego Bay
5.0 (6)

Dunn's River Falls and Blue Hole Tour Ocho Rios from Montego Bay

Discover two of Jamaica’s most sought-after attractions on a guided tour of the Blue Hole and Dunn’s River Falls. Dive into the Blue Hole, explore...

4 to 5 hours • Hotel pickup offered • Free Cancellation
5.0 (6)
from
$86
Rockland Bird Sanctuary Private Tour
4.7 (24)

Rockland Bird Sanctuary Private Tour

The Rockland Bird Sanctuary is home to many species of birds, some endemic to Jamaica while others flew to the Island from other countries and...

2 hours • Hotel pickup offered • Free Cancellation
4.7 (24)
from
$86
Private transportation from Montego Bay to Green Grotto Caves Attraction
5.0 (11)

Private transportation from Montego Bay to Green Grotto Caves Attraction

- Ideal Tour for Family (Children Accommodation Available) - Tour is Rich in Culture, History and Adventure - Educational with New Experience A+ - Picture...

1 to 2 hours • Hotel pickup offered • Free Cancellation
5.0 (11)
from
$86
Private Black River Safari Tour from Montego Bay
5.0 (5)

Private Black River Safari Tour from Montego Bay

The Black River Safari Tour is located on the southern section of Jamaica. The Black River is the longest navigable river in Jamaica and is...

5 hours • Hotel pickup offered • Free Cancellation
5.0 (5)
from
$87
Martha Brae Private River Rafting from Montego Bay
4.8 (6)

Martha Brae Private River Rafting from Montego Bay

Book a trip downstream aboard a bamboo raft and visit a local garden filled with a variety of local medicinal herbs. Explore the beautiful nature...

3 hours • Hotel pickup offered • Free Cancellation
4.8 (6)
from
$88
Private Glass Bottom Boat Sight Seeing Tour Jamaica
5.0 (1)

Private Glass Bottom Boat Sight Seeing Tour Jamaica

Climb aboard a glass bottom boat where you are present with the windows into the underwater world, and experience the unique marine landscape filled with...

2 to 3 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$88
NEGRIL CATAMARAN CRUISE Sunset Ricks Cafe ALL HOTELS
4.2 (356)

NEGRIL CATAMARAN CRUISE Sunset Ricks Cafe ALL HOTELS

Lets set sail.. ! Your crew awaits. On Negril's Sweetheart Catamaran, SUNSHINE of the Seas, our staff are there to take care of you, as...

8 hours • Hotel pickup offered • Free Cancellation
4.2 (356)
from
$89
Party Catamaran Sunset Ricks Cafe Negril Open Bar and DJ
4.3 (16)

Party Catamaran Sunset Ricks Cafe Negril Open Bar and DJ

ARE YOU READY..!! ADULTS ONLY PARTY cruise, we sail 7 days a week, we can cater for groups of up to 140 persons. Welcome to...

8 hours • Hotel pickup offered • Free Cancellation
4.3 (16)
from
$89
Montego Bay Highlight and Shopping Tour With Bamboo River Rafting
5.0 (3)

Montego Bay Highlight and Shopping Tour With Bamboo River Rafting

Take a few hours out for relaxation with this private tour of the Great River. Your driver will pick you up at your hotel and...

4 to 5 hours • Hotel pickup offered • Free Cancellation
5.0 (3)
from
$89
Seven Miles Beach in Negril and Ricks Cafe from Montego Bay
4.8 (116)

Seven Miles Beach in Negril and Ricks Cafe from Montego Bay

This exclusive combo offers travelers the best of Jamaica’s must-do experiences! Start by unwinding on the pristine shores of the iconic Seven Mile Beach, where...

7 to 8 hours • Hotel pickup offered • Free Cancellation
4.8 (116)
from
$90
Montego Bay hi lite and culture tour
Likely to Sell Out
Likely to Sell Out
5.0 (40)

Montego Bay hi lite and culture tour

This tour allows visitors to see a major part of Montego Bay Jamaica's second largest city and community's inside out, learn about our culture, history...

3 hours • Hotel pickup offered • Free Cancellation
5.0 (40)
from
$90
Explore Montego Bay to Luminous LagoonGlistening Water Night Tour
4.8 (68)

Explore Montego Bay to Luminous LagoonGlistening Water Night Tour

Take a 20 minutes round trip magical boat ride that cost $25us per person and IS INCLUSIVE WITH the transportation cost, through the glistening waters...

