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Private Montego Bay City Highlights & Shopping Experience

8 Reviews 4.38 out of 5 stars Based on 8 reviews collected by Cool Montego Bay and TripAdvisor | Montego Bay, Jamaica
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from $59 per person

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Don't miss out!
On average, this is booked 27 (0) days in advance.
3 to 5 hours (approx.)
Hotel pickup offered
Mobile ticket
Instant confirmation
Offered in: English

Overview

Montego Bay Private Highlight Sightseeing & Souvenir Shopping
What Makes This Tour Unique?

This is not a typical bus tour — it’s a fully private, flexible experience designed around you. Explore Montego Bay’s top highlights at your own pace while learning local history and culture from a knowledgeable Jamaican guide.

Enjoy authentic souvenir stops where you can shop for local crafts, rum, spices, and handmade gifts — without pressure or tourist traps. Want to stop for photos, try local food, or adjust the schedule? No problem.

With private transportation, personalized attention, and insider access, you’ll experience Montego Bay like a local — relaxed, authentic, and unforgettable.

What's Included

  • Alcoholic beverages Free upon request
  • Bottled water
  • Private transportation

    Meeting and Pickup

    Pickup point
    Pickup details

    Additional Pickup Details:We offer convenient pickup from all Montego Bay hotels, resorts, villas, Airbnbs, and the Montego Bay Cruise Port. For guests arriving by cruise ship, we will meet you at the main port entrance with a sign displaying your name.Please provide your hotel or accommodation name at the time of booking. Pickup times will be confirmed after reservation to ensure smooth coordination.For private villas or Airbnb stays, kindly include your full address and contact number so we can locate you easily.Our driver will contact you directly prior to pickup to confirm details and ensure a seamless experience.

    What To Expect

    Book Online

    Our secure website provides real-time availability, instant confirmation, and free, no-hassle cancellations up to 24 hours before your tour begins.
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    Safe & secure • Easy breezy • Hassle-free

    Sam Sharpe Square

    The centrepiece of downtown Montego Bay is Sam Sharpe Square. This cobblestone town square gives visitors a snapshot of Montego Bay's history. The square is lined with Georgian buildings side by side with modern structures as well as monuments commemorating the history of the square. There is always a lot of activity in this busy square and the side streets are teeming with vendors selling a wide range of products.
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    1 hour • Admission Ticket Included

    Montego Bay Cultural Center

    In the heart of Sam Sharpe Square, Montego Bay and experience the beautiful architecture and splendor of the building. Walk the hallowed halls of history where our ancestors once trod and most importantly, come experience a spiritual connection unlike any other.
    Read more

    1 hour • Admission Ticket Included

    Usain Bolt's Tracks and Records restaurant

    The co-founder and 8-Gold Medal Olympian Usain Bolt wanted to ensure that from the moment you opened the door, to that first bite of traditional Jamaican Jerk Chicken, you would not just be getting a ‘taste of home’ but that real Jamaican vibes that the world has grown to love.Enjoy traditional Jamaican dishes like our Jerk Platter, a combination of perfectly seasoned jerked chicken and pork, or try the U-Burger, our signature burger named after the co-founder and friend Usain Bolt.
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    1 hour • Admission Ticket Free

    Margaritaville Montego Bay

    Turquoise waters summon you to the shores of Jamaica’s second largest city and first choice for fun, Montego Bay. Hear the call of the ocean from our 120-foot waterslide. Jump for joy on our water trampoline. Grab the day by the margarita mug and let loose. From island-inspired bites on our famed sunset patio to dancehall and reggae beats under the moonlight at our seaside nightclub, you won’t want to let another day waste away without visiting Margaritaville Montego Bay.
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    1 hour • Admission Ticket Free

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    Additional Info

    • Confirmation is instant and will be received at time of booking
    • Service animals allowed
    • Public transportation options are available nearby
    • Suitable for all physical fitness levels
    • Infants and small children can ride in a pram or stroller

    Frequently Asked Questions

    (7)

    Q: What is the cancellation policy for the Private Montego Bay City Highlights & Shopping Experience?

