Puerto Rico Ski Vacations

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Top Ski vacation packages in Puerto Rico

Price found within the past 48 hours. Click for updated prices.
El Conquistador Resort

El Conquistador Resort

Cabezas
$486
per person
Nov 22 - Nov 24
found 17 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to San Juan (SJU)
9/10 Wonderful! (3,638 reviews)
Our stay at El Conquistador was truly phenomenal! From the beautiful surroundings to the overall experience, we had a wonderful time. My absolute favorite part was having direct access to Palomino Island. That experience alone made the stay so worthwhile and unforgettable. It was definitely a highlight of our trip and a big reason why I would recommend this resort. The only hiccup was at checkout, when I noticed duplicate charges for a meal at Ventanas restaurant. I had already paid for the meal directly with my card at the restaurant, but the same amount was also charged to our room. I’m hopeful the El Conquistador team will look into this and resolve the issue promptly. Aside from this billing concern, we had a fantastic stay and truly enjoyed our experience. I would love to return, and I hope the resort can help resolve the payment issue so I can look back on the entire experience as positively as it deserves!

Reviewed on Oct 20, 2026

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3 Night Ski vacations in Puerto Rico

Price found within the past 48 hours. Click for updated prices.
El Conquistador Resort

El Conquistador Resort

Cabezas
$1,128
per person
Nov 22 - Nov 25
found 1 day ago
Roundtrip flight included
Chicago (CHI) to San Juan (SJU)
9/10 Wonderful! (3,638 reviews)
Our stay at El Conquistador was truly phenomenal! From the beautiful surroundings to the overall experience, we had a wonderful time. My absolute favorite part was having direct access to Palomino Island. That experience alone made the stay so worthwhile and unforgettable. It was definitely a highlight of our trip and a big reason why I would recommend this resort. The only hiccup was at checkout, when I noticed duplicate charges for a meal at Ventanas restaurant. I had already paid for the meal directly with my card at the restaurant, but the same amount was also charged to our room. I’m hopeful the El Conquistador team will look into this and resolve the issue promptly. Aside from this billing concern, we had a fantastic stay and truly enjoyed our experience. I would love to return, and I hope the resort can help resolve the payment issue so I can look back on the entire experience as positively as it deserves!

Reviewed on Oct 20, 2026

Don't see what you're looking for?
See all available trips from Columbus to Puerto Rico
View all trips

4 Night Ski vacations in Puerto Rico

Price found within the past 48 hours. Click for updated prices.
El Conquistador Resort

El Conquistador Resort

Cabezas
$1,157
per person
Nov 22 - Nov 26
found 1 day ago
Roundtrip flight included
Hartford (BDL) to San Juan (SJU)
9/10 Wonderful! (3,638 reviews)
Our stay at El Conquistador was truly phenomenal! From the beautiful surroundings to the overall experience, we had a wonderful time. My absolute favorite part was having direct access to Palomino Island. That experience alone made the stay so worthwhile and unforgettable. It was definitely a highlight of our trip and a big reason why I would recommend this resort. The only hiccup was at checkout, when I noticed duplicate charges for a meal at Ventanas restaurant. I had already paid for the meal directly with my card at the restaurant, but the same amount was also charged to our room. I’m hopeful the El Conquistador team will look into this and resolve the issue promptly. Aside from this billing concern, we had a fantastic stay and truly enjoyed our experience. I would love to return, and I hope the resort can help resolve the payment issue so I can look back on the entire experience as positively as it deserves!

Reviewed on Oct 20, 2026

Don't see what you're looking for?
See all available trips from Columbus to Puerto Rico
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Planning your Puerto Rico ski vacation

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

Right now, ski trips start at just $486. Prices and availability are subject to change. Additional terms may apply.

Can I book a beginner ski package in Puerto Rico?

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

Sensational ski trips to Puerto Rico start from $486. 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 Puerto Rico?

The best time to hit the slopes in Puerto Rico 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 Puerto Rico 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 Puerto Rico 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 Puerto Rico with Expedia?

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

Top Ski Puerto Rico Hotels

El Conquistador Resort

El Conquistador Resort

1000 Conquistador Avenue Fajardo
  • 1 hour drive from Port of San Juan
$361 nightly
$394 total
Oct 22 - Oct 23
Total with taxes and fees
Book a stay at this beach hotel in Fajardo. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
9.2/10 Wonderful! (3,660 reviews)
"Our stay at El Conquistador was truly phenomenal! From the beautiful surroundings to the overall experience, we had a wonderful time. My absolute favorite part was having direct access to Palomino Island. That experience alone made the stay so worthwhile and unforgettable. It was definitely a highlight ..."

Reviewed on Oct 20, 2026

El Conquistador Resort
See all 9,040 properties in Puerto Rico
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.