Caribbean Mountain Vacations

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Flight and Mountain hotel deals in Caribbean

Price found within the past 48 hours. Click for updated prices.
Strawberry Hill
Rabot Hotel from Hotel Chocolat
Ladera Resort - Adults Only
Caille Blanc Villa & Hotel - Adults Only
Montpelier Nevis
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5* Mountain holidays in Caribbean

Price found within the past 48 hours. Click for updated prices.
Ladera Resort - Adults Only
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3 Night Mountain holidays in Caribbean

Price found within the past 48 hours. Click for updated prices.
Caille Blanc Villa & Hotel - Adults Only
Rabot Hotel from Hotel Chocolat
Ladera Resort - Adults Only
Don't see what you're looking for?
See all available trips from Columbus to Caribbean
View all trips

4 Night Mountain holidays in Caribbean

Price found within the past 48 hours. Click for updated prices.
Caille Blanc Villa & Hotel - Adults Only
Rabot Hotel from Hotel Chocolat
Ladera Resort - Adults Only
Don't see what you're looking for?
See all available trips from Columbus to Caribbean
View all trips

Mountain Hotels in Caribbean

Strawberry Hill

Strawberry Hill

4 out of 5
Island Outpost Irish Town Saint Andrew
The price is CA $491 per night from Dec 8 to Dec 9
CA $491
CA $591 total
Dec 8 - Dec 9
includes taxes & fees
Book a stay at this boutique hotel in Irish Town. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Hardwar Gap and Catherine's Peak are ...
9.2/10 Wonderful! (191 reviews)
"Great experience!"

Reviewed on Nov 1, 2026

Strawberry Hill
Four Points by Sheraton Caguas Real Hotel & Casino

Four Points by Sheraton Caguas Real Hotel & Casino

3.5 out of 5
500 Alhambra En Granada Boulevard Caguas
The price is CA $257 per night from Nov 22 to Nov 23
CA $257
CA $334 total
Nov 22 - Nov 23
includes taxes & fees
Book a stay at this golf hotel in Caguas. Enjoy free WiFi, a casino, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ...
9/10 Wonderful! (1,005 reviews)
"Love it"

Reviewed on Nov 6, 2026

Four Points by Sheraton Caguas Real Hotel & Casino
Ladera Resort - Adults Only

Ladera Resort - Adults Only

5 out of 5
Rabot Estate Soufrière
The price is CA $2,103 per night from Nov 17 to Nov 18
CA $2,103
CA $2,478 total
Nov 17 - Nov 18
includes taxes & fees
Book a stay at this luxury resort in Soufrière. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
9.8/10 Exceptional! (722 reviews)
"Our stay at Ladera was top tier! The view alone is the number one reason to book this resort. It felt like a dream! Our room had a small pool with small water fountain. Perfect and roomy enough for us both! The view of the Pitons and ocean never got old. The rooms are one-of-kind designed. And designed ..."

Reviewed on Nov 5, 2026

Ladera Resort - Adults Only
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.