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Top Trelawny Private Drivers

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Trelawny Tours

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Ocean Eden Bay Montego Bay Airport Transfers

Enjoy easy and convenient transfers from Sangster's International Airport to Ocean Eden Bay and vice versa. Sit back and relax in a modern air-conditioned vehicle …More

4.8 (39)

Ocean Eden Bay Montego Bay Airport Transfers

Enjoy easy and convenient transfers from Sangster's International Airport to Ocean Eden Bay and vice versa. Sit back and relax in a modern air-conditioned vehicle...

45 to 50 minutes • Hotel pickup offered
4.8 (39)
from
$23
Transportation and Tour from Montego Bay to Blue Hole/Secret Falls

It’s a private and customize tour that offer transportation and ENTRANCE FEES with comfort and safety at the cheapest rate. Thats will blow your mind …More

5.0 (110)

Transportation and Tour from Montego Bay to Blue Hole/Secret Falls

It’s a private and customize tour that offer transportation and ENTRANCE FEES with comfort and safety at the cheapest rate. Thats will blow your mind...

7 to 8 hours • Hotel pickup offered • Free Cancellation
5.0 (110)
from
$120
Private Airport transportation

Book your private transportation with us to learn about the history of the beautiful island of Jamaica. We provide free Wi-Fi free bottle water. We …More

Likely to Sell Out
Likely to Sell Out
5.0 (20)

Private Airport transportation

Book your private transportation with us to learn about the history of the beautiful island of Jamaica. We provide free Wi-Fi free bottle water. We...

1 hour • Hotel pickup offered • Free Cancellation
5.0 (20)
from
$22
Excellence Resort Private Airport Transfer

Experience a comfortable private transfer to Excellence Oyster Bay Resort in air-conditioned luxury. Skip the long waits for buses and unnecessary stops at other hotels. …More

5.0 (80)

Excellence Resort Private Airport Transfer

Experience a comfortable private transfer to Excellence Oyster Bay Resort in air-conditioned luxury. Skip the long waits for buses and unnecessary stops at other hotels....

1 hour • Hotel pickup offered • Free Cancellation
5.0 (80)
from
$20
ATV/ Dune Buggy and Blue Hole Adventure Tour in Ocho Rios

You will experience an adventure of a life time once you book with us! This will be something that you will never forget. Our awesome …More

Likely to Sell Out
Likely to Sell Out
4.8 (17)

ATV/ Dune Buggy and Blue Hole Adventure Tour in Ocho Rios

You will experience an adventure of a life time once you book with us! This will be something that you will never forget. Our awesome...

3 to 4 hours • Hotel pickup offered • Free Cancellation
4.8 (17)
from
$170
Private Airport Transfer To or From Ocean Eden Bay Resort

Traveling with us means you'll enjoy a smooth and pleasant journey that prioritizes safety, comfort, convenience, and exceptional service. Your safety is our top priority. …More

5.0 (87)

Private Airport Transfer To or From Ocean Eden Bay Resort

Traveling with us means you'll enjoy a smooth and pleasant journey that prioritizes safety, comfort, convenience, and exceptional service. Your safety is our top priority....

45 minutes • Hotel pickup offered • Free Cancellation
5.0 (87)
from
$60
Riu Aquarelle private Airport transfer.

This is the most affordable and reliable service in the falmouth area. Our drivers are very professional and are aware that safety comes first. you …More

5.0 (50)

Riu Aquarelle private Airport transfer.

This is the most affordable and reliable service in the falmouth area. Our drivers are very professional and are aware that safety comes first. you...

30 to 40 minutes • Free Cancellation
5.0 (50)
from
$14
Private transportation to resorts in Negril, Montego Bay,Trelawny

We bring to you the perfect combination of elegance and safety for an Ultra-Exclusive Small Group Experience. We provides airport transportation services worldwide. We provide …More

5.0 (42)

Private transportation to resorts in Negril, Montego Bay,Trelawny

We bring to you the perfect combination of elegance and safety for an Ultra-Exclusive Small Group Experience. We provides airport transportation services worldwide. We provide...

