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Celebrate Valentine's Day in Montego Bay (Updated 2026)

Montego Bay, Jamaica
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Montego Bay Tours

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Montego Bay Private Yacht Tour with Open Bar and Lunch
4.9 (68)

Montego Bay Private Yacht Tour with Open Bar and Lunch

We are not just offering a cruise. We are offering an escape and tranquility. Our aim is to provide sophistication, outstanding customer service and the...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
4.9 (68)
from
$2,500
Day Trip to The Bob Marley Museum from Montego Bay
4.4 (7)

Day Trip to The Bob Marley Museum from Montego Bay

Travel to Kingston, the capital of Jamaica, on a day trip from Montego Bay. Take the opportunity during the 3-hour drive up Jamaica's North Coast...

10 to 12 hours • Hotel pickup offered • Free Cancellation
10 to 12 hours • Hotel pickup offered • Free Cancellation
10 to 12 hours • Hotel pickup offered • Free Cancellation
4.4 (7)
from
$2,500
Private Yacht Tour Montego Bay with DJ Open Bar and Water Sports

Private Yacht Tour Montego Bay with DJ Open Bar and Water Sports

Elevate your event with an unforgettable cruise aboard the luxurious Sea Ray 540 Sundancer. Whether you're hosting a lively party or seeking a serene escape,...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
from
$2,600
7-Day Bus Tour Across Jamaica from Montego Bay

7-Day Bus Tour Across Jamaica from Montego Bay

Experience Jamaica, its people, places, culture, heritage and delicious local cuisines! Travel along coastal roads with the blue Caribbean Sea as your backdrop. Pass through...

7 days • Free Cancellation
7 days • Free Cancellation
7 days • Free Cancellation
from
$2,769.24
Private Yacht Tour w/optional Flying Dress Photoshoot Montego Bay

Private Yacht Tour w/optional Flying Dress Photoshoot Montego Bay

Luxurious Ultimate Private Caribbean Vacation Package!! 3-hour cruise includes: Various refreshments, including (Premium Alcohol and Rum Punch). Choice of KFC Chicken (includes fries, biscuits) or...

3 hours • Hotel pickup offered • Free Cancellation
3 hours • Hotel pickup offered • Free Cancellation
3 hours • Hotel pickup offered • Free Cancellation
from
$2,844
4-Hours Private Luxurious Yacht Snorkelling and Paddle Surf
5.0 (2)

4-Hours Private Luxurious Yacht Snorkelling and Paddle Surf

Welcome aboard the H.R.H Mimosa, the only true luxury yacht charter in Montego Bay, Jamaica. We have taken our experience in delivering five-star villa service...

3 to 4 hours • Free Cancellation
3 to 4 hours • Free Cancellation
3 to 4 hours • Free Cancellation
5.0 (2)
from
$3,000
Jamaica 8-Days Island Tour From Montego Bay

Jamaica 8-Days Island Tour From Montego Bay

Exploring Jamaica on this 8-day sightseeing vacation tour package which will take you across Jamaica to experience some of the most amazing locations the island...

8 days • Hotel pickup offered • Free Cancellation
8 days • Hotel pickup offered • Free Cancellation
8 days • Hotel pickup offered • Free Cancellation
from
$3,076.93
Private Catamaran Cruise and Snorkeling in Montego Bay Area

Private Catamaran Cruise and Snorkeling in Montego Bay Area

Basically you get this completely private for your group. Mimosas, cold towels, and an onboard DJ set this Montego Bay Private All-inclusive Catamaran Cruise apart...

3 to 4 hours • Hotel pickup offered
3 to 4 hours • Hotel pickup offered
3 to 4 hours • Hotel pickup offered
from
$3,700
Private Yacht with snorkelling from Montego Bay
5.0 (2)

Private Yacht with snorkelling from Montego Bay

Welcome to luxury on your very own private yacht while you explore the hidden islands off the coast of the Montego Bay shoreline. A warm...

4 hours 30 minutes • Hotel pickup offered • Free Cancellation
4 hours 30 minutes • Hotel pickup offered • Free Cancellation
4 hours 30 minutes • Hotel pickup offered • Free Cancellation
5.0 (2)
from
$4,000
VIP Yacht Negril Caves Swimming & Ricks Cafe 15 persons
Likely to Sell Out
Likely to Sell Out
5.0 (4)

VIP Yacht Negril Caves Swimming & Ricks Cafe 15 persons

Welcome to SUN Queen, your VIP Luxury Yacht BOOKING COST INCLUDES UP TO 15 PERSONS ... she's a full 58' Azimut Flybridge Yacht, the only...

3 hours 30 minutes • Hotel pickup offered
3 hours 30 minutes • Hotel pickup offered
3 hours 30 minutes • Hotel pickup offered
5.0 (4)
from
$4,450
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Lowest Price Guarantee

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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.

Sorting, ranking, and search results

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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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