Caribbean Ski Vacations
Book a Ski Hotel + Flight or Car together to unlock savings
Top Ski vacation packages in Caribbean
Grand Bavaro Princess - All Inclusive
Reviewed on Sep 5, 2026
5* Ski vacations in Caribbean
Grand Bavaro Princess - All Inclusive
Reviewed on Sep 5, 2026
3 Night Ski vacations in Caribbean
4 Night Ski vacations in Caribbean
Planning your Caribbean ski vacation
What are some things I should consider when booking a Caribbean 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 Caribbean ski packages?
Right now, ski trips start at just $573. Prices and availability are subject to change. Additional terms may apply.
Can I book a beginner ski package in Caribbean?
Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Caribbean. 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 Caribbean cost?
Sensational ski trips to Caribbean start from $573. 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 Caribbean?
The best time to hit the slopes in Caribbean 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 Caribbean 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 Caribbean 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 Caribbean with Expedia?
Simple search and fantastic filters make it easy to find, build, and book your dream Caribbean ski vacation in just a few clicks. It’s ‘snow’ joke, it really is that easy.
Top Ski Caribbean Hotels
2 - Exotic Bungalow T2 & Large Garden near beach
"We were very pleased with the bungalow. We stayed 3 nights, 2/2/17 - 2/5/17, and would stay longer if we had more vacation time. We liked the outside but under cover dinning area. The kitchen was well stocked with all essentials. The climate controlled bedroom was adequate in size although we would ..."
Reviewed on Feb 13, 2017
Bay Gardens Hotel
Beautiful studio apartment in Columbus Heights in Ocho Rios - Jamaica
"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
