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Discover the most popular places to visit in Caribbean
Altos de Chavon Village
A replica 16th-century Mediterranean village perched on a rocky outcrop above the River Chavón.
Eagle Beach
9.4/10 (6,014 reviews)
Spot fish swimming in the crystal-clear waters, look for turtle nests on the shore and photograph Aruba’s famous windswept divi-divi trees.
Port of San Juan
9.0/10 (16,423 reviews)
Explore the waterfront in San Juan with a trip to Port of San Juan. Discover the area's top-notch restaurants and its acclaimed art galleries.
Punta Cana Beach
8.8/10 (30,329 reviews)
Nothing says holiday like spending a lazy day at Punta Cana Beach, a popular beach in Punta Cana. Amble around this romantic area's seaside and enjoy its lively bars.
Grace Bay Beach
9.8/10 (5,552 reviews)
Stretch out on fine white sands and marvel at the intense turquoise blue of the Caribbean waters on this pristine and photogenic stretch of shore.
"Muy atenta la joven en el desayuno. No me gustó que, al llegar 3:40pm no tenían las habitaciones disponibles, y me alojaron en una que tienen una bomba de agua al lado de ese edificio que se dispara constantemente y así pasa la noche entera. Lo cual no dejó dormir. Para colmo el poco espacio que tienen (pasillos, escaleras, lobby), estuvieron unos jóvenes filmando una “miniserie” hasta la 1 de la madrugada. INACEPTABLE. No volveré ni de gratis."
"The apartment had everything I needed for a nice stay. The place was clean and the wifi and AC worked well. The host was was one of the most caring I've come across. I really enjoyed relaxing on the balcony that overlooks the ocean. "
"We wanted 3 hours for an entry code. We had to find another hotel and the owner messages us the next day to stay they stopped renting it and it should not be listed. Disgusting from VRBO. Lost money no one cares "
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.
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.
How can I book the best ski holiday to Caribbean in 2026/2027?
Search through alpine adventures on Expedia to plan your perfect snowy ski holiday in Caribbean. Just choose your dates and see what’s available. You might prefer a hotel with a heated outdoor pool, or a private chalet for après ski parties; either way, use the property filters to your ideal match. If ski-in-ski-out is important, use the map view to find those idyllic slopeside properties.
How can I find cheap Caribbean ski holidays?
Boot hire, lift passes, lessons: ski holidays can get pricey, quickly. To make your ski trip more affordable, book Caribbean accommodation a little further from the lifts and go self-catering to cut back on eating out. Sort your search results by price to find options from . Prices and availability are subject to change. Additional terms may apply.
Can I book last-minute ski holidays to Caribbean?
Use our handy last-minute deals page to look for ski holidays to Caribbean at a steal. If your dates are fixed, simply input the details and see what specials are available.
What should I consider when booking family ski holidays in Caribbean?
Caribbean is well set up for kids. For the teeniest ski-woks, day care in the snow is a blast. As they get older, they love whizzing around on the hill in ski school. Choose a hotel near the lifts and nursery slopes to save a whole lot of ski-carrying hassle in the mornings. With all that extra time and energy, you can take your sweet time to find a family-favourite bolthole on the mountain for hot chocolate with marshmallows ski breaks.
Can I book all-inclusive ski holidays to Caribbean?
All-inclusive ski holidays are fairly rare, but you can use our filter to see if there are any available in Caribbean. If not, consider booking your flights and accommodation together to save money that way instead.
When's the best time of year to plan a ski trip to Caribbean?
Ski season in Caribbean generally starts around December and slopes off around April. Keep an eye on the snow forecasts though, as you can often find some brilliant deals at the start or end of the season, when it’s also much quieter.
How can I find the best deals on Caribbean ski holiday packages?
If you can be flexible with your ski holiday dates, avoid school holidays and instead buckle up your boots at the start or end of season. Sort your search results by price and look out for self-catered accommodation to save on notoriously expensive ski-resort drinking and dining.
Can I book a Caribbean ski trip with free cancellation and/or flexible dates?
If you’re not 100% sure on plans or just want peace of mind, choose a ski holiday with free cancellation. You can use our free cancellation filter to find properties in Caribbean that offer it.
Why should I book a ski holiday package in Caribbean with Expedia?
Schuss your way to the slopes with Expedia’s smooth booking process. From flights to hotels and even car hire, you’ll find everything you need to plan the ultimate winter wonderland ski holiday.