Chester Tours Experience
Chester Tours Experience
5
12:00 AM - 11:59 PM
Monday
12:00 AM - 11:59 PM
Tuesday
12:00 AM - 11:59 PM
Wednesday
12:00 AM - 11:59 PM
Thursday
12:00 AM - 11:59 PM
Friday
12:00 AM - 11:59 PM
Saturday
12:00 AM - 11:59 PM
Sunday
12:00 AM - 11:59 PM
About
At Chester Tours Experience Jamaica, our main focus is to provide you with safe, comfortable and reliable transportation, tours and taxi services during your visit to beautiful Jamaica. When you tour with us, you are guaranteed to have an unforgettable time filled with beauty, relaxation and fun! We ensure you that we have full knowledge of Jamaica, so you are definitely in for a treat!
Montego Bay, Jamaica

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Travellers talk about
(12 reviews)

Most Recent: Reviews ordered by most recent publish date in descending order.

Detailed Reviews: Reviews ordered by recency and descriptiveness of user-identified themes such as waiting time, length of visit, general tips, and location information.

Popular mentions

5.0
157 reviews
Excellent
152
Very good
3
Average
1
Poor
1
Terrible
0

Justin A
1 contribution
Jan 2024 • Couples
Chester came highly recommend from a friend. Chester was a very professional driver. He took great care to make sure his guests had a good time. He is very knowledgeable and got us linked up at every destination. We felt very safe the entire time with chester he made you feel like family when you were with him. He also was a very cautious driver. Recommend him and would absolutely use him again.
Written January 11, 2024
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.

Jen L
4 contributions
Aug 2023 • Family
We went on a private tour with Chester in August. We had our children with us and they wanted to go to Rocklands Bird Sanctuary. I am a nervous passenger and had read reviews about the road up there being hair-raising and I had been a bit worried; I needn’t have been! Chester took the utmost care to get us there safely and comfortably; I felt 100% at ease with him as our driver. We had an incredible time at the sanctuary and it was an experience we will never forget.
We then wanted to head to the beach so Chester took us there showing us the sights of Montego Bay on the way. He was an absolutely fascinating tour guide and we loved learning the history of the area from him. It was invaluable to have him to hand with all of his local knowledge.
When we arrived at the beach, a crowded area with little place to park, he knew exactly where to drop us and he took great care to make sure the children were safe by the busy road. I was so impressed by his caring nature.

We were sad to say goodbye to him at the end of the day. He is a true gentleman, a wonderful human being and we all had an incredible time thanks to his hospitality and kindness.
Thank you, Chester!

Written October 12, 2023
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.

Mina
2 contributions
Jul 2023
My family of 5 just returned from a trip to Jamaica. We used Chester's services for transport to/from the airport to our hotel in Montego Bay as well as a separate day trip to Dunn's Falls in Ocho Rios. Chester is very professional, punctual and friendly. His van is extremely clean and very comfortable - he even provided a booster seat for my 5 year old son. We had a wonderful experience with Chester and will definitely use his services again the next time we are in Jamaica.
Written August 6, 2023
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.

richa s
1 contribution
Jul 2023 • Friends
Chester was super polite and nice! He showed up right on time and took us around several beautiful spots in Montego Bay. What we really liked was his flexibility with what we wanted to do since we didn’t want to get stuck with a pre planned tour package which other companies offer. He went above and beyond in taking care of us, and ensuring our expectations were met. I can’t recommend him enough. See you next time Chester ! 🇯🇲 🇯🇲
Written July 5, 2023
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.

ChchchchCherryBomb
New York City12 contributions
May 2023 • Couples
Chester responded to our initial inquiry right away with all the information we needed to make an informed decision to hire him. That was our first indication that we had found the right driver. The next sign was when we stepped into his cool and immaculate van. The third sign was the care with which he got us over the winding roads and potholes to and from a remote village that we needed to visit. Needless to say, we were delighted when he said he could drive us again the following day. We hope he can drive us the next time we're in Jamaica as well!
Written May 28, 2023
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.

Jessica3016
New York City, NY8 contributions
May 2023 • Couples
Chester experience was amazing! From perfectly planning our day to Nine Miles Bob Marley tour to Dunns and Rivers in Ocho Rios. He was very professional and realiable ! Available 24/7 over simple text message.
Written May 18, 2023
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.

Soksan H
2 contributions
May 2023 • Couples
Chester is a professional truly available 24 hours as he says he is just contact him through text if your interested he’s very prompt
Written May 5, 2023
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.

Jessica B
Washougal, WA10 contributions
Mar 2023 • Couples
We just got back from an amazing and adventure packed trip to Jamaica. After seeing the travel warning from the State Department, we were uncertain what exploring we'd do outside of the resort.

We booked our first excursion through through the resort and after spending a much longer time out than we needed to (it's hard to keep 28 people focused and where they need to be), we decided to checkout Chester Tours Experience.

I have to start by saying I appreciated Chester's quick responses to email or texts on WhatsApp. My husband and I had certain things we wanted to see and others we didn't and Chester made them all happen (we even booked a custom 11 hour day and Chester was with us the entire time!).

On our first day with him, he showed up early, with a sign identifying Chester Tours Experience, and dressed professionally (none of these were true of the first large tour we went on). We got into his van, which is equipped to seat way more than the two of us, and found it comfortable (AC works well) and clean.

Every spot we went to, Chester made sure to personally walk us to where we needed to checkin (or tell us where to go if it was a drop off area only), where he'd be when we were done, what we could or couldn't bring with us (you cannot bring water into Rick's Cafe), and remind us that we could leave our bag as that's the only way he could make sure we didn't lose anything.

His motto of "Make your journey an adventure" is definitely something he lives by. Chester went above and beyond to make sure he was sharing information about the island with us. We knew which parish we were in, names of sites we were driving by, historical facts, and he was always open to answering questions we had.

The conditions of some of the roads and the way many people drive were not things we were used to coming from Washington state; however, Chester was an amazing and reliable driver. There were numerous times on the large tour bus trip we took without Chester that my heart jumped out of my chest, but never with Chester. Though it was just my husband and I, we would have still felt very comfortable with his driving if our six month old granddaughter had been with us.

We had started this trip uncertain about safety outside of the resort, but never once had an uneasy feeling exploring with Chester. He recommended some local stops for peanuts and lunch, and we were so thankful he did. We were happy to get a glimpse of life on Jamaica outside of the resort.

Chester's pricing was always fair and well below the big tour groups, especially considering we had a private trip.

If we ever find ourselves back in Jamaica, we will definitely be connecting with Chester right away to set up more sightseeing.
Written March 12, 2023
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.

Brandy B
1 contribution
Mar 2023 • Family
Chester is the best! Very prompt and friendly! Nice to have a trustworthy driver while in another country. Highly recommend!
Written March 11, 2023
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.

Ashley W
7 contributions
Feb 2023 • Couples
Chester was great! He took us from our resort in Montego Bay to the Blue Hole and Dunn’s River Falls in Ocho Rios. He was professional, on time, friendly and safe. He shared information about Jamaica as we drove and answered all my dad’s many questions about the government, culture and more. I felt totally comfortable leaving my belongings with him while we visited the two locations. Afterwards he drove us to Scotchies and waited while we had lunch. Finally he drove us back to our resort. We had a wonderful day and all agreed Chester contributed to that. He was also very reasonable price-wise and quick to respond via email when I was making bookings. Highly recommend. Thanks Chester!
Written February 26, 2023
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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CHESTER TOURS EXPERIENCE - All You Need to Know BEFORE You Go (with Photos)