    A: You can cancel up to 24 hours in advance of the tour for a full refund. For a full refund, you must cancel at least 24 hours before the tour start time.If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the tour start time will not be accepted.Cut-off times are based on the tour local time (EST).This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund. Read more Apr 2025

    Cancellation Policy

    You can cancel up to 24 hours in advance of the tour for a full refund.

    Still have questions?

    We're here to help.
    Activity code: C-134770P13

    Traveler Photos

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    Reviews

    4.38
    8 reviews

    Average 4.38 out of 5 stars based on 8 traveler reviews collected by Cool Montego Bay and partner sites such as Cool Destinations and TripAdvisor

    5 stars
    6
    4 stars
    1
    3 stars
    0
    2 stars
    0
    1 star
    1

    Loading Options
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    On average, this is booked 27 (0) days in advance.
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    Frequently Asked Questions (7)

    Activity name

    The answers provided below were previously given in response to questions from Cool Montego Bay customers.

    Filter by:

    Q: What is the cancellation policy for the Private Montego Bay City Highlights & Shopping Experience?
    A:
    You can cancel up to 24 hours in advance of the tour for a full refund.
    • For a full refund, you must cancel at least 24 hours before the tour start time.
    • If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
    • Any changes made less than 24 hours before the tour start time will not be accepted.
    • Cut-off times are based on the tour local time (EST).
    • This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.
    Apr 2025
    Q: What's included in the price?
    A:
    The following is included:
    • Alcoholic beverages. Free upon request.
    • Bottled water.
    • Private transportation.
    • WiFi on board.
    • Entry Fees.
    • Air-conditioned vehicle.
    Apr 2025
    Q: What is the weather cancellation policy?
    A:

    This tour requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.

    Apr 2025
    Q: What is the minimum age for this tour?
    A:

    The minimum age to participate is 1. This tour requires at least one adult to accompany children..

    Apr 2025
    Q: My date is not available in the calendar, I am just checking to see if it is available?
    A:

    If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.

    If you find a date and time that works for you, book it NOW because things always sell out at this time of year.

    Apr 2025
    Q: Is this an accessible tour?
    A:

    Accessibility information for the Private Montego Bay City Highlights & Shopping Experience is as follows:

    • Service animals allowed
    • Public transportation options are available nearby
    • Suitable for all physical fitness levels
    Apr 2025
    Q: Where is the meeting point for this activity?
    A:

    Detailed check-in instructions – including meeting point address, Google map, and parking information – for Private Montego Bay City Highlights & Shopping Experience will be included in your confirmation email from Cool Montego Bay. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!

     

     

    Mar 2024

    What's Included

    Activity name

    • Alcoholic beveragesFree upon request
    • Bottled water
    • Private transportation
    • WiFi on board
    • Entry Fees
    • Air-conditioned vehicle

    Additional Info

    Activity name

    • Confirmation is instant and will be received at time of booking
    • Service animals allowed
    • Public transportation options are available nearby
    • Suitable for all physical fitness levels
    • Infants and small children can ride in a pram or stroller

    Report Product Issue

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    Language
    Currency

    Site Settings

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    Lowest Price Guarantee

    Activity name

    We guarantee the lowest price on all the tours available to book on our site. We'll refund the difference if you find the exact tour cheaper online until 48 hours before your tour starts.

    We Make It Easy!

    Gather your information

    Locate your Cool Montego Bay Booking Number and the proof of the lower price you found.

    Send it to us

    Email [email protected] with the documents, your name, and your home address.

    We'll review

    We'll review your materials and get in touch as soon as possible.

    Receive your refund

    If everything checks out, we'll refund you the price difference.

