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Montego Bay Highlight Day Tour

  • Margaritaville (Montego Bay)
  • Doctor's Cave Beach
  • Rose Hall Great House
  • Margaritaville (Montego Bay)
  • Richmond Hill Inn
  • Customers at Scotchies Jerk Center in Montego Bay
  • Jerk Chicken from Scotchies in Montego Bay
  • Scotchies, Montego Bay
  • Food at Margaritaville (Montego Bay)
  • Sam Sharpe Square
  • Street Art in Montego Bay
  • Secure Payment
  • No Cancellation Fees
  • Immediate Confirmation
*Pick-up from Montego Bay:
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Pay in Full today @ $50.00 or own it in payments.

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Service Description

Rate starting at $50 per person (5-10 persons)
or $200 per vehicle (1-4 persons)

The center piece of downtown Montego Bay, Sam Sharpe Square is where your city tour starts. This cobblestone town square will give you a snapshot of Montego Bay’s history. Your driver will take you on a guided tour throughout the city where interesting local sights will be pointed out. A breathtaking view awaits you at the beautiful Richmond Hill Inn, situated 500 feet above the bustle of the exciting resort city where you will have a chance to take memorable photographs. A visit to the world famous Rose Hall Great House is a must, during your day in Montego Bay. At a local Jerk spot you can enjoy authentic Jamaican jerk chicken, pork, rice and peas, and other mouthwatering local food favorites and Jamaican beverages. If you wish, you can be taken to a local craft market where you can purchase Jamaican craft items from vendors while chit-chatting. You will also get to chill out at Margaritaville while enjoying many great ammenities and activities, such as swimming, water activities, music and drinks in our tourist capital! 



  • Entrance fees NOT included where applicable
  • Pick-up available from all hotels and pier in Montego Bay
  • Duration of tour is approximately 5 hours
  • Not all stops are mandatory
  • Complimentary car seats available for infant/toddler
  • Suggested pick-up time 10 am or earlier
  • Please contact us for groups over 10
  • Please call 860-578-0866 or 876-287-2180 to book this tour over the phone.


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Service Reviews

  1. Perfect Service!

    Posted by Sabrina H. on 14th Nov 2022

    I booked a day trip for shopping and lunch in Montego Bay for my boyfriend, one year old son, and myself. Our driver Roslyn was truly the greatest. She made us feel very welcomed and safe. She took some family photos for us and made sure we happy.

    We had Markland as our driver to the airport, he was also the greatest. He made sure we made it safe and on time for our flight.

    Overall, if you’re wondering if you should book this company, I’d say YES! Ms. Andrea was very quick with responding to my questions and made everything convenient. We will be using Travel Around Jamaica Tours every time we are in Jamaica!

  2. Montego Bay Highlights

    Posted by Unknown on 9th Mar 2022

    The driver and the narrator were courteous and insightful. We toured every part of Jamaica. We stopped for Jamaican food along the way. Our last stop was at Margaritaville, it was so much fun. I recommend Travel Around Tours to anyone interested in having a good time with good people.

  3. Safe and Peaceful

    Posted by Ron & Pam on 30th Aug 2019

    I'll start off by saying I did a ton of research on what company was affordable and where I felt safe because it was our first international trip. I really loved Jamaica and they really made the experience that much better.

    We booked our round trip Sangster airport transfer, Montego Bay tour and Martha Brae River. We were delighted to have Howard as our driver every trip as once you get to know someone, you’d like to stick with them. He really showed us Montego Bay the way we wanted to see it and pointed out all the beauty the island has to offer. He made any stops we wanted to make like souvenir shopping and even to get a Patty with Coco bread. He made sure we felt safe every step of the way.

    I especially liked when we left to go to the airport, you saw others waiting and cramming into a bus where as we got into our private and spacious vehicle and left right away. You always want to find a trusted company when traveling internationally so Travel Around Jamaica is the way to go!

  4. Montego Bay Up Close and Personal

    Posted by Unknown on 18th Feb 2019

    My husband and I are delighted to have spent the morning with Oshane (Shaggy) for a tour around Montego Bay. Shaggy arrived promptly and instantly made us feel at home. We enjoyed a visit to Rose Hall and the Richmond Hill Inn...fabulous views that give an appreciation for the island and its history. We asked to drive through the city of Montego Bay and Shaggy offered background as people brought their produce to the market along with a tour through the more touristy areas of town. We learned about Shaggy's area of the island, his coconut field and his personal recipe for jerk chicken that we hope to duplicate at home. A delicious stop at Scotchie's topped off the excursion. We hope to tour with Shaggy again on our next visit to explore further out on the island for a better appreciation of the culture of Jamaica. Thanks to Andrea and Shaggy!

  5. Amazing Montego Bay Sightseeing Tour!

    Posted by Kim Smith on 28th Oct 2018

    Me and my husband couldn't have been happier than with our recent travel experience with Travel Around Jamaica Tours on their amazing Montego Bay Highlight Day Tour! Some of our main highlights, include: 1. Sightseeing from the top of The Richmond Hill Inn. 2. Eating Jerk Chicken at Scotchie's, and 3. Swimming and enjoying tropical drinks at Margaritaville. Thanks so much Garnet for the 1st class customer service! If you're looking for a great fun and affordable way to explore Montego Bay, we highly recommend this tour!