
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.

Rabot Hotel from Hotel Chocolat
Price was CA $2,499, price is now CA $1,978 per person
CA $1,978
per person
Oct 8 - Oct 12
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Vieux Fort (UVF)
9.4/10 Exceptional! (600 reviews)
I liked the design of the property as well as the Piton in the background!
The luxe room was definitely luxurious in every way.
Breakfast was really delicious.
The mosquitoes were troublesome but every effort was made to keep them under control including the provision of insect repellent and a zapper.
I would stay there again.
Reviewed on Sep. 3, 2025



Montpelier Plantation & Beach
Price was CA $3,148, price is now CA $2,713 per person
CA $2,713
per person
Oct 12 - Oct 18
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Newcastle (NEV)
9.8/10 Exceptional! (157 reviews)
Beautiful well maintained historic property. Staff were very friendly and helpful.
Reviewed on Aug. 10, 2025
5* Mountain holidays in Caribbean
Price found within the past 48 hours. Click for updated prices.

3 Night Mountain holidays in Caribbean
Price found within the past 48 hours. Click for updated prices.

Rabot Hotel from Hotel Chocolat
Price was CA $2,331, price is now CA $1,940 per person
CA $1,940
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Vieux Fort (UVF)
9.4/10 Exceptional! (600 reviews)
I liked the design of the property as well as the Piton in the background!
The luxe room was definitely luxurious in every way.
Breakfast was really delicious.
The mosquitoes were troublesome but every effort was made to keep them under control including the provision of insect repellent and a zapper.
I would stay there again.
Reviewed on Sep. 3, 2025


4 Night Mountain holidays in Caribbean
Price found within the past 48 hours. Click for updated prices.

Rabot Hotel from Hotel Chocolat
Price was CA $2,499, price is now CA $1,978 per person
CA $1,978
per person
Oct 8 - Oct 12
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Vieux Fort (UVF)
9.4/10 Exceptional! (600 reviews)
I liked the design of the property as well as the Piton in the background!
The luxe room was definitely luxurious in every way.
Breakfast was really delicious.
The mosquitoes were troublesome but every effort was made to keep them under control including the provision of insect repellent and a zapper.
I would stay there again.
Reviewed on Sep. 3, 2025


Mountain Hotels in Caribbean

Strawberry Hill
Island Outpost, Irish Town, Saint Andrew
The price is CA $358 per night from Sep 9 to Sep 10
CA $358
CA $435 total
Sep 9 - Sep 10
includes taxes & fees
Stay at this 3-star boutique hotel in Irish Town. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Bob Marley Museum and Hardwar Gap are ...

Four Points by Sheraton Caguas Real Hotel & Casino
500 Alhambra En Granada Boulevard, Caguas
The price is CA $268 per night from Sep 17 to Sep 18
CA $268
CA $354 total
Sep 17 - Sep 18
includes taxes & fees
Stay at this 3.5-star golf hotel in Caguas. Enjoy free WiFi, a casino, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...

Ladera Resort - Adults Only
Rabot Estate, Soufrière
Book a stay at this beach resort in Soufrière. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
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.