Title: Mountain Vacations in Caribbean Islands 2026 | Expedia.ca ![](https://images.trvl-media.com/place/3000652683/0f906013-1c42-421c-97bc-ef4a41f0db0e.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Caribbean Islands Mountain Vacations ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Flight and Mountain hotel deals in Caribbean Islands Price found within the past 48 hours. Click for updated prices. ![Rabot Hotel from Hotel Chocolat](https://images.trvl-media.com/lodging/5000000/4600000/4595700/4595619/26678cf4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Rabot Hotel from Hotel Chocolat CA $2,371 per person Apr 12 - Apr 16 found 3 hours ago Roundtrip flight included Toronto (YYZ) to Vieux Fort (UVF) 9.4/10 Exceptional! (611 reviews) This was quite the experience. We stayed for 9 days at the start of a longer Caribbean trip. The service at the hotel is outstanding, the staff are so friendly and accommodating. The luxe room was open to the rainforest experience, which was a great thing, but with some mosquito drawbacks. Despite the mosquito net over the bed, we had many bites. Eating at the hotel was very good, the food quality was excellent. The chocolate making tour and Soufriere experience (hot springs, waterfall, botanical gardens) were very good too. A 3-5 night stay here is an excellent, different experience. Reviewed on Jan 23, 2026 ![Montpelier Nevis](https://images.trvl-media.com/lodging/1000000/530000/520300/520288/5f575b6a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Montpelier Nevis CA $4,733 per person Mar 14 - Mar 20 found 21 hours ago Roundtrip flight included Detroit (DTW) to Newcastle (NEV) 9.8/10 Exceptional! (159 reviews) Absolutely wonderful. This property is beautifully kept, the furnishings newly redone and everything simply elegant. Our room was large and clean; nothing fancy but super comfortable with a private terrace and lovely view down to the ocean. The hotel's separate beach property was a great addition - allowing you to have a access to a private beach with a bar and shade and shelter if you want it. But the most amazing was the staff. All of them were friendly, engaged and super helpful. This is a fantastic place to stay on Nevis - small, intimate, and a throwback to an older, simpler Caribbean. We will be back! Reviewed on Jan 22, 2026 ![Ladera Resort - Adults Only](https://images.trvl-media.com/lodging/1000000/70000/68900/68868/8e549114_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ladera Resort - Adults Only CA $3,854 per person Mar 15 - Mar 18 found 14 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Vieux Fort (UVF) 9.6/10 Exceptional! (647 reviews) We couldn't ask for a better place to stay last minute when they had 1 room available. Such a great view, great staff, clean rooms. Wish we could stay longer Reviewed on Feb 1, 2026 ![Caille Blanc Villa & Hotel - Adults Only](https://images.trvl-media.com/lodging/9000000/8320000/8313500/8313403/1ad26eed_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Caille Blanc Villa & Hotel - Adults Only CA $3,631 per person Apr 12 - Apr 15 found 12 hours ago Roundtrip non-stop flight included London (YXU) to Vieux Fort (UVF) 9.6/10 Exceptional! (141 reviews) The rooms was clean and staff catered to our needs...booking activities and managing taxi service. We will return in the future. Reviewed on Jan 28, 2026 Don't see what you're looking for? See all available trips from Columbus to Caribbean Islands [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-08/2026-03-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Mountain holidays in Caribbean Islands Price found within the past 48 hours. Click for updated prices. ![Ladera Resort - Adults Only](https://images.trvl-media.com/lodging/1000000/70000/68900/68868/8e549114_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ladera Resort - Adults Only CA $3,854 per person Mar 15 - Mar 18 found 14 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Vieux Fort (UVF) 9.6/10 Exceptional! (647 reviews) We couldn't ask for a better place to stay last minute when they had 1 room available. Such a great view, great staff, clean rooms. Wish we could stay longer Reviewed on Feb 1, 2026 Don't see what you're looking for? See all available trips from Columbus to Caribbean Islands [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-08/2026-03-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Mountain holidays in Caribbean Islands Price found within the past 48 hours. Click for updated prices. ![Montpelier Nevis](https://images.trvl-media.com/lodging/1000000/530000/520300/520288/5f575b6a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Montpelier Nevis CA $1,775 per person Apr 17 - Apr 20 just found Roundtrip non-stop flight included Toronto (YTO) to Newcastle (NEV) 9.8/10 Exceptional! (159 reviews) Absolutely wonderful. This property is beautifully kept, the furnishings newly redone and everything simply elegant. Our room was large and clean; nothing fancy but super comfortable with a private terrace and lovely view down to the ocean. The hotel's separate beach property was a great addition - allowing you to have a access to a private beach with a bar and shade and shelter if you want it. But the most amazing was the staff. All of them were friendly, engaged and super helpful. This is a fantastic place to stay on Nevis - small, intimate, and a throwback to an older, simpler Caribbean. We will be back! Reviewed on Jan 22, 2026 ![Rabot Hotel from Hotel Chocolat](https://images.trvl-media.com/lodging/5000000/4600000/4595700/4595619/26678cf4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Rabot Hotel from Hotel Chocolat CA $2,717 per person Mar 11 - Mar 14 found 1 day ago Roundtrip flight included Toronto (YYZ) to Vieux Fort (UVF) 9.4/10 Exceptional! (611 reviews) This was quite the experience. We stayed for 9 days at the start of a longer Caribbean trip. The service at the hotel is outstanding, the staff are so friendly and accommodating. The luxe room was open to the rainforest experience, which