Kingston Vacation Packages & Trips 2025 from CA $998

Your Kingston Vacation

Say bye-bye to planning hassles and hello to a Kingston vacation package. With your travel details organized before you take off, you can focus on discovering every inch of this city, starting with Spanish Town Zone, which is great for views, history and walking. A trip to Kingston is a wonderful opportunity to sightsee. Check out big-name attractions such as National Gallery of Jamaica, Bob Marley Museum and Jamaica House. Expedia can help you escape your routine. Tailor your vacation to Kingston to suit your style of travel, whatever that may be.

Top Kingston Vacation Deals

Price found within the past 48 hours. Click for updated prices.

Eclipse Suite Guest Apartments

Havendale

Save 100% on your flight

per person

Jun. 2 - Jun. 9

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Kingston (KIN)

9/10 Wonderful! (22 reviews)

My biggest problem with the property was the water . And may i suggest that the owners consider putting in another ac unit in the living area or even ceiling fans. Other than these the unit in good location very private secure quite. Will stay again

Reviewed on Jul. 12, 2019

New Kingston Guest Apt at Fairway

New Kingston

per person

Jun. 2 - Jun. 9

found 18 hours ago

Roundtrip flight included

Toronto (YTO) to Kingston (KIN)

No reviews

Modern London Decor Guest Apartments

Barbican

per person

Jun. 2 - Jun. 9

found 18 hours ago

Roundtrip flight included

Toronto (YTO) to Kingston (KIN)

6.8/10 (5 reviews)

Perfect location in Kingston. Felt secure at all times.

Reviewed on Dec. 16, 2019

New Kingston Corporate Apts at Donhead

New Kingston

Save 100% on your flight

per person

Jun. 2 - Jun. 9

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Kingston (KIN)

9.6/10 Exceptional! (30 reviews)

Bar none, the best vacations ever. The property is extremely central to everything Kingston. If you plan to go see things like Bob Marley Museum, do not rent a car, just use taxis around the city. In fact you can walk to the museum and the US Embassy. Renting a car is NOT cheaper and it is hard to drive in Jamaica if you are from the US and drive on the other side of the street. The staff was amazing (thanks Vicky) and the food prepared by our hired house lady was excellent as well. I will be back for carnival 2020.

Reviewed on Jun. 15, 2019

Casa Clayton at Donhead - New Kingston

New Kingston

Save 100% on your flight

per person

Jun. 2 - Jun. 9

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Kingston (KIN)

9.6/10 Exceptional! (37 reviews)

Area around the property was beautiful and quiet. The property is a fire trap bar..around the windows with only one entrance door. In addition the kitcken is at the entrance the only waytoexisttheproperty. ...... .....bars

Reviewed on Mar. 9, 2025

Where to stay in Kingston

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

Devon House which includes a house and a garden

New Kingston

3 out of top 10 points of interest in this area

Discover urban parks like Emancipation Park and Hope Gardens, or explore landmarks such as the Bob Marley Museum. Enjoy the redeveloped waterfront area with hotels, shops, and cultural centers, while easily navigating via buses and taxis.

Ready to book your vacation to Kingston?

Choose your dates

Kingston Hotel Deals

S Hotel Kingston

1 St Lucia Avenue, Kingston, Saint Andrew

Fully refundableReserve now, pay when you stay

CA $207

CA $268 total

includes taxes & fees

Apr 21 - Apr 22

9.2/10 Wonderful! (1,364 reviews)

"My husband and I enjoyed our stay at the S hotel. We were celebrating our wedding anniversary and Deandra was nice to up grade our room. We were not expecting that. We was welcomed with a drink upon our arrival. Everyone was pleasant. Even when you walked in the hall the staff greeted you with a ..."

Reviewed on Apr. 17, 2025

ROK Hotel Kingston, Tapestry Collection by Hilton

2-4 King Street, Kingston

Fully refundableReserve now, pay when you stay

CA $220

CA $272 total

includes taxes & fees

Apr 20 - Apr 21

8.8/10 Excellent! (914 reviews)

"Relaxing"

Reviewed on Apr. 15, 2025

The Jamaica Pegasus Hotel

81 Knutsford Boulevard, Kingston

Fully refundableReserve now, pay when you stay

CA $262

CA $337 total

includes taxes & fees

May 2 - May 3

8.2/10 Very Good! (842 reviews)

"I had an awesome time at the hotel…everything was on point and the staff were excellent."

Reviewed on Apr. 15, 2025

See all 1,134 properties in Kingston

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 Kingston vacation package cost?

You’ll find cheap prices from CA $998 on Expedia for your Kingston escape. However, factors like the season, choice of hotel and length of stay will influence how much your vacation to Kingston costs.

What are the cheapest months to go to Kingston?

If you’re looking to snag a cheap Kingston vacation package, consider traveling in February, September and October. You’re likely to find lower prices on hotels and flights during these months — perfect for a budget-friendly break.

How many days is enough for Kingston?

With around 3 days, you’ll have enough time to experience popular neighborhoods like Half Way Tree and Eastwood Park during your Kingston vacation. Make sure to also add Fort Charles and Little Theater to your sightseeing list. Searching for more adventures? Consider exploring outside of Kingston on tours and day trips.

Is it worth booking a vacation package to Kingston?

Kingston has everything you need for an unforgettable getaway. Begin your Kingston vacation on a high note by visiting popular attractions like Devon House.

How to find the best Kingston package deals?

Finding a cheap Kingston package deal is a breeze with Expedia. After you’ve entered your destination and preferred dates under our “Packages” tab, set your budget, add some filters and browse what’s available. You can fine-tune your search by “Amenities,” “Property type,” “Guest rating” and more. Sort the results by “Price: low to high” to view the most wallet-friendly Kingston package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are often lower.

Is it cheaper to book a Kingston vacation as a package?

An Expedia vacation package could land you considerable savings when compared to arranging flights and accommodations individually. Better still, you can personalize your Kingston trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.

When to book a vacation package to Kingston?

If you’re considering an impromptu Kingston getaway, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land amazing deals on your flights and hotels by booking well in advance.

How to plan a trip to Kingston?

Choose your dates: The things you’d like to do in Kingston and your preferred season will help you decide when to go.
Calculate your budget: Make sure you have enough money to cover everything from transportation and dining out to flights and experiences. Your hotel will probably be the biggest expense during your trip to Kingston.
Decide how long to go away for: Now that you know more about Kingston, you can work out the right length of your vacation. Create a rough plan and allocate enough time to cover everything you want to see.
Bundle your airfare and accommodations: Once you’ve settled on your travel dates and duration, book the ideal Kingston vacation package for you.