Luxury Jamaica Vacation Packages 2026/2027

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Flight and Luxury hotel deals in Jamaica

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

Bahia Principe Escape Runaway Bay - Hyatt Inclusive Collection - Adults Only - All Inclusive

CA $1,128

per person

Oct 25 - Oct 28

found 17 hours ago

Roundtrip flight included

Toronto (YYZ) to Montego Bay (MBJ)

8.4/10 Very good! (2,441 reviews)

It was a great first time in Jamaica experience. Hospitality was great and everything was very clean. My only complaint was the rocks in the beach but I just stayed in the many pools..

Reviewed on Aug 25, 2026

Sunset at the Palms Resort - Adults Only - All Inclusive

CA $1,342

per person

Oct 25 - Oct 28

found 17 hours ago

Roundtrip flight included

Toronto (YYZ) to Montego Bay (MBJ)

9.2/10 Wonderful! (1,009 reviews)

I enjoyed my stay very much. Will be coming back

Reviewed on Aug 23, 2026

Moon Palace Jamaica – All Inclusive

CA $1,660

per person

Oct 25 - Oct 29

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Montego Bay (MBJ)

8.4/10 Very good! (2,122 reviews)

Wonderful

Reviewed on Aug 25, 2026

Grand Palladium Lady Hamilton Resort & Spa All Inclusive

CA $1,216

per person

Oct 25 - Oct 28

found 3 hours ago

Roundtrip flight included

Toronto (YTO) to Montego Bay (MBJ)

8/10 Very good! (1,408 reviews)

The property looks nice, but the pool was dirty and I had to constantly has the crew to clean up the area in the water. My room didn’t have a room number, which looked really bad and there was no way to really identify our room. The food could be better at the buffet. The excursion we purchased was a total waste of 220.00, we got the false advertisement. The glow in the dark water in the lagoon, it didn’t glow. The crew for the excursion ran out of rum punch on the trip down.

Reviewed on Aug 25, 2026

Grand Palladium Jamaica Resort & Spa All Inclusive

CA $1,197

per person

Oct 25 - Oct 28

found 3 hours ago

Roundtrip flight included

Toronto (YTO) to Montego Bay (MBJ)

8/10 Very good! (1,593 reviews)

Great staff clean property amenities were awesome

Reviewed on Aug 25, 2026

Don't see what you're looking for?

See all available trips from Des Moines to Jamaica

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5* Luxury holidays in Jamaica

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

Grand Palladium Jamaica Resort & Spa All Inclusive

CA $1,197

per person

Oct 25 - Oct 28

found 3 hours ago

Roundtrip flight included

Toronto (YTO) to Montego Bay (MBJ)

8/10 Very good! (1,593 reviews)

Great staff clean property amenities were awesome

Reviewed on Aug 25, 2026

Moon Palace Jamaica – All Inclusive

CA $1,660

per person

Oct 25 - Oct 29

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Montego Bay (MBJ)

8.4/10 Very good! (2,122 reviews)

Wonderful

Reviewed on Aug 25, 2026

Grand Palladium Lady Hamilton Resort & Spa All Inclusive

CA $1,216

per person

Oct 25 - Oct 28

found 3 hours ago

Roundtrip flight included

Toronto (YTO) to Montego Bay (MBJ)

8/10 Very good! (1,408 reviews)

Reviewed on Aug 25, 2026

Don't see what you're looking for?

See all available trips from Des Moines to Jamaica

View all trips

3 Night Luxury holidays in Jamaica

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

Bahia Principe Escape Runaway Bay - Hyatt Inclusive Collection - Adults Only - All Inclusive

CA $1,128

per person

Oct 25 - Oct 28

found 17 hours ago

Roundtrip flight included

Toronto (YYZ) to Montego Bay (MBJ)

8.4/10 Very good! (2,441 reviews)

It was a great first time in Jamaica experience. Hospitality was great and everything was very clean. My only complaint was the rocks in the beach but I just stayed in the many pools..

Reviewed on Aug 25, 2026

Sunset at the Palms Resort - Adults Only - All Inclusive

CA $1,342

per person

Oct 25 - Oct 28

found 17 hours ago

Roundtrip flight included

Toronto (YYZ) to Montego Bay (MBJ)

9.2/10 Wonderful! (1,009 reviews)

I enjoyed my stay very much. Will be coming back

Reviewed on Aug 23, 2026

Moon Palace Jamaica – All Inclusive

CA $1,391

per person

Oct 26 - Oct 29

found 19 hours ago

Roundtrip flight included

Toronto (YTO) to Montego Bay (MBJ)

8.4/10 Very good! (2,122 reviews)

Wonderful

Reviewed on Aug 25, 2026

Don't see what you're looking for?

