
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
Price was CA $1,717, price is now CA $1,406 per person
CA $1,406
per person
Aug 24 - Aug 28
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to Kingston (KIN)
9.2/10 Wonderful! (167 reviews)
Wonderful location, clean, with a very comfortable bed. Older property with only somewhat noisy standing fans to cool - would benefit from quiet ceiling fans.
Apparently continental breakfast is complimentary in the rooms, but we weren’t offered this and there were no details about in room dining offered. There were no easy options to get extra water or snacks etc and only one small bottle of water per person per day. You can order extra from the bar, but that seemed to be an unexpected request. There is no options in the immediate area, so I’d bring snacks and soft drinks/water with you from the airport or in your luggage.
Restaurant food was lovely and the view is breathtaking! We would definitely go again, just with a little preparation.
Reviewed on Jun 23, 2026

Ladera Resort - Adults Only
Price was CA $9,316, price is now CA $5,129 per person
CA $5,129
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Vieux Fort (UVF)
9.8/10 Exceptional! (696 reviews)
Stayed for 6 nights and loved every minute. Resort staff were amazing. First class customer service. Loved the smaller size of the resort, all the amenities, and especially the room pool. Fun experience having an open-air room as well.
Reviewed on Jun 17, 2026

Caille Blanc Villa & Hotel - Adults Only
Price was CA $6,391, price is now CA $4,999 per person
CA $4,999
per person
Jul 24 - Jul 28
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Vieux Fort (UVF)
9.6/10 Exceptional! (154 reviews)
Room was spacious, clean and comfortable. Delicious, fresh cookies were in our room every day. The staff was very accommodating, arranging transportation timely, provided a beach chair upon request, complimentary beach towels were provided. The restaurant accommodated allergies. The setting is gorgeous-an infinity pool facing the water and Pitons! Beautiful setting-we thoroughly enjoyed our stay!
Reviewed on May 9, 2026

Rabot Hotel from Hotel Chocolat
Price was CA $3,001, price is now CA $2,490 per person
CA $2,490
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Vieux Fort (UVF)
9.4/10 Exceptional! (684 reviews)
You must enjoy the outdoors and all it comes with (birds, iguanas, insects, etc) when staying here. The property is beautiful. This was my first time experiencing no Ac or 4th wall. The breeze and fans kept the room cool. I advise to turn off all lights at night and bring plenty of bug spray to keep the insects away. Everyone from the staff to the locals were very nice and extremely welcoming. Special shoutout to Myles from the pool bar, Miguel who accompanied us on our excursions, and the beautiful young lady with the locs at the front desk, I apologize for not getting her name.
Reviewed on Jun 23, 2026

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

Ladera Resort - Adults Only
Price was CA $9,316, price is now CA $5,129 per person
CA $5,129
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Vieux Fort (UVF)
9.8/10 Exceptional! (696 reviews)
Stayed for 6 nights and loved every minute. Resort staff were amazing. First class customer service. Loved the smaller size of the resort, all the amenities, and especially the room pool. Fun experience having an open-air room as well.
Reviewed on Jun 17, 2026
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 $1,852, price is now CA $1,561 per person
CA $1,561
per person
Sep 1 - Sep 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Vieux Fort (UVF)
9.4/10 Exceptional! (684 reviews)
You must enjoy the outdoors and all it comes with (birds, iguanas, insects, etc) when staying here. The property is beautiful. This was my first time experiencing no Ac or 4th wall. The breeze and fans kept the room cool. I advise to turn off all lights at night and bring plenty of bug spray to keep the insects away. Everyone from the staff to the locals were very nice and extremely welcoming. Special shoutout to Myles from the pool bar, Miguel who accompanied us on our excursions, and the beautiful young lady with the locs at the front desk, I apologize for not getting her name.
Reviewed on Jun 23, 2026

Caille Blanc Villa & Hotel - Adults Only
Price was CA $3,401, price is now CA $2,334 per person
CA $2,334
per person
Jul 28 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Vieux Fort (UVF)
9.6/10 Exceptional! (154 reviews)
Room was spacious, clean and comfortable. Delicious, fresh cookies were in our room every day. The staff was very accommodating, arranging transportation timely, provided a beach chair upon request, complimentary beach towels were provided. The restaurant accommodated allergies. The setting is gorgeous-an infinity pool facing the water and Pitons! Beautiful setting-we thoroughly enjoyed our stay!
Reviewed on May 9, 2026