1 to 2 hours • Hotel pickup offered • Free Cancellation
4.8 (68)
from
$90
Party Catamaran: OpenBar, Music, Negril Beach, Rick's Cafe, Reef
4.1 (298)

Party Catamaran: OpenBar, Music, Negril Beach, Rick's Cafe, Reef

Join us for an unforgettable day trip to Negril, Jamaica! Start your day with a guided scenic bus ride on Jamaica's North Coast to Negril,...

4 to 12 hours • Hotel pickup offered • Free Cancellation
4.1 (298)
from
$90
Full-Day Negril & Ricks Cafe Sunset Tour from Montego Bay
5.0 (17)

Full-Day Negril & Ricks Cafe Sunset Tour from Montego Bay

Negril Seven Miles Beach is one of the longest continuous stretches of white sand beach in Jamaica, known for its pristine sand and crystal-clear turquoise...

6 hours • Hotel pickup offered • Free Cancellation
5.0 (17)
from
$90
Jamaican Street Food and Rum Tasting Private Tour
4.6 (25)

Jamaican Street Food and Rum Tasting Private Tour

Here's a breakdown of what to expect on a street food tour in Montego bay Sample and taste authentic Jamaicans cuisine this tour focuses on...

1 hour 15 minutes • Hotel pickup offered • Free Cancellation
4.6 (25)
from
$90
[PRIVATE] Montego Bay Highlights Tour
4.8 (23)

[PRIVATE] Montego Bay Highlights Tour

Get ready for a memorable private tour of Montego Bay, the tourist capital of Jamaica! We start by picking you up from your resort or...

3 to 4 hours • Hotel pickup offered • Free Cancellation
4.8 (23)
from
$90
Private and Customize Tour from Montego Bay to Dunns River Falls
5.0 (11)

Private and Customize Tour from Montego Bay to Dunns River Falls

Visit Dunns River Falls with a private tour from Montego Bay. The duration of our transportation is approximately 1 hour and 30 minutes depending on...

