Jamaica Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top hotels in Jamaica

Mountaineer Inn
Mountaineer Inn
2 out of 5
270 Handle Rd, West Dover, VT
Fully refundableReserve now, pay when you stay
The price is S$239 per night from 8 Jan to 9 Jan
S$239
includes taxes & fees
8 Jan - 9 Jan
9/10 Wonderful! (363 reviews)
"No one to greet you when you arrive or If you have questions or need something. The text was quickly answered but still like someone on property"

Reviewed on 1 Jan,2025

Mountaineer Inn
Pointe at Castle Hill Resort
Pointe at Castle Hill Resort
3.5 out of 5
2940 State Route 103, Cavendish, VT
The price is S$263 per night from 7 Jan to 8 Jan
S$263
includes taxes & fees
7 Jan - 8 Jan
8.6/10 Excellent! (775 reviews)
"Very good & pet friendly"

Reviewed on 31 Dec,2024

Pointe at Castle Hill Resort
Colonial Motel And Spa
Colonial Motel And Spa
3 out of 5
889 Putney Rd, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is S$134 per night from 5 Jan to 6 Jan
S$134
includes taxes & fees
5 Jan - 6 Jan
6.6/10 (1,001 reviews)
"Like size of room"

Reviewed on 8 Dec,2024

Colonial Motel And Spa
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does a Jamaica holiday package cost?
You’ll find cheap prices on Expedia for your Jamaica break. However, a range of factors like the season, length of stay and your choice of hotel will influence how much your holiday to Jamaica costs.
What are the cheapest months to go to Jamaica?
To pick up cheap Jamaica holiday packages, plan your getaway outside of peak periods like public holidays and major festivals. You’ll typically find lower prices and better availability in the off-season or when it’s less busy.
How many days is enough for Jamaica?
With around 3 days, you’ll have plenty of time to visit popular neighbourhoods like Rawsonville and Forest Farms during your Jamaica holiday. Remember to also add Hot Glass Works and Ball Mountain Dam to your must-do list. Looking for more adventures? Consider exploring outside of Jamaica on tours and day trips.
How to find the best Jamaica package deals?
Landing a cheap Jamaica package deal is a cinch with Expedia. After you’ve entered your travel dates and destination under our “Packages” tab, set your budget range, apply some filters and browse what’s available. You can customise your search by “Popular locations,” “Property type,” “Guest rating” and more. Sort the results by “Price: low to high” to view the most economical Jamaica package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Jamaica holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You’ll typically score a better deal than booking each component individually. And you’ll still have the flexibility to create a customised Jamaica holiday by choosing your favourite airline, accommodation type and car class.
When to book a holiday package to Jamaica?
If you’re planning an impromptu Jamaica trip, browse our last-minute deals that can be booked up to a week before you go. Don’t want to leave things to the last minute? You can score incredible deals on your flights and hotels by booking ahead.
How to plan a trip to Jamaica?

  1. Choose when to travel: Check your schedule and get packing. Your favourite time of year and the activities on offer will also help you decide when to visit Jamaica.
  2. Set a budget: Factor in costs like flights, meals and transportation when calculating how much to set aside for your trip to Jamaica. Then, choose a property that matches your budget, whether that’s a low-cost stay or a high-end retreat.
  3. Set the duration of your trip: Start by making a list of all the activities and sights you’d like to get to in Jamaica. Then, estimate how long you’ll need for each, as well as any travel time.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. Now all that’s left is to pick a Jamaica holiday package that brings all your bookings together.

Popular places to visit

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.