Cayman Islands Ski Vacations

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

Photo by Cayman Islands Department of Tourism
  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Top Ski vacation packages in Cayman Islands

Price found within the past 48 hours. Click for updated prices.
Hampton by Hilton Grand Cayman Seven Mile Beach
Point West
Hotel Indigo Grand Cayman by IHG
VIDA Cayman
Caribbean Club Luxury Condo Hotel
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5* Ski vacations in Cayman Islands

Price found within the past 48 hours. Click for updated prices.
The Grove
Caribbean Club Luxury Condo Hotel
The Ritz-Carlton, Grand Cayman
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3 Night Ski vacations in Cayman Islands

Price found within the past 48 hours. Click for updated prices.
Point West
Hotel Indigo Grand Cayman by IHG
VIDA Cayman
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See all available trips from Columbus to Cayman Islands
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4 Night Ski vacations in Cayman Islands

Price found within the past 48 hours. Click for updated prices.
Wyndham Reef Resort Grand Cayman
Point West
Hotel Indigo Grand Cayman by IHG
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See all available trips from Columbus to Cayman Islands
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Planning your Cayman Islands ski vacation

What are some things I should consider when booking a Cayman Islands 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 Cayman Islands ski packages?

Right now, ski trips start at just $995. Prices and availability are subject to change. Additional terms may apply.

Can I book a beginner ski package in Cayman Islands?

Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Cayman Islands. 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 Cayman Islands cost?

Sensational ski trips to Cayman Islands start from $995. 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 Cayman Islands?

The best time to hit the slopes in Cayman Islands 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 Cayman Islands 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 Cayman Islands 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 Cayman Islands with Expedia?

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

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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.