Caribbean Islands Ski Vacations

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Top Ski vacation packages in Caribbean Islands

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

El Conquistador Resort

Cabezas
$478
per person
Sep 6 - Sep 8
found 24 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to San Juan (SJU)
9/10 Wonderful! (3,551 reviews)
Bahia Principe Explore Legend - Hyatt Inclusive Collection - All Inclusive

Bahia Principe Explore Legend - Hyatt Inclusive Collection - All Inclusive

Bávaro
$1,077
per person
Oct 7 - Oct 10
found 5 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Punta Cana (PUJ)
8.4/10 Very Good! (2,446 reviews)
Secrets St. Lucia Resort & Spa All Inclusive Adults Only

Secrets St. Lucia Resort & Spa All Inclusive Adults Only

$1,255
per person
Oct 7 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Vieux Fort (UVF)
8.6/10 Excellent! (205 reviews)
My husband and I stayed at Secrets for 5 nights for our honeymoon. We had an amazing relaxing time. The staff were great most were very attentive! The food and drinks were great. We really enjoyed the Hibachi restaurant experience. Our chef Jacques was entertaining, the food was bountiful and delicious! The property is absolutely beautiful and it felt just like paradise. We spend most of our time on the beach and did not get in the pool since that areas was more for entertainment than relaxation. We would like to shout out a few exceptional staff. Alyssa our concierge, Maureen the best beach server, Attentive Elroy, and sweet Stephanie from Seaside grill. Also to the folks who kept our rooms clean every day with fresh linens. The only concern i have is we had a few occasions where were were ignored or passed over for service especially at the entertainment theater and ordered a drink 2x that never came. Also with the exception of the Hibachi restaurant, reservations were not reguired for dining however the wait for dinner was sometimes long 30-60 minutes. We also did the Friday night street festival with round trip travel provided by the hotel for a small cost. The cats on the premises was a nice too although I am not a cat lover. Overall this was a wonderful and relaxing honeymoon vacation and we will be back!

Reviewed on Aug 6, 2026

Couples Swept Away All Inclusive

Couples Swept Away All Inclusive

$1,014
per person
Sep 6 - Sep 9
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to Montego Bay (MBJ)
9/10 Wonderful! (1,012 reviews)
Grand Bavaro Princess - All Inclusive

Grand Bavaro Princess - All Inclusive

Bávaro
$1,038
per person
Oct 7 - Oct 10
found 1 day ago
Roundtrip flight included
Miami (MIA) to Punta Cana (PUJ)
8.2/10 Very Good! (4,152 reviews)
La comida no es de muy buena calidad y los restaurantes a la carta lo que se ve decente tiene un costo extra y el alcohol es fatal, te sirve aguardiente de tequila, no tienen variedad de bebidas el servicio 5/10. la verdad no es un resort que recomendaria.

Reviewed on Aug 6, 2026

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5* Ski vacations in Caribbean Islands

Price found within the past 48 hours. Click for updated prices.
Grand Bavaro Princess - All Inclusive

Grand Bavaro Princess - All Inclusive

Bávaro
$1,038
per person
Oct 7 - Oct 10
found 1 day ago
Roundtrip flight included
Miami (MIA) to Punta Cana (PUJ)
8.2/10 Very Good! (4,152 reviews)
La comida no es de muy buena calidad y los restaurantes a la carta lo que se ve decente tiene un costo extra y el alcohol es fatal, te sirve aguardiente de tequila, no tienen variedad de bebidas el servicio 5/10. la verdad no es un resort que recomendaria.

Reviewed on Aug 6, 2026

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

3 Night Ski vacations in Caribbean Islands

Price found within the past 48 hours. Click for updated prices.
Grand Bavaro Princess - All Inclusive

Grand Bavaro Princess - All Inclusive

Bávaro
$761
per person
Sep 6 - Sep 9
found 8 hours ago
Roundtrip non-stop flight included
Washington (IAD) to Punta Cana (PUJ)
8.2/10 Very Good! (4,152 reviews)
La comida no es de muy buena calidad y los restaurantes a la carta lo que se ve decente tiene un costo extra y el alcohol es fatal, te sirve aguardiente de tequila, no tienen variedad de bebidas el servicio 5/10. la verdad no es un resort que recomendaria.

Reviewed on Aug 6, 2026

Bahia Principe Explore Legend - Hyatt Inclusive Collection - All Inclusive

Bahia Principe Explore Legend - Hyatt Inclusive Collection - All Inclusive

Bávaro
$1,077
per person
Oct 7 - Oct 10
found 5 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Punta Cana (PUJ)
8.4/10 Very Good! (2,446 reviews)
Secrets St. Lucia Resort & Spa All Inclusive Adults Only

Secrets St. Lucia Resort & Spa All Inclusive Adults Only

$1,944
per person
Oct 7 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Vieux Fort (UVF)
8.6/10 Excellent! (205 reviews)
My husband and I stayed at Secrets for 5 nights for our honeymoon. We had an amazing relaxing time. The staff were great most were very attentive! The food and drinks were great. We really enjoyed the Hibachi restaurant experience. Our chef Jacques was entertaining, the food was bountiful and delicious! The property is absolutely beautiful and it felt just like paradise. We spend most of our time on the beach and did not get in the pool since that areas was more for entertainment than relaxation. We would like to shout out a few exceptional staff. Alyssa our concierge, Maureen the best beach server, Attentive Elroy, and sweet Stephanie from Seaside grill. Also to the folks who kept our rooms clean every day with fresh linens. The only concern i have is we had a few occasions where were were ignored or passed over for service especially at the entertainment theater and ordered a drink 2x that never came. Also with the exception of the Hibachi restaurant, reservations were not reguired for dining however the wait for dinner was sometimes long 30-60 minutes. We also did the Friday night street festival with round trip travel provided by the hotel for a small cost. The cats on the premises was a nice too although I am not a cat lover. Overall this was a wonderful and relaxing honeymoon vacation and we will be back!

