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
Full view
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!
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Chester Tours Experience
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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 wait time, length of visit, general tips, and location information.
Popular mentions
5.0
159 reviews
Excellent
154
Very good
3
Average
1
Poor
1
Terrible
0
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.
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.
Extraordinary338533
50 contributions
Dec 2019
Chester is the best driver and a wonderful, affable man. We hired him for 9 days which included about 5 different airport pickups and deliveries as we had 3 couples coming from assorted locations. The pricing was fair and his van is modern and extremely clean. He was always prompt and reliable no matter how early in the am or late in the evening. I never doubted for one moment if he would be there waiting for us. He is also very well versed in local history! Don't bother looking elsewhere...Chester is the best! Thanks!!!
Written January 1, 2020
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.
You are very welcome. Thank you very much for your excellent review, I really appreciate it. It is always my pleasure serving my guests. Thank you.
Written January 2, 2020
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.
emme2289
Shepshed, UK4 contributions
Mar 2022 • Family
Chester - he made our trip out to Dunns River and the Blue Hole today. My family and I couldn’t fault him - he was on time picking us up in a very spacious and clean vehicle and explained a lot about the Jamaican history and sites on the way. He waited for us patiently by the van everywhere we went. As three women travelling on our own, we trusted him explicitly and even left all our valuables with him as we felt very much at ease to do so. I would highly recommend Chester to anyone wanting a driver in the area - he is a lovely and very knowledgeable man and we would absolutely use his services again. Thanks so much Chester!
Written March 8, 2022
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
20 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.
Paul R
1 contribution
Dec 2021
We just returned from a week long vacation in Montego Bay, Jamaica and while I rarely write reviews, I felt compelled to share my experience with Chester's services. We hired him as a full-time driver for the entire week we stayed. First, he immediately was available prior to our trip to answer questions on the phone as well as on WhatsApp. Since we had him for the entire week there is too much to share for this review but I will hit the highlights. We traveled with a group of 6 adults and a 2 year old. For everything we did, he was extremely punctual, picking us up when we asked. While we had access to a concierge b/c we rented a luxury villa, it was Chester's recommendations that we followed and he arranged for snorkeling, fishing, and a day trip to Negril. We were impressed with all the service providers he recommended. With all our travels, he was a joy to converse with while respecting our groups conversations. He was religious about wearing a mask and while the drivers in Jamaica were a little crazy compared to the US, he was an extremely safe driver. I can't recommend his services enough and wouldn't hesitate to hire him again when we return.
Written December 19, 2021
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.
plopez84
Sunrise, FL26 contributions
May 2021 • Friends
Chesters professionalism and attention to all our needs exceeded our expectations. From airport drop and pick ups to trips to Ocho ríos and Negril made sure we were taken care and given 5 star service at every stop. Also got a little history lessons and anecdotes of the parishes we traveled through. We felt safe everywhere Chester took us. Definitely will recommend him to all family and friends and for any of my future travels to Jamaica.
Written June 22, 2021
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.
Ryne
2 contributions
May 2021 • Friends
Chester was a fantastic driver for us. He drove us from Montego Bay to Ocho Rios and Negril. He was on time and we always felt safe. In addition, he was an attentive host and made sure we only stopped at the best quality places. From now on, we will use Chester every time we come to Jamaica!
Written June 20, 2021
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.
Kenny Milleth L
Fort Lauderdale, FL1 contribution
Sep 2021
Chester professionalism, punctuality and utmost politeness is above and beyond. The best decision I made was use Chester Tours, for our Airport transfer, and also for the tours because He waited patiently for us in every activity. He planned in advance the places we visit and we had the best experiences doing River Rafting at River Rapids (We had a blast), then Horse Back Ride and Swim at Sand n' Saddle (beautiful) and we ended jumping out cascades at Blue Hole aka Secret Falls (Pure Adrenaline). And the last but not least I need to mention that We always felt safe in his spotless and well maintain van in which he drove us. Definitely you need to use Chester Tours Experience in your next trip to Montego Bay, Jamaica. Chester, See You Next Summer!!!
Written October 12, 2021
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.