5 to 6 hours • Hotel pickup offered • Free Cancellation
5.0 (11)
from
$90

Frequently Asked Questions

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

Recent tour reviews
Party !!!
New York City
Party Catamaran: OpenBar, Music, Negril Beach, Rick’s Cafe, Reef
Excursion56829278429, Sep 2026
Party !!!
Just love the experience/party on catamaran and Rick’s cafe 🫶
Read more
10/10 experience! A full...
New York City
Party Catamaran: OpenBar, Music, Negril Beach, Rick’s Cafe, Reef
khadesha_g, Sep 2026
10/10 experience! A full...
10/10 experience! A full day of fun so don’t plan anything after this excursion lol ! Definitely recommend
Read more
Let’s start this party off right
New York City
NEGRIL CATAMARAN CRUISE Sunset Ricks Cafe ALL HOTELS
Gail_S, Aug 2026
Let’s start this party off right
We had the BEST time ever! Dixie kept the party going from beginning to end—the energy was amazing! We danced, laughed, and enjoyed every moment, from the shore all the way to Rick’s Café. Dixie made sure everyone was having a great time and created memories we’ll never forget. A TIME WAS DEFINITELY HAD! 💃🏽🎉🌴🇯🇲
Read more
Such a great experience...
New York City
Seven Miles Beach in Negril and Ricks Cafe from Montego Bay
Courtney_R, Aug 2026
Such a great experience...
Such a great experience and Dewey was absolutely amazing !! He was on time, friendly and gave so much information about the islands history as we took the 2hr ride from Montego Bay.
Read more
Party boat
New York City
Party Catamaran Sunset Ricks Cafe Negril Open Bar and DJ
kerri_m, Aug 2026
Party boat
Great day out, loads of fun on the boat with Rex and crew. Had fun snorkelling and back on the boat for sunset
Read more
Great Authentic Food Tour
New York City
Jamaican Street Food and Rum Tasting Private Tour
Expedition629755, Aug 2026
Great Authentic Food Tour
George was very professional. Provided historical details regarding the country as well as individual foods! It was overall a great experience.
Read more
A great cultural experience
New York City
Jamaican Street Food and Rum Tasting Private Tour
keithtS9866OH, Aug 2026
A great cultural experience
My tour guide was a great vibe & made sure i felt comfortable since i was outside my element. The car was clean & and well kept. He made sure i tasted real Caribbean culture at every stop. Make sure you go to a global exchange to get some local currency first for the different vendors on the tour. The beef patty & jerk chicken had so much flavor with every bite, Perfect amount of spice. The local fruit was a whole new experience that was very refreshing. The rums i got to sample were sweet & smooth that you won’t get anywhere else. Money well spent and glad i took the opportunity to go because this beat the resort food by a mile.
Read more
Overall it was a great...
New York City
Seven Miles Beach in Negril and Ricks Cafe from Montego Bay
Dominique_F, Aug 2026
Overall it was a great...
Overall it was a great experience ! The driver was super nice and patient with us he makes us feel very comfortable and I would recommend him to anyone . Great trip
Read more
Great day trip
New York City
Party Catamaran Sunset Ricks Cafe Negril Open Bar and DJ
68dwightr, Aug 2026
Great day trip
Very lovely 💖 experience, had a great time.
Read more
Definitely would do this again.
New York City
NEGRIL CATAMARAN CRUISE Sunset Ricks Cafe ALL HOTELS
Monica_B, Aug 2026
Definitely would do this again.
It’s a great experience and very well put together. The staff is definitely amazing and they make the experience so fun.
Read more
From New Orleans Louisiana
New York City
Dunn’s River Falls and Blue Hole Tour Ocho Rios from Montego Bay
Trish g, Jun 2026
From New Orleans Louisiana
Five stars, Mr. Collin Calvin was an excellent Jamaican tour guide and safe driver!
Read more
Excellent Tour
New York City
Dunn’s River Falls and Jamaica Sightseeing Private Tour
Andrea_A, Jun 2026
Excellent Tour
Khrisann was an incredible guide. She was friendly, knowledgeable, on time to pick us up and drop us off, and a safe driver. Booking through Cool Montego Bay was half the cost of booking with the ship excursions directly, and a much better experience since it was one on one. I would definitely recommend Down to Earth tours to anyone visiting Jamaica!
Read more
Excellent Tour!!
New York City
Dunn’s River Falls and Jamaica Sightseeing Private Tour
dreaa2026, Jun 2026
Excellent Tour!!
Khrisann was an incredible guide. She was friendly, knowledgeable, on time to pick us up and drop us off, and a safe driver. Booking through Cool Montego Bay was half the cost of booking with the ship excursions directly, and a much better experience since it was one on one. I would definitely recommend Down to Earth tours to anyone visiting Jamaica!
Read more
Relaxing river raft
New York City
Martha Brae Private River Rafting from Montego Bay
Beverley P, May 2026
Relaxing river raft
Had a wonderful afternoon rafting at Martha’s Brae. Roland was our rafter he was very informative and helpful. Easy to get on and off the raft. On it for about 45 minutes. Lovely and relaxing. Usual hard sell of souvenirs and photos but just say no.
Read more
10/10
New York City
Dunn’s River Falls and Blue Hole Tour Ocho Rios from Montego Bay
Ahkim S, May 2026
10/10
Had great experience, I highly recommend everyone to book!
Read more
Kyle is the guide you need!!! Hands down!
New York City
Montego Bay hi lite and culture tour
chrisgZ1320FZ, May 2026
Kyle is the guide you need!!! Hands down!
Kyle made the entire experience easy and effortless. He gave me options and prices and I was able to budget my excursion without breaking the bank.We were in Jamaica for a week. He was our driver to and from the airport and for the highlight tour. His van had a clean and reling atmosphere with reggae music and great conversation. His van can hold a small group of people, though I think he may have another vehicle for larger groups, im unsure though.Kyle is a plethora of knowledge and overall a safe and great guy. Never once did i feel unsafe or anything. Any question you have, the man will answer honestly and correctly. He showed us the high and low roads as well as pass through the Hip Strip. Also stopped at St James Parish wish is older than the United States of America by itself! It is so beautiful and the energy is unreal. You can literally feel it from the wood. We stopped for souvenirs and we had lunch at a restaurant of his choosing and the man did not miss.....Peppas was awesome! We then drove through many neighborhoods outlining and explaining how Jamaicans live. Many facts I was unaware of until that tour.Book EsteenTours for your Jamaican guide needs! You wont find anyone better, I promise!
Read more
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