Jamaica Ski Vacations 2026

Top Ski vacation packages in Jamaica

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

Couples Swept Away All Inclusive

$1,054

per person

Oct 28 - Oct 31

found 11 hours ago

Roundtrip flight included

Baltimore (BWI) to Montego Bay (MBJ)

9/10 Wonderful! (1,003 reviews)

Clean rooms with great views. Will be returning.

Reviewed on Aug 27, 2026

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See all available trips from Columbus to Jamaica

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3 Night Ski vacations in Jamaica

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

Couples Swept Away All Inclusive

$1,054

per person

Oct 28 - Oct 31

found 11 hours ago

Roundtrip flight included

Baltimore (BWI) to Montego Bay (MBJ)

9/10 Wonderful! (1,003 reviews)

Clean rooms with great views. Will be returning.

Reviewed on Aug 27, 2026

Don't see what you're looking for?

See all available trips from Columbus to Jamaica

View all trips

4 Night Ski vacations in Jamaica

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

Couples Swept Away All Inclusive

$1,422

per person

Oct 28 - Nov 1

found 1 day ago

Roundtrip non-stop flight included

Chicago (CHI) to Montego Bay (MBJ)

9/10 Wonderful! (1,003 reviews)

Clean rooms with great views. Will be returning.

Reviewed on Aug 27, 2026

Don't see what you're looking for?

See all available trips from Columbus to Jamaica

View all trips

What are some things I should consider when booking a Jamaica ski trip package?

Yes, you want pristine powder and perfect runs, but take a moment to consider how close you want to be to the slopes, what extras you want from your resort, and—of course—how much après ski you intend to indulge in.

How can I find cheap Jamaica ski packages?

Right now, ski trips start at just $1,054. Prices and availability are subject to change. Additional terms may apply.

Can I book a beginner ski package in Jamaica?

Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Jamaica. Book lessons so you can gear up to take on the rest of the mountain with confidence. Après awaits for all after an eventful day in the snow.

How much does a ski trip to Jamaica cost?

Sensational ski trips to Jamaica start from $1,054. Use the budget filter to find powder at your perfect price. As always, prices and availability are subject to change. Additional terms may apply.

When’s the best time of year to plan a ski trip to Jamaica?

The best time to hit the slopes in Jamaica depends on what you’re looking for. If you’re all about powder-packed pistes and brilliant blue-sky skiing conditions, aim for the middle of the season. Alternatively, if you’re willing to take a chance on start or end of season snow, you’ll bag much cheaper prices —just make sure there’s a spa or après bar to shelter in on white-out days.

Can I book Jamaica ski packages with airfare?

Save money on your snow time by booking your accommodation, airfare, and car rental in a brilliant bundle. It’s both convenient and cash-flow friendly.

Can I book a Jamaica ski trip with free cancellation and/or flexible dates?

Flexibility is always a bonus when you’re flying down the slopes—and it makes for an easier booking process, too. Check the payment option filter to find trips with free cancellation as well as buy now, pay later options.

Why should I book a ski package in Jamaica with Expedia?

Simple search and fantastic filters make it easy to find, build, and book your dream Jamaica ski vacation in just a few clicks. It’s ‘snow’ joke, it really is that easy.

Top Ski Jamaica Hotels

Beautiful studio apartment in Columbus Heights in Ocho Rios - Jamaica

Ocho Rios Saint Ann

3 hours drive from Seven Mile Beach

Stay at this apartment in Ocho Rios. Enjoy a fitness center, a garden, and laundry facilities. Popular attractions Dunn's River Falls and Mahoe Falls are located ...

10/10 Exceptional! (13 reviews)

"I was pleasantly surprised about my experience at this apartment. I have stayed at Columbus Heights before and was not satisfied. This apartment was very clean and accommodating, and had a wonderful view fromthebalcony. It was like a little home away from home. Agent was pleasant and reachable. I ..."

Reviewed on Jan 11, 2025

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Rose Hall Villas By Half Moon

Half Moon Montego Bay Saint James

1 hour drive from Seven Mile Beach

Book a stay at this luxury hotel in Montego Bay. Enjoy 3 outdoor pools, a full-service spa, and 3 restaurants. Popular attractions Rose Hall Great House and ...

8.8/10 Excellent! (6 reviews)

50th Anniversary Family Getaway

"An amazing extended family vacation to celebrate our 50th anniversary. The staff, Rennis, Michelle and Sonia provided the best care for our whole family, including 5 children. The food was excellent and Sonia kept our clothes and villa clean which was a challenge with 12 people. Michelle prepared ..."

Reviewed on Oct 20, 2019

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Couples Swept Away All Inclusive

111 Norman Manley Blvd Negril Westmoreland

4 min drive from Seven Mile Beach

Book a stay at this luxury property in Negril. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the bar and the helpful staff in our reviews. ...

9/10 Wonderful! (1,000 reviews)

"Clean rooms with great views. Will be returning."

Reviewed on Aug 27, 2026

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See all 7,193 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.