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 $1,568 per person Feb 26 - Feb 28 found 24 hours ago Roundtrip flight included Toronto (YYZ) to Vieux Fort (UVF) 9.4/10 Exceptional! (611 reviews) The hotel environment was peaceful and relaxing and aesthetically pleasing. And the views were simply amazing. Everything was clean, the food was great along with the service. I loved the open air concept that allows you to connect with nature. Plus the location is near all the things I wanted to do. Overall it was such a wonderful experience. I even purchased a velvetiser when I came back home because I enjoyed the hot chocolate so much. Reviewed on Dec 16, 2025 ![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 $4,876 per person Jan 25 - Jan 29 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Vieux Fort (UVF) 9.6/10 Exceptional! (647 reviews) We stayed at Ladera Resort in St. Lucia for our honeymoon, spending 8 nights and 9 days, and chose the all-inclusive option. From the moment we arrived, I was brought to tears — and that feeling never left. This resort is truly something special. Everything exceeded our expectations: the people, the service, the food, the cocktails, and of course, the views. We stayed in Room N, which was on the smaller side but absolutely perfect for us — intimate, peaceful, and exactly what we wanted for our honeymoon. We dined at Dasheene every single night and still couldn’t get enough. We’ll be dreaming about the shrimp risotto, blackened tuna, and the post-dinner chocolates for a very long time. The staff are what truly make Ladera unforgettable. A few people deserve special recognition: Stephanie, who handled our turndown service with such care Abigail at the front desk, who was always warm and welcoming Janelle at Dasheene, who went out of her way every night to say hello and make us feel remembered And our absolute favorite — the gentleman at the Hideaway Rum Bar, who was unbelievably kind and even shared the recipe for our favorite nightly cocktails I was emotional when we arrived, and just as emotional when it was time to leave. Ladera is not just a resort — it’s an experience, and one we will cherish forever. We cannot wait to return. Reviewed on Dec 14, 2025 ![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 $5,694 per person Feb 24 - Feb 28 found 3 hours ago Roundtrip flight included Toronto (YTO) to Vieux Fort (UVF) 9.6/10 Exceptional! (141 reviews) The view. The spotless and beautifully appointed room. The staff treating you like family. I’ve been to many fantastic places that I’d like to visit again, but I actually miss this place. Reviewed on Dec 21, 2025 ![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 $4,534 per person Feb 27 - Mar 6 found 3 hours ago Roundtrip non-stop flight included Detroit (DTW) to Newcastle (NEV) 9.8/10 Exceptional! (159 reviews) By far one of the nicest places I have stayed. The grounds are stunning, the staff are the nicest people, and the food is fantastic. Set on a hill in Nevis, the views are just beautiful, we were lucky enough to have a room with a balcony facing the sea. The complimentary breakfast choices are so good - excellent options are available and with complimentary afternoon tea and choicy lunch/dinner menus, you will never go hungry here. There are some lovely walks in the area, including the Botanical Gardens, which are worth the short stroll. There is a shuttle bus to the hotels private beach, this too is worth a visit or two, has cocktails on tap and if your feeling hungry you can have the hotel make you a packed lunch or walk two minutes to the restaurants in the area. We will be back - it was a very easy journey over from Antigua. Loved, loved, loved Montpelier! Reviewed on Nov 29, 2025 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/2026-01-25/2026-02-01/?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 $4,876 per person Jan 25 - Jan 29 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Vieux Fort (UVF) 9.6/10 Exceptional! (647 reviews) We stayed at Ladera Resort in St. Lucia for our honeymoon, spending 8 nights and 9 days, and chose the all-inclusive option. From the moment we arrived, I was brought to tears — and that feeling never left. This resort is truly something special. Everything exceeded our expectations: the people, the service, the food, the cocktails, and of course, the views. We stayed in Room N, which was on the smaller side but absolutely perfect for us — intimate, peaceful, and exactly what we wanted for our honeymoon. We dined at Dasheene every single night and still couldn’t get enough. We’ll be dreaming about the shrimp risotto, blackened tuna, and the post-dinner chocolates for a very long time. The staff are what truly make Ladera unforgettable. A few people deserve special recognition: Stephanie, who handled our turndown service with such care Abigail at the front desk, who was always warm and welcoming Janelle at Dasheene, who went out of her way every night to say hello and make us feel remembered And our absolute favorite — the gentleman at the Hideaway Rum Bar, who was unbelievably kind and even shared the recipe for our favorite nightly cocktails I was emotional when we arrived, and just as emotional when it was time to leave. Ladera is not just a resort — it’s an experience, and one we will cherish forever. We cannot wait to return. Reviewed on Dec 14, 2025 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/2026-01-25/2026-02-01/?