Grand Cayman 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 Grand Cayman

Price found within the past 48 hours. Click for updated prices.
Shangri-La Boutique Bed & Breakfast
VIDA Cayman
Hotel Indigo Grand Cayman by IHG
Ocean Paradise
Sunshine Suites Resort
Don't see what you're looking for?
See all available trips from Columbus to Grand Cayman
View all trips

5* Ski vacations in Grand Cayman

Price found within the past 48 hours. Click for updated prices.
The Grove
Kimpton Seafire Resort + Spa by IHG
Caribbean Club Luxury Condo Hotel
Don't see what you're looking for?
See all available trips from Columbus to Grand Cayman
View all trips

3 Night Ski vacations in Grand Cayman

Price found within the past 48 hours. Click for updated prices.
Shangri-La Boutique Bed & Breakfast
Hotel Indigo Grand Cayman by IHG
VIDA Cayman
Don't see what you're looking for?
See all available trips from Columbus to Grand Cayman
View all trips

4 Night Ski vacations in Grand Cayman

Price found within the past 48 hours. Click for updated prices.
Ocean Paradise
VIDA Cayman
Hotel Indigo Grand Cayman by IHG
Don't see what you're looking for?
See all available trips from Columbus to Grand Cayman
View all trips

Planning your Grand Cayman ski vacation

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

Right now, ski trips start at just $797. Prices and availability are subject to change. Additional terms may apply.

Can I book a beginner ski package in Grand Cayman?

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

Sensational ski trips to Grand Cayman start from $797. 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 Grand Cayman?

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

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

More vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.