1 to 60 minutes • Hotel pickup offered • Free Cancellation
5.0 (42)
from
$50
Royalton White Sands & Blue Waters Private Transfer

Enjoy a private transfer in air conditioned comfort  to your hotel. Avoid the waits for buses to fill up and the unnecessary stops for drop …More

4.9 (56)

Royalton White Sands & Blue Waters Private Transfer

Enjoy a private transfer in air conditioned comfort  to your hotel. Avoid the waits for buses to fill up and the unnecessary stops for drop...

1 hour • Hotel pickup offered • Free Cancellation
4.9 (56)
from
$16
bamboo rafting with limestone foot massage

bamboorafting is one of the top choices for excursions by travelers when visiting Jamaica. It is known for being one of the most relaxing excursions …More

4.8 (22)

bamboo rafting with limestone foot massage

bamboorafting is one of the top choices for excursions by travelers when visiting Jamaica. It is known for being one of the most relaxing excursions...

1 to 2 hours • Hotel pickup offered • Free Cancellation
4.8 (22)
from
$120
Ocean Coral Springs Private Transfer

Our private transportation service ensures a comfortable and relaxing journey to and from your hotel. We offer vehicles of various sizes to accommodate your group …More

5.0 (26)

Ocean Coral Springs Private Transfer

Our private transportation service ensures a comfortable and relaxing journey to and from your hotel. We offer vehicles of various sizes to accommodate your group...

1 hour 15 minutes • Hotel pickup offered • Free Cancellation
5.0 (26)
from
$20
Private Montego Bay Airport Transfer To Falmouth Trelawny

Enjoy a 35 minute ride in the comfort of your own private car or minivan to and from your hotel.  Using our service will enable you …More

5.0 (28)

Private Montego Bay Airport Transfer To Falmouth Trelawny

Enjoy a 35 minute ride in the comfort of your own private car or minivan to and from your hotel.  Using our service will enable you...

35 minutes • Hotel pickup offered • Free Cancellation
5.0 (28)
from
$20
Ocean Coral Spring Airport Transfer

Experience a comfortable private transfer to your hotel in air-conditioned luxury. Skip the long waits for buses and avoid unnecessary stops at other hotels. When …More

4.8 (23)

Ocean Coral Spring Airport Transfer

Experience a comfortable private transfer to your hotel in air-conditioned luxury. Skip the long waits for buses and avoid unnecessary stops at other hotels. When...

1 hour • Hotel pickup offered • Free Cancellation
4.8 (23)
from
$20
World famous Luminous lagoon Night tour with transportation

Experience a nice and comfortable vehicle equipped with air condition and Wi-Fi ,our team of dedicated professionals are here to serve you best ,ensuring you …More

4.9 (21)

World famous Luminous lagoon Night tour with transportation

Experience a nice and comfortable vehicle equipped with air condition and Wi-Fi ,our team of dedicated professionals are here to serve you best ,ensuring you...

2 hours • Hotel pickup offered • Free Cancellation
4.9 (21)
from
$79
Negril Experience 1- 4 Persons

If you are looking for exclusive transportation to and from the airport/cruise port or looking to explore Jamaica, I'm your driver. With several years of …More

5.0 (20)

Negril Experience 1- 4 Persons

If you are looking for exclusive transportation to and from the airport/cruise port or looking to explore Jamaica, I'm your driver. With several years of...

5 to 7 hours • Hotel pickup offered • Free Cancellation
5.0 (20)
from
$90
Private Airport Transfer from Montego Bay

This Transfer is private just you an your party only so we will take you straight to your hotel it's not like the other tour …More

5.0 (20)

Private Airport Transfer from Montego Bay

This Transfer is private just you an your party only so we will take you straight to your hotel it's not like the other tour...

15 to 30 minutes • Hotel pickup offered • Free Cancellation
5.0 (20)
from
$33
Montego Bay Airport Transfer To Montego Bay or Falmouth Jamaica

Avoid the hassle of looking for a taxi when you arrive at Montego Bay’s airport by pre-booking a private transfer service to your area hotel …More

5.0 (29)

Montego Bay Airport Transfer To Montego Bay or Falmouth Jamaica

Avoid the hassle of looking for a taxi when you arrive at Montego Bay’s airport by pre-booking a private transfer service to your area hotel...

