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Review Highlights
Chester is cordial, professional, and an amazing driver/guide!

My family and I took a tour with Chester to Bob Marley's house and to the Blue Hole. Chester was... read more

Reviewed February 2, 2025
David H
,
Las Vegas, Nevada
Peace of mind and budget friendly!

Chester is fantastic! Super professional gentleman with prompt replies to messages or questions... read more

Reviewed July 19, 2024
Bryana W
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Recommended experiences in and around Jamaica
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Reviewed July 22, 2015

We arranged for Chester to pick us up at the port of our cruise ship. He was there on time, and stayed with us for most of the day taking us where we wanted to go. Very polite and informative about the island. Highly recommended, will use again when we return.

Date of experience: July 2015
Thank Art H
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Reviewed July 20, 2015 via mobile

Chester was simply and genuinely nice. He doesn't drive like a maniac. He is just cool to talk to. He knows his country very well. You can trll heloces what he's doing. He took us to Negril, Ocho Rios.

Date of experience: July 2015
Thank Regis C
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Reviewed July 9, 2015

Me and my wife went for vacation to Mobay in May 2015.

If you are looking for the private transportation to or from Montego bay to Ocho rios or Negril, Chester is the guy. He will give you very competitive rates compare to those group travels. He is flexible for the trip duration.

We hired him for Negril seven mile beach and Rick's cafe trip. He did have a lot of knowledge about the history. Our trip was from 1pm to evening time, and we came back around 8.30 back to Mobay. Next day we just called him and there you go, no advance booking required, he was there at the resort in an hour. We went to Dunn's river Falls and spent almost half day there.

If I am going to Mobay again, he will be the guy I am calling. He is even on Twitter !

-Deep & Deval

Date of experience: May 2015
2  Thank deep p
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Reviewed June 28, 2015

I recently visited Jamaica and had the pleasure to have met Chester. As my sister and I waited for our brother to come in from his flight, we decided to step outside the resort just to see what happens right outside. As we waited a mature gentleman approached us about taxi services. Not creepy or trying to "date" one of us. Chester was there as a business owner looking to make your experience in Jamaica a fantastic one through his taxi and tour services.

Knowing that my main focus was to remain on the resort or perhaps rent a car, I had no intention of using his services. He introduced himself, asked us if we were familiar with Trip Advisor, and PROUDLY pointed to the sticker affixed to his van assuring he is Trip Advisor certified! We advised him that if necessary we will use his services.

On departure we ended up needing a taxi to take us to the airport. Chester was happily ready, willing and waiting. He politely escorted us to his awaiting clean van. He courteously left the doors opened for us until we drove off AND waited until the air conditioning was cool enough. That was awesome service! His rate was reasonable and the service was outstanding! No crazy driving like I've witnessed before, he made me feel comfortable on the ride.

Some cabs are money-grabs and take advantage of tourists, not Chester. He's becoming a staple for Jamaica in taxi service!

Keep up the wonderful work Chester!!! : )

Date of experience: June 2015
1  Thank nadiagetsaround
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Reviewed June 27, 2015 via mobile

My family and I were cruising with Royal Caribbean and stopped in Jamaica. We decided Just to do an independent your since it was 6 of us. (4 kids ranging from 9-18) Chester was our guide for the day. He was outstanding. He was very professionally , a really nice man. Not a hustler like you see with most Caribbean Islands. We felt very safe and he was a good driver. He tools us to all the places we requested and along the coastline. He showed us the witches house of Rose Hill . He took us to the best most affordable shopping places as well. The van was clean And had air conditioning . He was very accommodating. We want to go visit a local orphanage to give them a gift and he took is there too. He took us by Margaritaville to show us Jimmy Buffet's place in Montego Bay.
It was a great day in Jamaica ! Thanks Chester!
Rock & Angela Mcilvain
Wake Forest NC

Date of experience: June 2015
1  Thank AngelaMclovinU
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
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