Reviewed on Aug 6, 2026

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

4 Night Ski vacations in Caribbean Islands

Price found within the past 48 hours. Click for updated prices.
Grand Bavaro Princess - All Inclusive

Grand Bavaro Princess - All Inclusive

Bávaro
$798
per person
Sep 6 - Sep 10
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Punta Cana (PUJ)
8.2/10 Very Good! (4,152 reviews)
La comida no es de muy buena calidad y los restaurantes a la carta lo que se ve decente tiene un costo extra y el alcohol es fatal, te sirve aguardiente de tequila, no tienen variedad de bebidas el servicio 5/10. la verdad no es un resort que recomendaria.

Reviewed on Aug 6, 2026

Bahia Principe Explore Legend - Hyatt Inclusive Collection - All Inclusive

Bahia Principe Explore Legend - Hyatt Inclusive Collection - All Inclusive

Bávaro
Save 100% on your flight
$825
per person
Sep 6 - Sep 10
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Punta Cana (PUJ)
8.4/10 Very Good! (2,446 reviews)
Secrets St. Lucia Resort & Spa All Inclusive Adults Only

Secrets St. Lucia Resort & Spa All Inclusive Adults Only

Save 100% on your flight
$1,906
per person
Oct 7 - Oct 11
found 11 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Vieux Fort (UVF)
8.6/10 Excellent! (205 reviews)
My husband and I stayed at Secrets for 5 nights for our honeymoon. We had an amazing relaxing time. The staff were great most were very attentive! The food and drinks were great. We really enjoyed the Hibachi restaurant experience. Our chef Jacques was entertaining, the food was bountiful and delicious! The property is absolutely beautiful and it felt just like paradise. We spend most of our time on the beach and did not get in the pool since that areas was more for entertainment than relaxation. We would like to shout out a few exceptional staff. Alyssa our concierge, Maureen the best beach server, Attentive Elroy, and sweet Stephanie from Seaside grill. Also to the folks who kept our rooms clean every day with fresh linens. The only concern i have is we had a few occasions where were were ignored or passed over for service especially at the entertainment theater and ordered a drink 2x that never came. Also with the exception of the Hibachi restaurant, reservations were not reguired for dining however the wait for dinner was sometimes long 30-60 minutes. We also did the Friday night street festival with round trip travel provided by the hotel for a small cost. The cats on the premises was a nice too although I am not a cat lover. Overall this was a wonderful and relaxing honeymoon vacation and we will be back!

Reviewed on Aug 6, 2026

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

Planning your Caribbean Islands ski vacation

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

Right now, ski trips start at just $478. Prices and availability are subject to change. Additional terms may apply.

Can I book a beginner ski package in Caribbean Islands?

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

Sensational ski trips to Caribbean Islands start from $478. 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 Islands?

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

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

Top Ski Caribbean Islands Hotels

2 - Exotic Bungalow T2 & Large Garden near beach

2 - Exotic Bungalow T2 & Large Garden near beach

LA TRINITE MARTINIQUE
  • 9 hours drive from Oyster Bay Marina
Stay at this vacation home in La Trinité. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Plage des Raisiniers and Plage de l'Autre Bord ...
9.4/10 Exceptional! (16 reviews)
Beautiful Garden, convenience, comfortable, economical, perfect.
"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

2 - Exotic Bungalow T2 & Large Garden near beach
Bay Gardens Hotel

Bay Gardens Hotel

Rodney Bay Village Gros Islet
  • 11 hours drive from Oyster Bay Marina
Book a stay at this beach hotel in Gros Islet. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
8/10 Very Good! (1,004 reviews)
"This hotel is one of the best hotels in st Lucia. It has gotten progressively better thru the years without compromising on quality and staff friendliness. It’s become my home away from home. I highly recommend it any stays in St Lucia"

Reviewed on Aug 6, 2026

Bay Gardens Hotel
Grand Bavaro Princess - All Inclusive

Grand Bavaro Princess - All Inclusive

Playas De Bavaro Punta Cana La Altagracia
  • 13 hours drive from Oyster Bay Marina
Book a stay at this luxury property in Punta Cana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
8.2/10 Very Good! (4,159 reviews)
"La comida no es de muy buena calidad y los restaurantes a la carta lo que se ve decente tiene un costo extra y el alcohol es fatal, te sirve aguardiente de tequila, no tienen variedad de bebidas el servicio 5/10. la verdad no es un resort que recomendaria."

Reviewed on Aug 6, 2026

Grand Bavaro Princess - All Inclusive
See all 86,548 properties in Caribbean Islands
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.

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.