Santiago Ski Vacations

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

Photo by Tiago Cruz
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Top Ski vacation packages in Santiago

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

Praia City Apartments

$1,336
per person
Nov 1 - Nov 7
found 14 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Santiago Island (RAI)
No reviews
Hotel Vulcão

Hotel Vulcão

$1,400
per person
Nov 1 - Nov 7
found 14 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Santiago Island (RAI)
7.6/10 Good! (64 reviews)
Nothing to say

Reviewed on Jun 26, 2026

Urban Aparth Hotel Praia Maria

Urban Aparth Hotel Praia Maria

Palmarejo
$1,340
per person
Nov 1 - Nov 7
found 14 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Santiago Island (RAI)
No reviews
Happy Day Hotel

Happy Day Hotel

$1,525
per person
Nov 1 - Nov 7
found 14 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Santiago Island (RAI)
6.4/10 (11 reviews)
Nice, CV owned property with hot water and pleasant staff.

Reviewed on Feb 23, 2026

Pestana Trópico

Pestana Trópico

Prainha
$1,660
per person
Nov 1 - Nov 5
found 7 hours ago
Roundtrip non-stop flight included
New York (NYC) to Santiago Island (RAI)
8.6/10 Excellent! (289 reviews)
Only resort that is handicap accessible! Stuff are friendly and helpful! Great customer service! definitely recommend

Reviewed on Aug 25, 2026

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5* Ski vacations in Santiago

Price found within the past 48 hours. Click for updated prices.
Barceló Praia Cape Verde

Barceló Praia Cape Verde

Prainha
$1,840
per person
Nov 1 - Nov 5
found 7 hours ago
Roundtrip non-stop flight included
New York (NYC) to Santiago Island (RAI)
9.4/10 Exceptional! (134 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Santiago
View all trips

3 Night Ski vacations in Santiago

Price found within the past 48 hours. Click for updated prices.
Urban Aparth Hotel Praia Maria

Urban Aparth Hotel Praia Maria

Palmarejo
$1,632
per person
Nov 26 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Santiago Island (RAI)
No reviews
Pestana Trópico

Pestana Trópico

Prainha
$1,729
per person
Nov 26 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Santiago Island (RAI)
8.6/10 Excellent! (289 reviews)
Only resort that is handicap accessible! Stuff are friendly and helpful! Great customer service! definitely recommend

Reviewed on Aug 25, 2026

Barceló Praia Cape Verde

Barceló Praia Cape Verde

Prainha
$1,787
per person
Nov 26 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Santiago Island (RAI)
9.4/10 Exceptional! (134 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Santiago
View all trips

Planning your Santiago ski vacation

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

Right now, ski trips start at just $1,336. Prices and availability are subject to change. Additional terms may apply.

Can I book a beginner ski package in Santiago?

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

Sensational ski trips to Santiago start from $1,336. 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 Santiago?

The best time to hit the slopes in Santiago 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 Santiago 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 Santiago 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 Santiago with Expedia?

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

Things to do

From Praia: Discover Santiago Island in 1 Day

From Praia: Discover Santiago Island in 1 Day

$92
per adult
From Praia: Discover Santiago Island in 1 Day
Hiking to Gongon Valley

Hiking to Vale de Gongon – Sierra Malagueta Trail

$105
per adult
Hiking to Vale de Gongon – Sierra Malagueta Trail
Old Town: Private historical tour with meals and admissions included

Old Town: Private historical tour with meals and admissions included

$233
per traveler
Old Town: Private historical tour with meals and admissions included
See all activities in Santiago

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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.