See all available trips from Des Moines to Jamaica

View all trips

4 Night Luxury holidays in Jamaica

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

Bahia Principe Escape Runaway Bay - Hyatt Inclusive Collection - Adults Only - All Inclusive

CA $1,301

per person

Oct 25 - Oct 29

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Montego Bay (MBJ)

8.4/10 Very good! (2,441 reviews)

It was a great first time in Jamaica experience. Hospitality was great and everything was very clean. My only complaint was the rocks in the beach but I just stayed in the many pools..

Reviewed on Aug 25, 2026

Sunset at the Palms Resort - Adults Only - All Inclusive

CA $1,509

per person

Oct 25 - Oct 29

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Montego Bay (MBJ)

9.2/10 Wonderful! (1,009 reviews)

I enjoyed my stay very much. Will be coming back

Reviewed on Aug 23, 2026

Moon Palace Jamaica – All Inclusive

CA $1,660

per person

Oct 25 - Oct 29

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Montego Bay (MBJ)

8.4/10 Very good! (2,122 reviews)

Wonderful

Reviewed on Aug 25, 2026

Don't see what you're looking for?

See all available trips from Des Moines to Jamaica

View all trips

What are some benefits when booking luxury Jamaica vacations?

When you book a luxury Jamaica vacation, you get to enjoy some of the best amenities and special features available. Luxury vacation options often feature spa facilities right in your accommodation, along with room service and an on-site restaurant. The quality of the bedding and even the water pressure tends to be better, so it's the perfect solution for travellers looking to put their feet up and relax.

How can I find all-inclusive luxury vacations in Jamaica?

If you're looking for something luxurious in Jamaica, all you have to do is take advantage of our search filters. You can implement a filter to only show 5-star accommodations as well as some amenities you may be interested in, like spa facilities and hot tubs. When you opt for an all-inclusive package, you can enjoy luxury alongside a potential discount for booking your accommodation and flight together.

Can I book a cheap luxury vacation?

While luxury vacations tend to be on the more costly end of the spectrum, ranging from CA $1,128, there are a few methods you can try to lower the price as much as possible. When booking a flight and accommodation together, you can enjoy savings of up to 29. After implementing filters for luxury features, you can also sort by price to list the cheapest luxury packages first.

Are there luxury spa vacations?

Yes, luxury spa vacations are available and quite popular in Jamaica. When you book one of these experiences, it's easier than ever to relax, unwind and recharge in between excursions. Either way, you can easily find spa vacations by implementing the spa filter in your search.

What should I look for in a luxury family vacation in Jamaica?

When booking something for the whole family, it's important to consider exactly what kind of experience your family will want.Luxury packages make it easy to keep everyone happy with creature comforts. Kids especially enjoy features like pools, a delicious breakfast and plenty of space. Suites tend to offer your family members a bit more privacy and comfort compared to simple rooms throughout Jamaica.

Can I book last-minute luxury vacations?

Yes, last-minute bookings are often available in Jamaica. All you have to do is enter your travel dates to see what's available. Sometimes, you'll even find additional discounts for booking last-minute, as accommodations are desperate to fill their last remaining spaces.

What can help me find the best luxury vacation deals in Jamaica?

You can use a few strategies to find the best deals on luxury vacation packages. Consider travelling during the off-season to take advantage of the typically lower overall prices. Additionally, staying in the less popular parts of Jamaica or travelling to more obscure destinations altogether can often lead to lower prices.

Can I book a luxury vacation that is fully refundable?

Yes, fully refundable reservations are sometimes available on luxury vacation packages in Jamaica. You can implement a filter for it specifically or check out the policy section on any one of your search results. It should clearly state what's necessary to qualify for a fully refundable booking.

Why should I book my luxury vacation with Expedia?

When you book with Expedia, you can enjoy a one-stop shop for all your travel planning needs. We offer accommodations as well as flights, and you may even be able to enjoy discounts by booking them together. Of course, Expedia Rewards members will find even more discounts and earn points that can be put toward discounts on future bookings.

Luxury Hotels in Jamaica

Bahia Principe Escape Runaway Bay - Hyatt Inclusive Collection - Adults Only - All Inclusive

Salt Coppers Runaway Bay Saint Ann

3 hours drive from Seven Mile Beach

CA $420

CA $420 total

Sep 24 - Sep 25

includes taxes & fees

Book a stay at this luxury property in Runaway Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our ...

8.4/10 Very good! (2,491 reviews)

"It was a great first time in Jamaica experience. Hospitality was great and everything was very clean. My only complaint was the rocks in the beach but I just stayed in the many pools.."

Reviewed on Aug 25, 2026

JOIA Rose Hall by Iberostar - Adults Only - All Inclusive

Rose Hall Main Road Montego Bay Saint James

2 hours drive from Seven Mile Beach

Book a stay at this luxury property in Montego Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...

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Hyatt Zilara Rose Hall - Adults Only - All Inclusive

Rose Hall Road Montego Bay Saint James

1 hour drive from Seven Mile Beach

Book a stay at this luxury property in Montego Bay. Enjoy free WiFi, free valet parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff ...

Get rates

See all 7,166 properties in Jamaica

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.