Jamaica Ski Holidays

Book a Ski Hotel + Flight or Car together to unlock savings

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    Save up to £335 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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    Rest easy

    Packages with flights are ATOL protected

Top flight + Ski hotel deals in Jamaica

Price found within the past 48 hours. Click for updated prices.
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Planning your Jamaica ski holiday

How can I book the best ski holiday to Jamaica in 2025/2026?

Search through alpine adventures on Expedia to plan your perfect snowy ski holiday in Jamaica. Just choose your dates and see what’s available. You might prefer a hotel with a heated outdoor pool, or a private chalet for après ski parties; either way, use the property filters to your ideal match. If ski-in-ski-out is important, use the map view to find those idyllic slopeside properties.

How can I find cheap Jamaica ski holidays?

Boot hire, lift passes, lessons: ski holidays can get pricey, quickly. To make your ski trip more affordable, book Jamaica accommodation a little further from the lifts and go self-catering to cut back on eating out. Sort your search results by price to find options from £1,827. Prices and availability are subject to change. Additional terms may apply.

Can I book last-minute ski holidays to Jamaica?

Use our handy last-minute deals page to look for ski holidays to Jamaica at a steal. If your dates are fixed, simply input the details and see what specials are available.

What should I consider when booking family ski holidays in Jamaica?

Jamaica is well set up for kids. For the teeniest ski-woks, day care in the snow is a blast. As they get older, they love whizzing around on the hill in ski school. Choose a hotel near the lifts and nursery slopes to save a whole lot of ski-carrying hassle in the mornings. With all that extra time and energy, you can take your sweet time to find a family-favourite bolthole on the mountain for hot chocolate with marshmallows ski breaks.

Can I book all-inclusive ski holidays to Jamaica?

All-inclusive ski holidays are fairly rare, but you can use our filter to see if there are any available in Jamaica. If not, consider booking your flights and accommodation together to save money that way instead.

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

Ski season in Jamaica generally starts around December and slopes off around April. Keep an eye on the snow forecasts though, as you can often find some brilliant deals at the start or end of the season, when it’s also much quieter.

How can I find the best deals on Jamaica ski holiday packages?

If you can be flexible with your ski holiday dates, avoid school holidays and instead buckle up your boots at the start or end of season. Sort your search results by price and look out for self-catered accommodation to save on notoriously expensive ski-resort drinking and dining.

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

If you’re not 100% sure on plans or just want peace of mind, choose a ski holiday with free cancellation. You can use our free cancellation filter to find properties in Jamaica that offer it.

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

Schuss your way to the slopes with Expedia’s smooth booking process. From flights to hotels and even car hire, you’ll find everything you need to plan the ultimate winter wonderland ski holiday.

Top Ski Jamaica Hotels

Rose Hall Villas By Half Moon

Rose Hall Villas By Half Moon

4.5 out of 5
Half Moon, Rose Hall, Montego Bay, Saint James
  • 1 hour drive from Seven Mile Beach
Stay at this 4.5-star luxury hotel in Montego Bay. Enjoy 3 outdoor pools, a full-service spa and 3 restaurants. Popular attractions Rose Hall Great House and ...
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 20 Oct 2019

Rose Hall Villas By Half Moon
Couples Swept Away All Inclusive

Couples Swept Away All Inclusive

4.5 out of 5
111 Norman Manley Blvd, Negril, Westmoreland
  • 16 min walk from Seven Mile Beach
Stay at this 4.5-star luxury resort in Negril. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the bar and the helpful staff in their reviews. ...
9/10 Wonderful! (1,001 reviews)
"Excellent stay!!!"

Reviewed on 18 Jul 2025

Couples Swept Away All Inclusive
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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.