15 to 60 minutes • Hotel pickup offered • Free Cancellation
5.0 (29)
from
$15
Montego Bay Airport Taxi to H10 Ocean Coral Springs /Eden bay

Elevate your journey with an airport transfer service that adds excitement to your arrival or departure. This private transfer takes you directly from Montego Bay …More

4.9 (16)

Montego Bay Airport Taxi to H10 Ocean Coral Springs /Eden bay

Elevate your journey with an airport transfer service that adds excitement to your arrival or departure. This private transfer takes you directly from Montego Bay...

35 minutes • Hotel pickup offered • Free Cancellation
4.9 (16)
from
$8
Private Montego Bay Airport Transfer to Riu Palace Aquarelle

After a long flight to our beautiful island Jamaica or simply returning home from a fun filled trip; we invite you to come and relax …More

5.0 (18)

Private Montego Bay Airport Transfer to Riu Palace Aquarelle

After a long flight to our beautiful island Jamaica or simply returning home from a fun filled trip; we invite you to come and relax...

45 to 60 minutes • Hotel pickup offered • Free Cancellation
5.0 (18)
from
$23
#1 Bamboo Rafting With foot Massage

Drift into paradise on this relaxing bamboo rafting tour along the peaceful Great River in Montego Bay. Guided by a local expert, you’ll float on …More

4.5 (24)

#1 Bamboo Rafting With foot Massage

Drift into paradise on this relaxing bamboo rafting tour along the peaceful Great River in Montego Bay. Guided by a local expert, you’ll float on...

