
Caribbean Mountain Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 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 easyPlan, book, and manage your trip all in one place
Flight and Mountain hotel deals in Caribbean
Price found within the past 48 hours. Click for updated prices.


Rabot Hotel from Hotel Chocolat
Save 100% on your flight
Price was CA $6,981, price is now CA $5,078 per person
CA $5,078
per person
Jan 8 - Jan 15
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Vieux Fort (UVF)
9.4/10 Exceptional! (717 reviews)
The most tranquil place I’ve ever visited. The hotel was on my sister’s mandatory must see and experience vacations. It was more than we ever imagined. The bungalow is so nice and relaxing. The shower was such a vibe. Honestly I don’t have any complaints. St. Lucia is an absolutely breathtaking island.
Reviewed on Oct 29, 2026

Ladera Resort - Adults Only
Price was CA $5,692, price is now CA $4,288 per person
CA $4,288
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Vieux Fort (UVF)
9.8/10 Exceptional! (716 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 to maximize your privacy. The staff was friendly, warm and welcomed us everywhere we went on the property. We called her Sweet Caroline, she was the main concierge that walked us to our room, gave us detailed information and made us welcome cocktails! She has been with Ladera for 30 years, so she was very knowledgeable. We loved our breakfast staff at the Dasheene. Jennifer is the bartender that smiles, sings and gives the best hugs! Manette was fun organizing trips for us and making certain we were happy! Tips for your stay: Be sure to have tip money, I suggest to have a bunch of $10 bills on you. There is no ATM on the property. If you need cash, you have to do a cash advance that adds 10%. The rooms are mostly just fans & open air. No air-conditioning, which wasn’t a problem for us. They have some rooms that do have AC. The bed has a canopy with netting around it to keep the mosquitoes out, but we didn’t have a problem with them. The resort provided bug spray and many fans to keep them at bay. Ladera is nestled in the jungle, so you will hear birds and rain in the distance. Ear plugs and eye masks are provided. If you’re on the fence, book Ladera. Best view on the island!
Reviewed on Nov 5, 2026

Caille Blanc Villa & Hotel - Adults Only
Save 100% on your flight
Price was CA $6,987, price is now CA $5,518 per person
CA $5,518
per person
Jan 8 - Jan 15
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Vieux Fort (UVF)
9.6/10 Exceptional! (162 reviews)
We had a wonderful one night at this hotel despite a massive rain storm coming through st Lucia that evening. The hotel can be found
Reviewed on Oct 9, 2026

Montpelier Nevis
Price was CA $3,508, price is now CA $3,207 per person
CA $3,207
per person
Jan 20 - Jan 26
found 13 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Newcastle (NEV)
9.8/10 Exceptional! (176 reviews)
Excelente hotel en las montañas de Nevis. Personal amable y dado a servir.
El mejor café en la mañana en todo Nevis.
Reviewed on Oct 16, 2026
5* Mountain holidays in Caribbean
Price found within the past 48 hours. Click for updated prices.

Ladera Resort - Adults Only
Price was CA $5,692, price is now CA $4,288 per person
CA $4,288
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Vieux Fort (UVF)
9.8/10 Exceptional! (716 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 to maximize your privacy. The staff was friendly, warm and welcomed us everywhere we went on the property. We called her Sweet Caroline, she was the main concierge that walked us to our room, gave us detailed information and made us welcome cocktails! She has been with Ladera for 30 years, so she was very knowledgeable. We loved our breakfast staff at the Dasheene. Jennifer is the bartender that smiles, sings and gives the best hugs! Manette was fun organizing trips for us and making certain we were happy! Tips for your stay: Be sure to have tip money, I suggest to have a bunch of $10 bills on you. There is no ATM on the property. If you need cash, you have to do a cash advance that adds 10%. The rooms are mostly just fans & open air. No air-conditioning, which wasn’t a problem for us. They have some rooms that do have AC. The bed has a canopy with netting around it to keep the mosquitoes out, but we didn’t have a problem with them. The resort provided bug spray and many fans to keep them at bay. Ladera is nestled in the jungle, so you will hear birds and rain in the distance. Ear plugs and eye masks are provided. If you’re on the fence, book Ladera. Best view on the island!
Reviewed on Nov 5, 2026
3 Night Mountain holidays in Caribbean
Price found within the past 48 hours. Click for updated prices.