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. ![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 $2,024 per person Feb 27 - Mar 1 found 1 day ago Roundtrip flight included Vancouver (YVR) to Vieux Fort (UVF) 9.4/10 Exceptional! (611 reviews) The hotel environment was peaceful and relaxing and aesthetically pleasing. And the views were simply amazing. Everything was clean, the food was great along with the service. I loved the open air concept that allows you to connect with nature. Plus the location is near all the things I wanted to do. Overall it was such a wonderful experience. I even purchased a velvetiser when I came back home because I enjoyed the hot chocolate so much. Reviewed on Dec 16, 2025 ![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 $4,109 per person Feb 5 - Feb 8 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to Vieux Fort (UVF) 9.6/10 Exceptional! (647 reviews) We stayed at Ladera Resort in St. Lucia for our honeymoon, spending 8 nights and 9 days, and chose the all-inclusive option. From the moment we arrived, I was brought to tears — and that feeling never left. This resort is truly something special. Everything exceeded our expectations: the people, the service, the food, the cocktails, and of course, the views. We stayed in Room N, which was on the smaller side but absolutely perfect for us — intimate, peaceful, and exactly what we wanted for our honeymoon. We dined at Dasheene every single night and still couldn’t get enough. We’ll be dreaming about the shrimp risotto, blackened tuna, and the post-dinner chocolates for a very long time. The staff are what truly make Ladera unforgettable. A few people deserve special recognition: Stephanie, who handled our turndown service with such care Abigail at the front desk, who was always warm and welcoming Janelle at Dasheene, who went out of her way every night to say hello and make us feel remembered And our absolute favorite — the gentleman at the Hideaway Rum Bar, who was unbelievably kind and even shared the recipe for our favorite nightly cocktails I was emotional when we arrived, and just as emotional when it was time to leave. Ladera is not just a resort — it’s an experience, and one we will cherish forever. We cannot wait to return. Reviewed on Dec 14, 2025 ![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 $2,764 per person Jan 25 - Jan 28 found 24 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Vieux Fort (UVF) 9.6/10 Exceptional! (141 reviews) The view. The spotless and beautifully appointed room. The staff treating you like family. I’ve been to many fantastic places that I’d like to visit again, but I actually miss this place. Reviewed on Dec 21, 2025 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/2026-01-25/2026-02-01/?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. ![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 $2,172 per person Mar 1 - Mar 5 found 7 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Vieux Fort (UVF) 9.4/10 Exceptional! (611 reviews) The hotel environment was peaceful and relaxing and aesthetically pleasing. And the views were simply amazing. Everything was clean, the food was great along with the service. I loved the open air concept that allows you to connect with nature. Plus the location is near all the things I wanted to do. Overall it was such a wonderful experience. I even purchased a velvetiser when I came back home because I enjoyed the hot chocolate so much. Reviewed on Dec 16, 2025 ![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 $4,238 per person Mar 1 - Mar 5 found 7 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Vieux Fort (UVF) 9.6/10 Exceptional! (647 reviews) We stayed at Ladera Resort in St. Lucia for our honeymoon, spending 8 nights and 9 days, and chose the all-inclusive option. From the moment we arrived, I was brought to tears — and that feeling never left. This resort is truly something special. Everything exceeded our expectations: the people, the service, the food, the cocktails, and of course, the views. We stayed in Room N, which was on the smaller side but absolutely perfect for us — intimate, peaceful, and exactly what we wanted for our honeymoon. We dined at Dasheene every single night and still couldn’t get enough. We’ll be dreaming about the shrimp risotto, blackened tuna, and the post-dinner chocolates for a very long time. The staff are what truly make Ladera unforgettable. A few people deserve special recognition: Stephanie, who handled our turndown service with such care Abigail at the front desk, who was always warm and welcoming Janelle at Dasheene, who went out of her way every night to say hello and make us feel remembered And our absolute favorite — the gentleman at the Hideaway Rum Bar, who was unbelievably kind and even shared the recipe for our favorite nightly cocktails I was emotional when we arrived, and just as emotional when it was time to leave. Ladera is not just a resort — it’s an experience, and one we will cherish forever. We cannot wait to return. Reviewed on Dec 14, 2025 ![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 $3,187 per person Jan 25 - Jan 29 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Vieux Fort (UVF) 9.6/10 Exceptional! (141 reviews) The view. The spotless and beautifully appointed room. The staff treating you like family. I’ve been to many fantastic places that I’d like to visit again, but I actually miss this place. Reviewed on Dec 21, 2025 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/2026-01-25/2026-02-01/?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 - 31 hours drive from Windward Islands 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! (143 reviews) Good Reviewed on Oct 5, 2025 [](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 - 16 hours drive from Windward Islands 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! (1,000 reviews) Staff was great, facilitues were grea,. The keys were an issue all the time.To open the room, to get out of parking, at.check.out. The coding canceled for no reason in different ocasions. Otherwise, it would get 5 stars Reviewed on Dec 14, 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 - 1 hour drive from Windward Islands 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! (653 reviews) We stayed at Ladera Resort in St. Lucia for our honeymoon, spending 8 nights and 9 days, and chose the all-inclusive option. From the moment we arrived, I was brought to tears — and that feeling never left. This resort is truly something special. Everything exceeded our expectations: the people, ... Reviewed on Dec 14, 2025 [](https://expedia.ca/Soufriere-Hotels-Ladera-Resort.h68868.Hotel-Information) [See all 84,886 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