
Caribbean Mountain Vacations and Getaways
Book a Mountain Hotel + Flight or Car together to unlock savings
Top Mountain vacation packages in Caribbean

Rabot Hotel from Hotel Chocolat
Reviewed on Oct 13, 2025

Montpelier Nevis
Reviewed on Nov 29, 2025

Caille Blanc Villa & Hotel - Adults Only
Reviewed on Nov 5, 2025

Ladera Resort - Adults Only
Reviewed on Nov 27, 2025
5* Mountain vacations in Caribbean

Ladera Resort - Adults Only
Reviewed on Nov 27, 2025
3 Night Mountain vacations in Caribbean

Rabot Hotel from Hotel Chocolat
Reviewed on Oct 13, 2025

Caille Blanc Villa & Hotel - Adults Only
Reviewed on Nov 5, 2025

Montpelier Nevis
Reviewed on Nov 29, 2025
4 Night Mountain vacations in Caribbean

Strawberry Hill
Reviewed on Sep 24, 2025

Caille Blanc Villa & Hotel - Adults Only
Reviewed on Nov 5, 2025

Rabot Hotel from Hotel Chocolat
Reviewed on Oct 13, 2025
Find amazing mountains vacations in Caribbean
How to plan for a mountain vacation in Caribbean?
The first step to planning your mountain vacation to Caribbean is to decide what dates you want to go. In the winter months, fresh snowfall means you could hit the slopes at ski resorts near Caribbean, while summer invites you to enjoy scenic hikes. It's a good idea to choose the type of accommodation you'd prefer, too. On Expedia, you'll encounter a vast array of options in Caribbean, from famous chain hotels to charming cabins. The vacation planning page has more tips for organizing your Caribbean mountain vacation.
What amenities should I look for when booking a mountain resort in Caribbean?
When booking accommodation for your mountain vacation to Caribbean, check to see if where you're staying has heating. Caribbean's mountain air means it can feel fresh at night. If you're craving a special stay, look to see if the hotel offers mountain view rooms, or has a pool or hot tub to unwind in the evenings. Expedia's handy search filters include all these amenities and more, making it a breeze to book the right place to stay on your Caribbean vacation package.
Why should I choose a package for my mountain vacation in Caribbean?
Choosing a package for your Caribbean vacation often works out cheaper thanks to the savings you get for bundling up your flights and hotel. You'll typically find it costs more when booking these separately. On Expedia, the green label even shows you how much you're saving. Packages also tend to be more flexible, meaning it's more likely you can cancel for free in case your 2026 plans change. You can usually secure your package by paying a small upfront deposit, whereas booking flights separately requires full payment.
What does a Caribbean package typically include?
Return flight tickets, your accommodation, and applicable taxes are typically included when you book a mountain vacation package to Caribbean from $1,120. Hotels may include breakfast and Wi-Fi, while the airfare may include checked luggage. Certain resorts may even include ski passes. As each Caribbean vacation package is different, be sure to double-check what's included before you confirm. If you want a hassle-free trip, consider booking Caribbean all-inclusive vacation packages as these include all meals.
How can I book my Caribbean on Expedia?
Comparing some of the best deals using the search wizard is one of the first steps to booking your Caribbean mountain vacation on Expedia. Take advantage of the search filters to narrow down hundreds of options at the click of a button. If you've got a strict budget, use the maximum price filter to set your limit. When you've pinned down your Caribbean package vacation, book it in just a few clicks. You'll also have the option to spread the cost with Expedia's payment plans.
Why book your Caribbean mountain vacation with Expedia?
With meaty exclusive deals you won't find anywhere else, you'll keep more cash in your pocket when booking your Caribbean vacation package on Expedia. No matter your preferences or tastes, you'll find the right place to stay thanks to the wide selection of accommodation. There are even last-minute deals, too. And if that's not enough, join One Key for free. Expedia's reward program lets you earn points on eligible trips and also gives you access to juicy member-only discounts.
Can I cancel my mountain vacation package booking?
Yes, as most of Expedia's mountain vacation packages to Caribbean are flexible, you can often cancel for free. Doing so is easy, too—log in to the “Trips” section and follow the steps. Don't forget to double-check the cancellation policy before booking, as not all Caribbean vacation packages are flexible. The good news is Expedia will display this to you before payment. Take advantage of the free cancellation search filter so you'll be able to narrow down your search to view only flexible Caribbean vacation packages.
What types of mountain accommodations are available in Caribbean?
5-star hotels, cozy mountain lodges, and quaint bed and breakfasts are some of the most popular types of mountain accommodations for your vacation to Caribbean. Don't forget to use the filters to home in the amenities you'd like to have, too. Maybe it's a spacious suite with a mountain view or a traditional lobby with a fireplace—you'll find it all with Expedia's easy-to-use search wizard and wide choice of accommodation.
Top Mountain Caribbean Hotels

Strawberry Hill
Good
Reviewed on Oct 5, 2025

Four Points by Sheraton Caguas Real Hotel & Casino
Room was clean
Reviewed on Dec 1, 2025

Ladera Resort - Adults Only
The view alone is with the stay. Very friendly staff! Lots of fun amenities on site. Make sure to take advantage of the spa. The open air room will be an adjustment the first night, but trust me that you get used to it and will ultimately find it to be very pleasant. Yes, birds and moths will pay ...
Reviewed on Nov 27, 2025


