Caille Blanc Villa & Hotel - Adults Only
Price was CA $3,260, price is now CA $2,606 per person
CA $2,606
per person
Jan 23 - Jan 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Vieux Fort (UVF)
9.6/10 Exceptional! (162 reviews)
We had a wonderful one night at this hotel despite a massive rain storm coming through st Lucia that evening. The hotel can be found
Reviewed on Oct 9, 2026

Rabot Hotel from Hotel Chocolat
Price was CA $3,873, price is now CA $3,194 per person
CA $3,194
per person
Dec 18 - Dec 21
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Vieux Fort (UVF)
9.4/10 Exceptional! (717 reviews)
The most tranquil place I’ve ever visited. The hotel was on my sister’s mandatory must see and experience vacations. It was more than we ever imagined. The bungalow is so nice and relaxing. The shower was such a vibe. Honestly I don’t have any complaints. St. Lucia is an absolutely breathtaking island.
Reviewed on Oct 29, 2026

Ladera Resort - Adults Only
Price was CA $4,494, price is now CA $4,015 per person
CA $4,015
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Vieux Fort (UVF)
9.8/10 Exceptional! (716 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 to maximize your privacy. The staff was friendly, warm and welcomed us everywhere we went on the property. We called her Sweet Caroline, she was the main concierge that walked us to our room, gave us detailed information and made us welcome cocktails! She has been with Ladera for 30 years, so she was very knowledgeable. We loved our breakfast staff at the Dasheene. Jennifer is the bartender that smiles, sings and gives the best hugs! Manette was fun organizing trips for us and making certain we were happy! Tips for your stay: Be sure to have tip money, I suggest to have a bunch of $10 bills on you. There is no ATM on the property. If you need cash, you have to do a cash advance that adds 10%. The rooms are mostly just fans & open air. No air-conditioning, which wasn’t a problem for us. They have some rooms that do have AC. The bed has a canopy with netting around it to keep the mosquitoes out, but we didn’t have a problem with them. The resort provided bug spray and many fans to keep them at bay. Ladera is nestled in the jungle, so you will hear birds and rain in the distance. Ear plugs and eye masks are provided. If you’re on the fence, book Ladera. Best view on the island!
Reviewed on Nov 5, 2026
4 Night Mountain holidays in Caribbean
Price found within the past 48 hours. Click for updated prices.

Caille Blanc Villa & Hotel - Adults Only
Price was CA $3,458, price is now CA $2,795 per person
CA $2,795
per person
Dec 8 - Dec 12
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Vieux Fort (UVF)
9.6/10 Exceptional! (162 reviews)
We had a wonderful one night at this hotel despite a massive rain storm coming through st Lucia that evening. The hotel can be found
Reviewed on Oct 9, 2026

Rabot Hotel from Hotel Chocolat
Save 100% on your flight
Price was CA $4,177, price is now CA $3,095 per person
CA $3,095
per person
Jan 13 - Jan 17
found 3 hours ago
Roundtrip flight included
Toronto (YYZ) to Vieux Fort (UVF)
9.4/10 Exceptional! (717 reviews)
The most tranquil place I’ve ever visited. The hotel was on my sister’s mandatory must see and experience vacations. It was more than we ever imagined. The bungalow is so nice and relaxing. The shower was such a vibe. Honestly I don’t have any complaints. St. Lucia is an absolutely breathtaking island.
Reviewed on Oct 29, 2026

Ladera Resort - Adults Only
Price was CA $5,692, price is now CA $4,288 per person
CA $4,288
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Vieux Fort (UVF)
9.8/10 Exceptional! (716 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 to maximize your privacy. The staff was friendly, warm and welcomed us everywhere we went on the property. We called her Sweet Caroline, she was the main concierge that walked us to our room, gave us detailed information and made us welcome cocktails! She has been with Ladera for 30 years, so she was very knowledgeable. We loved our breakfast staff at the Dasheene. Jennifer is the bartender that smiles, sings and gives the best hugs! Manette was fun organizing trips for us and making certain we were happy! Tips for your stay: Be sure to have tip money, I suggest to have a bunch of $10 bills on you. There is no ATM on the property. If you need cash, you have to do a cash advance that adds 10%. The rooms are mostly just fans & open air. No air-conditioning, which wasn’t a problem for us. They have some rooms that do have AC. The bed has a canopy with netting around it to keep the mosquitoes out, but we didn’t have a problem with them. The resort provided bug spray and many fans to keep them at bay. Ladera is nestled in the jungle, so you will hear birds and rain in the distance. Ear plugs and eye masks are provided. If you’re on the fence, book Ladera. Best view on the island!
Reviewed on Nov 5, 2026
Mountain Hotels in Caribbean

Strawberry Hill
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

Four Points by Sheraton Caguas Real Hotel & Casino
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

Ladera Resort - Adults Only
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
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.
More vacations you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.