3 hours • Hotel pickup offered • Free Cancellation
4.5 (24)
from
$60

Frequently Asked Questions

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

Recent tour reviews
Glenn was the best!!!
New York City
Excellence Resort Private Airport Transfer
Charlene_C, Sep 2026
Glenn was the best!!!
It was perfect. Glenn arrived on time and was respectful. He gave us a lot of Jamaican history which was amazing. And we did trivia, this was the best transportation. Glenn deserves a raise!!
Read more
Excellent, dependable and friendly transport!
New York City
Private transportation to resorts in Negril, Montego Bay,Trelawny
971leem, Sep 2026
Excellent, dependable and friendly transport!
I cannot recommend highly enough!! I booked Gibbons Tour and Taxi for round trip transport from Montego Bay to Negril. When our flight arrival was delayed by over 5 hours I panicked that we would not have transport when we arrived fairly late in the evening after the long delay. Troy kept in touch with me the entire time via Whatsapp and assured me that we would still have a ride regardless of our arrival time. This was such a relief to me as I was stuck on a plane in Dallas with no idea of when we would actually take off. I also had to contact Troy very early the morning of our departure to move up our pick up time by a half hour. He was once again very accommodating to the last minute change of plans and arrived on time. Troy was very friendly, a safe driver and the vehicle was very clean and comfortable. I cannot thank Gibbons Tour and Taxi enough, and Troy specifically, for being so dependable with our transport despite the uncertainty of our arrival time. I will 100% be using his services again on our next trip to Jamaica.
Read more
Great, dependable service!
New York City
Excellence Resort Private Airport Transfer
Kathleen_S, Sep 2026
Great, dependable service!
Cool Destinations provided us with perfect instructions to follow to meet our driver. Everything went as planned and was easy to navigate.
Read more
Best experience ever
New York City
Private transportation to resorts in Negril, Montego Bay,Trelawny
lataynal2026, Sep 2026
Best experience ever
Highly recommend, clean, safe
Read more
Richardo Great Tour Guide
New York City
ATV/ Dune Buggy and Blue Hole Adventure Tour in Ocho Rios
V7666WVelliem, Sep 2026
Richardo Great Tour Guide
The experience was amazing, our tour guide ‘Richardo’ is so laid back and a great man to be able to talk us through where we are, what places are around and simply have a friendly chat. We went to the blue hole and it was a gorgeous place. The admission for blue hole was $30 per person, the tour operator fee was reasonable for the trip we went on. We were there for about 4 hours including driving there and back and whilst we were there it wasn’t too busy at all and the tour guide we were given ‘Kevin’ was amazing and so helpful throughout all. It is a good place for people who want good blue, pretty, waters and a touristy mindset. Only thing to mention the water is a little cold but other than that everything was perfect!
Read more
Awesome
New York City
Private Airport Transfer To or From Ocean Eden Bay Resort
C4327XUanthonyr, Sep 2026
Awesome
AJ was great, probably the best experience I’ve had with a driver. Got us to and from the airport safely, & he even made a few stops for us along the way. When we go back to Jamaica I will definitely be looking for him again!
Read more
Richie is the best
New York City
Private Airport transportation
nemol477, Sep 2026
Richie is the best
My experience was amazing with Richie, he did an amazing job driving us around to our destinations!!! I will highly recommend you book with him.
Read more
Welcome hime to Jamaica
New York City
Riu Aquarelle private Airport transfer.
Francia_P, Sep 2026
Welcome hime to Jamaica
Henry was a great driver. Very welcoming and friendly. I was picked up on time and made the experience at ease as I arrived.
Read more
Great transfer
New York City
Private Airport Transfer To or From Ocean Eden Bay Resort
danerom2026, Sep 2026
Great transfer
AJ was great! Got me to the resort from the airport safely, and back to the airport when my stay was over. Will definitely book with him when I come back!
Read more
Great transportation service
New York City
Montego Bay Airport Transfer To Montego Bay or Falmouth Jamaica
701kevanm, Aug 2026
Great transportation service
Had a great experience with transfer from Montego Bay airport to the our hotel in Falmouth. Very friendly fast service!
Read more
Exceptional experience with Navar and his airport shuttle
New York City
Private Montego Bay Airport Transfer To Falmouth Trelawny
285deliab, Aug 2026
Exceptional experience with Navar and his airport shuttle
I booked our airport shuttle thru Cool Destinations on the last minute; it was the night before arriving in Montego Bay. Navar responded immediately for confirmation as soon as I booked the shuttle.On the day of our arrival, we met Navar who made us feel welcomed and at ease. He is very bubbly, no wasted time with him; all we did was laugh from the airport to the resort. We felt like we met him before and made us feel like a family. The van was very comfortable, airconditioning was very good. He played good music while we chatted all the way to the resort; gave us some suggestions on places to go on excursions. When we mentioned about Beef Patty, he dropped us off to the Patty place so we could taste the true Jamaican patty. He is very accommodating, friendly, humble person and takes care of all his clients. I would highly recommend if you are needing transport from the airport to your resort. Hands down to his service. And with these positive experience we ended up booking excursions with him. We will definitely use his aiport transport service when we go back to Jamaica.
Read more
Round Trip Airport Transportation
New York City
Montego Bay Airport Transfer To Montego Bay or Falmouth Jamaica
I4441EWchrisg, Aug 2026
Round Trip Airport Transportation
We had a great experience with our vacation driver in Montego Bay! From start to finish, he was professional, friendly, reliable, and made getting around Jamaica so easy. He was always on time, drove safely, and was very knowledgeable about the area. He also gave us great recommendations and made sure we were comfortable throughout the trip.If you’re visiting Montego Bay and looking for a dependable driver, I highly recommend using him. He made our vacation much more enjoyable and stress-free!
Read more
Very fun , and...
New York City
World famous Luminous lagoon Night tour with transportation
KadeshaSmith, Aug 2026
Very fun , and...
Very fun , and interesting.. we learned a lot and the captain and tour guy was very nice , welcoming and funny
Read more
SCOTT IS THE BEST
New York City
Private Montego Bay Airport Transfer to Riu Palace Aquarelle
822jess, Jul 2026
SCOTT IS THE BEST
Looking for safe travel with great experience book with Scott. He is an all in driver. Excursions, pickup, drop off, shopping he is the guy for the job. Most importantly he is kind. Best experience for your money. He communicates so everyone is on the same page. Book Scott 🇯🇲
Read more
Grade A service
New York City
Private Airport transportation
327treyp, Jul 2026
Grade A service
Richardo was an amazing driver and chauffeur. Called him a couple of hours before pick up and he showed up at the resort early. If I return he will be the only person that I will contact for travel needs. Great experience
Read more
Rafting
New York City
#1 Bamboo Rafting With foot Massage
C6091TQedwards, Jul 2026
Rafting
Definitely one of the highlights of my Jamaica trip I highly recommend
Read more
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