was a great thing, but with some mosquito drawbacks. Despite the mosquito net over the bed, we had many bites. Eating at the hotel was very good, the food quality was excellent. The chocolate making tour and Soufriere experience (hot springs, waterfall, botanical gardens) were very good too. A 3-5 night stay here is an excellent, different experience. Reviewed on Jan 23, 2026 ![Caille Blanc Villa & Hotel - Adults Only](https://images.trvl-media.com/lodging/9000000/8320000/8313500/8313403/1ad26eed_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Caille Blanc Villa & Hotel - Adults Only CA $3,173 per person Apr 16 - Apr 19 found 24 hours ago Roundtrip non-stop flight included Detroit (DTW) to Vieux Fort (UVF) 9.6/10 Exceptional! (141 reviews) The rooms was clean and staff catered to our needs...booking activities and managing taxi service. We will return in the future. Reviewed on Jan 28, 2026 Don't see what you're looking for? See all available trips from Columbus to Caribbean Islands [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-08/2026-03-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Mountain holidays in Caribbean Islands Price found within the past 48 hours. Click for updated prices. ![Strawberry Hill ](https://images.trvl-media.com/lodging/1000000/40000/34800/34793/935f0768_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Strawberry Hill CA $1,407 per person Mar 26 - Mar 30 found 16 hours ago Roundtrip flight included Toronto (YYZ) to Kingston (KIN) 9/10 Wonderful! (143 reviews) Spectacular views all around. Comfortable rooms, friendly and helpful staff, excellent bar, a good place to rest and recharge. As others have commented, the food is good, not great. Recommend staying here. Reviewed on Dec 25, 2025 ![Rabot Hotel from Hotel Chocolat](https://images.trvl-media.com/lodging/5000000/4600000/4595700/4595619/26678cf4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Rabot Hotel from Hotel Chocolat CA $2,987 per person Mar 10 - Mar 14 found 24 hours ago Roundtrip non-stop flight included Toronto (YTO) to Vieux Fort (UVF) 9.4/10 Exceptional! (611 reviews) This was quite the experience. We stayed for 9 days at the start of a longer Caribbean trip. The service at the hotel is outstanding, the staff are so friendly and accommodating. The luxe room was open to the rainforest experience, which was a great thing, but with some mosquito drawbacks. Despite the mosquito net over the bed, we had many bites. Eating at the hotel was very good, the food quality was excellent. The chocolate making tour and Soufriere experience (hot springs, waterfall, botanical gardens) were very good too. A 3-5 night stay here is an excellent, different experience. Reviewed on Jan 23, 2026 ![Aquarius Vacation Club at Boqueron Beach Resort](https://images.trvl-media.com/lodging/2000000/1610000/1607700/1607690/0a306241_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Aquarius Vacation Club at Boqueron Beach Resort CA $1,530 per person Apr 15 - Apr 19 found 14 hours ago Roundtrip non-stop flight included Edmonton (YEG) to San Juan (SJU) 9.2/10 Wonderful! (2,136 reviews) Staff, close to beach & restaurants Reviewed on Feb 8, 2026 Don't see what you're looking for? See all available trips from Columbus to Caribbean Islands [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-03-08/2026-03-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Mountain Hotels in Caribbean Islands ![Strawberry Hill ](https://images.trvl-media.com/lodging/1000000/40000/34800/34793/935f0768_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Strawberry Hill Island Outpost Irish Town Saint Andrew - 27 hours drive from Oyster Bay Marina Book a stay at this boutique hotel in Irish Town. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Bob Marley Museum and Jamaica House ... 9/10 Wonderful! (148 reviews) Room was clean and the staff was nice. Excellent views. Reviewed on Jan 13, 2026 [](https://expedia.ca/Kingston-Hotels-Strawberry-Hill.h34793.Hotel-Information) ![Four Points by Sheraton Caguas Real Hotel & Casino](https://images.trvl-media.com/lodging/1000000/920000/915800/915702/c1ea6549_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Four Points by Sheraton Caguas Real Hotel & Casino 500 Alhambra En Granada Boulevard Caguas - 6 hours drive from Oyster Bay Marina 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 ... 8.6/10 Excellent! (1,001 reviews) N/A Reviewed on Dec 27, 2025 [](https://expedia.ca/San-Juan-Hotels-Four-Points-By-Sheraton-Caguas-Real-Hotel-Casino.h915702.Hotel-Information) ![Ladera Resort - Adults Only](https://images.trvl-media.com/lodging/1000000/70000/68900/68868/8e549114_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Ladera Resort - Adults Only Rabot Estate Soufrière - 12 hours drive from Oyster Bay Marina Book a stay at this spa resort in Soufrière. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ... 9.6/10 Exceptional! (668 reviews) Staffs are so friendly and nice. Room is the most beautiful view we ever experienced. Love this place. Sunrise and sunset are gorgeous Reviewed on Feb 3, 2026 [](https://expedia.ca/Soufriere-Hotels-Ladera-Resort.h68868.Hotel-Information) [See all 85,104 properties in Caribbean Islands](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=3000652683) 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 ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## More Vacations Ideas [Flights to Caribbean Islands ](https://expedia.ca/Cheap-Flights-To-Caribbean-Islands.d3000652683.Travel-Guide-Flights)[ Caribbean Islands Hotels ](https://expedia.ca/Caribbean-Islands-Hotels.d3000652683.Travel-Guide-Hotels)[ Caribbean Islands Vacation Rentals ](https://expedia.ca/Caribbean-Islands-Vacation-Rentals.d3000652683.Travel-Guide-VacationRentals)[ Caribbean Islands Car Rentals ](https://expedia.ca/Car-Rentals-In-Caribbean-Islands.d3000652683.Car-Rental-Guide)[ Caribbean Islands Vacations ](https://expedia.ca/Caribbean-Islands.d3000652683.Destination-Travel-Guides) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app