Ladera Resort - Adults Only
Price was CA $5,536, price is now CA $3,809 per person
CA $3,809
per person
Jul 28 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Vieux Fort (UVF)
9.8/10 Exceptional! (696 reviews)
Stayed for 6 nights and loved every minute. Resort staff were amazing. First class customer service. Loved the smaller size of the resort, all the amenities, and especially the room pool. Fun experience having an open-air room as well.
Reviewed on Jun 17, 2026
4 Night Mountain holidays in Caribbean
Price found within the past 48 hours. Click for updated prices.

Strawberry Hill
Price was CA $1,717, price is now CA $1,406 per person
CA $1,406
per person
Aug 24 - Aug 28
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to Kingston (KIN)
9.2/10 Wonderful! (167 reviews)
Wonderful location, clean, with a very comfortable bed. Older property with only somewhat noisy standing fans to cool - would benefit from quiet ceiling fans.
Apparently continental breakfast is complimentary in the rooms, but we weren’t offered this and there were no details about in room dining offered. There were no easy options to get extra water or snacks etc and only one small bottle of water per person per day. You can order extra from the bar, but that seemed to be an unexpected request. There is no options in the immediate area, so I’d bring snacks and soft drinks/water with you from the airport or in your luggage.
Restaurant food was lovely and the view is breathtaking! We would definitely go again, just with a little preparation.
Reviewed on Jun 23, 2026

Ladera Resort - Adults Only
Price was CA $9,438, price is now CA $5,473 per person
CA $5,473
per person
Jul 24 - Jul 28
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Vieux Fort (UVF)
9.8/10 Exceptional! (696 reviews)
Stayed for 6 nights and loved every minute. Resort staff were amazing. First class customer service. Loved the smaller size of the resort, all the amenities, and especially the room pool. Fun experience having an open-air room as well.
Reviewed on Jun 17, 2026

Caille Blanc Villa & Hotel - Adults Only
Price was CA $6,391, price is now CA $4,999 per person
CA $4,999
per person
Jul 24 - Jul 28
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Vieux Fort (UVF)
9.6/10 Exceptional! (154 reviews)
Room was spacious, clean and comfortable. Delicious, fresh cookies were in our room every day. The staff was very accommodating, arranging transportation timely, provided a beach chair upon request, complimentary beach towels were provided. The restaurant accommodated allergies. The setting is gorgeous-an infinity pool facing the water and Pitons! Beautiful setting-we thoroughly enjoyed our stay!
Reviewed on May 9, 2026
Mountain Hotels in Caribbean

Strawberry Hill
Island Outpost Irish Town Saint Andrew
The price is CA $476 per night from Jul 14 to Jul 15
CA $476
CA $573 total
Jul 14 - Jul 15
includes taxes & fees
Book a stay at this boutique hotel in Irish Town. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Bob Marley Museum and Hardwar Gap are ...
9.2/10 Wonderful! (169 reviews)
"Wonderful location, clean, with a very comfortable bed. Older property with only somewhat noisy standing fans to cool - would benefit from quiet ceiling fans. Apparently continental breakfast is complimentary in the rooms, but we weren’t offered this and there were no details about in room dining ..."
Reviewed on Jun 23, 2026

Four Points by Sheraton Caguas Real Hotel & Casino
500 Alhambra En Granada Boulevard Caguas
The price is CA $304 per night from Jun 29 to Jun 30
CA $304
CA $395 total
Jun 29 - Jun 30
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 ...
8.8/10 Excellent! (1,002 reviews)
"Wonderful experience at this hotel. Clean and nicely maintained. The restaurant is amazing. Lovely heated pool which was well maintained. The staff were very pleasant and accommodating. Loved my stay here."
Reviewed on Jun 21, 2026

Ladera Resort - Adults Only
Rabot Estate Soufrière
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! (697 reviews)
"Stayed for 6 nights and loved every minute. Resort staff were amazing. First class customer service. Loved the smaller size of the resort, all the amenities, and especially the room pool. Fun experience having an open-air room as well."
Reviewed on Jun 17, 2026
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.







