Caribbean Islands Mountain Vacations
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Flight and Mountain hotel deals in Caribbean Islands
Price found within the past 48 hours. Click for updated prices.
Strawberry Hill
Price was CA $1,678, price is now CA $1,297 per person
CA $1,297
per person
Jul 30 - Aug 3
found 15 hours ago
Roundtrip flight included
Toronto (YTO) to Kingston (KIN)
9/10 Wonderful! (160 reviews)
I have nothing but good things to say about this place— first, my room was spotless. Second, the staff was amazing Miss Jasett, Miss Bernice, Miss Marva… and I am sure I am missing a few but they treated me like family. The staff that helped with my bags, came to turn down my bed or simply gave me extra water… loved them all! The driver that took me to the airport - Lancelot, he is so funny- we had the best ride down the mountain.
And of course, the views… who doesn’t know about the views?! Stunning! But the staff are the hidden gems. I will be back.
Reviewed on May 25, 2026
Ladera Resort - Adults Only
Price was CA $6,874, price is now CA $4,456 per person
CA $4,456
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Vieux Fort (UVF)
9.8/10 Exceptional! (694 reviews)
Beautiful property and an unforgettable experience. The staff was exceptionally kind and helpful.
Reviewed on May 23, 2026
Caille Blanc Villa & Hotel - Adults Only
Price was CA $3,758, price is now CA $2,630 per person
CA $2,630
per person
Jul 31 - Aug 3
found 19 hours ago
Roundtrip non-stop flight included
Montreal (YUL) 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
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View all trips5* Mountain holidays in Caribbean Islands
Price found within the past 48 hours. Click for updated prices.
Ladera Resort - Adults Only
Price was CA $6,874, price is now CA $4,456 per person
CA $4,456
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Vieux Fort (UVF)
9.8/10 Exceptional! (694 reviews)
Beautiful property and an unforgettable experience. The staff was exceptionally kind and helpful.
Reviewed on May 23, 2026
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See all available trips from Columbus to Caribbean Islands
View all trips3 Night Mountain holidays in Caribbean Islands
Price found within the past 48 hours. Click for updated prices.
Strawberry Hill
Price was CA $1,423, price is now CA $1,169 per person
CA $1,169
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Kingston (KIN)
9/10 Wonderful! (160 reviews)
I have nothing but good things to say about this place— first, my room was spotless. Second, the staff was amazing Miss Jasett, Miss Bernice, Miss Marva… and I am sure I am missing a few but they treated me like family. The staff that helped with my bags, came to turn down my bed or simply gave me extra water… loved them all! The driver that took me to the airport - Lancelot, he is so funny- we had the best ride down the mountain.
And of course, the views… who doesn’t know about the views?! Stunning! But the staff are the hidden gems. I will be back.
Reviewed on May 25, 2026
Caille Blanc Villa & Hotel - Adults Only
Price was CA $3,758, price is now CA $2,630 per person
CA $2,630
per person
Jul 31 - Aug 3
found 19 hours ago
Roundtrip non-stop flight included
Montreal (YUL) 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
Don't see what you're looking for?
See all available trips from Columbus to Caribbean Islands
View all trips4 Night Mountain holidays in Caribbean Islands
Price found within the past 48 hours. Click for updated prices.
Strawberry Hill
Price was CA $1,678, price is now CA $1,297 per person
CA $1,297
per person
Jul 30 - Aug 3
found 15 hours ago
Roundtrip flight included
Toronto (YTO) to Kingston (KIN)
9/10 Wonderful! (160 reviews)
I have nothing but good things to say about this place— first, my room was spotless. Second, the staff was amazing Miss Jasett, Miss Bernice, Miss Marva… and I am sure I am missing a few but they treated me like family. The staff that helped with my bags, came to turn down my bed or simply gave me extra water… loved them all! The driver that took me to the airport - Lancelot, he is so funny- we had the best ride down the mountain.
And of course, the views… who doesn’t know about the views?! Stunning! But the staff are the hidden gems. I will be back.
Reviewed on May 25, 2026
Caille Blanc Villa & Hotel - Adults Only
Price was CA $4,659, price is now CA $2,908 per person
CA $2,908
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip 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 $6,874, price is now CA $4,456 per person
CA $4,456
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Vieux Fort (UVF)
9.8/10 Exceptional! (694 reviews)
Beautiful property and an unforgettable experience. The staff was exceptionally kind and helpful.
Reviewed on May 23, 2026
Don't see what you're looking for?
See all available trips from Columbus to Caribbean Islands
View all tripsMountain Hotels in Caribbean Islands
Strawberry Hill
Island Outpost Irish Town Saint Andrew
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 ...
9/10 Wonderful! (163 reviews)
"I have nothing but good things to say about this place— first, my room was spotless. Second, the staff was amazing Miss Jasett, Miss Bernice, Miss Marva… and I am sure I am missing a few but they treated me like family. The staff that helped with my bags, came to turn down my bed or simply gave me ..."
Reviewed on May 25, 2026
Four Points by Sheraton Caguas Real Hotel & Casino
500 Alhambra En Granada Boulevard Caguas
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! (1,001 reviews)
"Very nice"
Reviewed on May 29, 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! (694 reviews)
"Beautiful property and an unforgettable experience. The staff was exceptionally kind and helpful."
Reviewed on May 23, 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.