    Refund Terms & Conditions

    The following conditions apply to all lowest price guarantee refund requests:

    • The lowest price guarantee is available to any customer who makes a qualifying purchase through our website. The qualifying purchase must be a minimum of US$20 (or equivalent).
    • The lowest price guarantee covers retail and prepaid rates available to the general public. This does not include discounts or promotions you may receive (or be eligible for) from third-party sites or organizations such as AAA or AARP or special offers made as part of a membership program, corporate discount, daily deal, group, or rewards program.
    • Cool Montego Bay promotions cannot be combined with the lowest price guarantee.
    • If you find a lower retail or prepaid rate for the same tour, offered on the same date, time and priced in the same currency as your original purchase, on any other website between the time you book on Cool Montego Bay and 48 hours before your trip starts, we will refund the difference.
    • The lowest price guarantee does not apply where a lower overall price is found by breaking down the purchased tour into one or more parts sold separately.
    • Cool Montego Bay reserves the right to verify the lower price details. Examples of acceptable forms of verification include a web screenshot or a web address.
    • All refund decisions will be made at the sole discretion of Cool Montego Bay.
    Activity name

    Free Cancellation

    100% refund
    No refund

    You can cancel up to 24 hours in advance of the tour for a full refund.

    • For a full refund, you must cancel at least 24 hours before the tour start time.
    • If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
    • Any changes made less than 24 hours before the tour start time will not be accepted.
    • Cut-off times are based on the tour local time (EST).
    • This tour requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
    • This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.

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    Cool Montego Bay wants to make your searches as relevant as possible. That's why we offer many ways to help you find the right experiences for you.

    On some pages, you can select how to sort the results we display and also use filter options to see only those search results that meet your chosen preferences. You'll see explanations of what those sort options mean when you select them.

    If you see a Badge of Excellence label, the award is based on average review ratings, share of bookings with a review, and number of bookings through Cool Montego Bay over a 12-month period.

    The importance of any one factor over any other in a sort order varies, and the balance is constantly being reviewed and adjusted. We're always updating our systems and testing new ways to refine and improve your results to make them as relevant as possible to meet your needs.

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    Cool Rewards Terms & Conditions

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    Cool Rewards

    • Cool Rewards is a loyalty program operated by Cool Destinations. Rewards may be earned by any eligible person holding a Cool Destinations account, subject to the Cool Destinations customer Terms of Use.

    Earning rewards

    • Rewards can be earned by making bookings on the Cool Destinations website. You will be able to see the value of the rewards you can earn during the booking process.
    • Earned rewards will be issued in a pending state and will move to a confirmed state 24 hours after the start time of the experience.
    • Earned rewards will be available to redeem once they are no longer in a pending state.
    • For bookings that are moved to a different travel date, the rewards will be redeemable after the amended travel date.
    • If a booking where rewards were issued is canceled, the earned rewards will not be redeemable and will be moved to a canceled state.

    Redeeming rewards

    • To redeem rewards, you must be logged into your Cool Destinations account.
    • Any available rewards will be automatically applied the next time you make a booking, and their value will be deducted from your order at checkout, unless you choose not to apply them, which requires you to indicate this via the toggle switch. Bookings made using rewards are subject to the standard Cool Destinations Customer Terms of Use.
    • You will not be able to redeem only a portion of your available rewards at checkout. It is only possible to redeem all or none of your available rewards.
    • There is no minimum order value required to redeem your rewards. This means that you can pay for 100% of your order with rewards.
    • Rewards are non-transferable and cannot be redeemed for cash.
    • If rewards are redeemed against a booking that is canceled or refunded, the rewards will be reissued to your account.

    Miscellaneous

    • You can check your Cool Destinations account to see the rewards you have collected at any time. You are responsible for ensuring that your rewards balance is correct.
    • We reserve the right to modify these Cool Rewards Terms and Conditions at any time, with or without notice, including the rules for earning and redeeming rewards. Any changes will be reflected in the updated Terms and Conditions.
    • We reserve the right to terminate the Cool Rewards program and cease issuing any further rewards on future bookings. All pending and available rewards balances will be honored.
    • By earning and redeeming rewards, you agree to these Terms and Conditions, as well as any subsequent changes made to them.