Caribbean Islands Mountain Holidays
Book a Mountain Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPackages with flights are ATOL protected
Top flight + Mountain hotel deals in Caribbean Islands
Price found within the past 48 hours. Click for updated prices.
Strawberry Hill
£1,038
per person
18 Nov - 23 Nov
found 24 hours ago
Return direct flight included
Orlando (MCO) to Kingston (KIN)
9.2/10 Wonderful! (185 reviews)
A beautiful hotel in an amazing location with stunning views over mountains and Kingston. Best rum punch ever! Karen runs a great hotel and was very helpful. We loved the gold disc room and the musical photos everywhere
Reviewed on 22 Sept 2026
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View all tripsTop Mountain Caribbean Islands Hotels
Strawberry Hill
Island Outpost Irish Town Saint Andrew
- 27 hours drive from Oyster Bay Marina
Stay at this boutique hotel in Irish Town. Enjoy free breakfast, free Wi-Fi and free parking. Popular attractions Hardwar Gap and Catherine's Peak are located ...
9.2/10 Wonderful! (186 reviews)
"A beautiful hotel in an amazing location with stunning views over mountains and Kingston. Best rum punch ever! Karen runs a great hotel and was very helpful. We loved the gold disc room and the musical photos everywhere"
Reviewed on 22 Sept 2026
Four Points by Sheraton Caguas Real Hotel & Casino
500 Alhambra En Granada Boulevard Caguas
- 6 hours drive from Oyster Bay Marina
Stay at this golf hotel in Caguas. Enjoy free Wi-Fi, a casino and breakfast (surcharge). Our guests praise the helpful staff in their reviews. Popular attractions ...
Ladera Resort - Adults Only
Rabot Estate Soufrière
- 12 hours drive from Oyster Bay Marina
Stay at this luxury resort in Soufrière. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular attractions ...
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