Bryana W
1 contribution
Jul 2024 • Family
Chester is fantastic! Super professional gentleman with prompt replies to messages or questions. His name is his business and he’s proud of his great reputation and has extensive knowledge of the island and activities. He saved the day on more than one occasion: amazingly quick braking response to a crazier-than-usual driver, patiently waiting when we were delayed and even magically appeared once when other plans unexpectedly fell through! Very highly recommend!
Written July 20, 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.
Hi. Do you have an email to reach him at all? We go to MoBay in April and would love to set up a driver. How were his prices? Thank you.
Written December 31, 2023
Danielle M
Las Vegas, Nevada
Hi are you still available for tours? We are a party of 4 that would like to do a day of touring. How can I reach out to you for more details?
Written October 4, 2021
If you are available Feb 22 to take 4 people from Rose Hall Montego Bay to Dolphin Cove Montego Bay for 4 hours. We don’t want to stay there all day.
Written February 1, 2020
Sorry for the late response. Yes I am available to take you to Dolphin cove Montego Bay. Transportation price round trip $100. 00 usd. I wait to hear from you.
Written February 2, 2020
Cumin 29 Jan till 12 Feb r u free to do a 3 hour private tour moby for 2 people just the sights no shopping.any day u free pls let me know thx u
Written January 26, 2020
Is this Sue, iam sure we communicated yesterday 26th. If you are not the same person. I am available to serve you on your preferred date.
Written January 27, 2020
Hi Chester, my boyfriend and I will be arriving tomorrow around 6:10pm and will be staying for 2 weeks. We are interested in hiring a private driver to do some exploring. What is the best way to contact you? Thanks, Brittany
Written January 19, 2020
Hi Brittany, you can contact me by
WhatsApp 876 587-3584. regular text or calls 876 995 5553. I wait to hear from you.
Written January 20, 2020
Hi
My girlfriend and myself arrive Friday Aug 31 2018. We want to see the island an not just a couple of tourist spots? Maybe along the coast?
Thank you
Tim
Written August 27, 2018
Hi Tim, yes, Iam available to serve you on your iteniary date to a good memorable tour experience. However in order for me to give you a reasonable Transportation price I need to know where you will be pickup from. You can also send me an email with your information.
I wait to hear from you.
Written August 27, 2018
Hi
My girlfriend and myself arrive Friday Aug 31 2018. We want to see the island an not just a couple of tourist spots? Maybe along the coast?
Thank you
Tim
Written August 27, 2018
Hi Tim, yes I am available to serve you on your iteniary date to a good memorable tour experience. However in order for me to give you a reasonable Transportation price I need to know where you will pick up from. I wait to hear from you.
Written August 27, 2018
Tracy C
Cedar Park, Texas
Price for 4 adults airport pick up April 29th to royal decameron montego beach. Would like price for Bob marley birth place and dunns river falls day trip 4 adults also may 2nd.
Written April 25, 2018
Transfer price from the airport to Royal Decameron montego Bay is$15.00 usd.
Transportation price round trip for Bob Marley nine miles, Dunnsriver falls tour is $280.00 usd. You pay your entry fees to the event of your choice. I wait to hear from you early.
Written April 25, 2018
What would be the cost to show a family of 3 around Montego Bay on April 5th. We arrive at out resort Holiday inn around 3pm and was looking to do some site seeing that evening.
Written April 1, 2018
Yes, Montego Bay city hilight tour. Transportation price round trip $120.00 usd.
I wait to hear from you.
Written April 2, 2018
Hallo u spreekt met Alexandru ik ben vanaf 2mei tot en met 15mei in Jamaica wil Jamaica ontdekken mag ik vragen wat de prijs is met vriendelijke groeten
Written March 26, 2018
Hallo Alexandru, Entschuldigung für die Verzögerung, um zu dir zurück zu kommen. Ja, ich bin verfügbar, um Sie an Ihrem Mai-Datum zu bedienen. Damit ich Ihnen einen angemessenen Transportpreis geben kann, muss ich wissen, wie viele Personen mit Ihnen reisen und eine Idee von dem Ort, den Sie entdecken möchten, brauche ich ein wenig mehr Detailinformationen.
Ich warte darauf, von dir früh zu hören.
Chester.
Written March 27, 2018
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