Jamaica Holidays

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Where to stay in Jamaica

Find the best Jamaica areas and neighborhoods for the activities you enjoy most. Learn more about Jamaica

Top hotels in Jamaica

Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
811 7th Ave, New York, NY
Fully refundableReserve now, pay when you stay
The price is S$364 per night from 1 Sept to 2 Sept
S$364
1 Sept - 2 Sept
includes taxes & fees
7.4/10 Good! (4,392 reviews)
"Great"

Reviewed on 25 Aug, 2025

Sheraton New York Times Square Hotel
Hotel Edison Times Square

Hotel Edison Times Square

4 out of 5
228 W 47th St, New York, NY
Fully refundableReserve now, pay when you stay
The price is S$248 per night from 1 Sept to 2 Sept
S$248
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very Good! (4,631 reviews)
"Staff was friendly and attentive. The property was incredibly convenient for walking to tourist attractions and accessing public transit. I enjoyed the opportunity to go on a walking tour and also took advantage of their wine hour. It was a lovely property."

Reviewed on 27 Aug, 2025

Hotel Edison Times Square
Hotel St. James

Hotel St. James

2.5 out of 5
109 W. 45TH ST., New York, NY
Fully refundableReserve now, pay when you stay
The price is S$218 per night from 2 Sept to 3 Sept
S$218
2 Sept - 3 Sept
includes taxes & fees
Hotel St. James
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.

Popular places to visit

What to do in Jamaica

Frequently asked questions

How much does a Jamaica holiday package cost?
You'll find cheap prices on Expedia for your Jamaica getaway. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your holiday to Jamaica costs.
What are the cheapest months to go to Jamaica?
You can generally find lower rates and better availability in January, February and March. Explore our cheap Jamaica holiday packages and you could get some great off-season discounts.
How many days is enough for Jamaica?
With a well-organised schedule, you can easily tick off the main Jamaica attractions in a handful of days. But if you'd like to discover lesser-known spots or go on day tours, think about booking your Jamaica holiday for longer.
How to find the best Jamaica package deals?
Start your search for a Jamaica package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Jamaica package deal right away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Jamaica adventure off to a flying start.
Is it cheaper to book a Jamaica holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to booking accommodation and flights individually. Better still, you can tailor your Jamaica escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a holiday package to Jamaica?
Score fantastic discounts by reserving your flights in advance with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu Jamaica escape.
How to plan a trip to Jamaica?

  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to go to Jamaica.
  2. Plan your budget wisely: As well as the price of your hotel, you should factor in other expenses too. These include flights, food and transportation. Also, set aside some extra funds for unexpected expenses that could crop up during your trip to Jamaica.
  3. Determine how many days away: Start by listing all the sights and activities you want to experience in Jamaica. Then, estimate how long you'll need at each, as well as any travel time.
  4. Combine your airfare and accommodation: After you've nailed down your trip dates and duration, book the ideal Jamaica holiday package for you.

* 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.