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

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## Flight and Mountain hotel deals 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/ef3b05dc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Montpelier Nevis

CA $2,488

per person

May 31 - Jun 6

found 2 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Newcastle (NEV)

9.8/10 Exceptional! (168 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

![Caille Blanc Villa & Hotel - Adults Only](https://images.trvl-media.com/lodging/9000000/8320000/8313500/8313403/0d685be0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Caille Blanc Villa & Hotel - Adults Only

CA $4,146

per person

Apr 26 - Apr 30

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Vieux Fort (UVF)

9.6/10 Exceptional! (149 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

![Ladera Resort - Adults Only](https://images.trvl-media.com/lodging/1000000/70000/68900/68868/0ee4ba30_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Ladera Resort - Adults Only

CA $4,988

per person

May 1 - May 5

found 15 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Vieux Fort (UVF)

9.8/10 Exceptional! (675 reviews)

Felt like in an absolute paradise. Waking up and falling asleep with the view on the pitons was incredible

Reviewed on Mar 25, 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/2026-04-27/2026-05-04/?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/1000000/70000/68900/68868/0ee4ba30_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Ladera Resort - Adults Only

CA $4,988

per person

May 1 - May 5

found 15 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Vieux Fort (UVF)

9.8/10 Exceptional! (675 reviews)

Felt like in an absolute paradise. Waking up and falling asleep with the view on the pitons was incredible

Reviewed on Mar 25, 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/2026-04-27/2026-05-04/?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.

![Caille Blanc Villa & Hotel - Adults Only](https://images.trvl-media.com/lodging/9000000/8320000/8313500/8313403/0d685be0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Caille Blanc Villa & Hotel - Adults Only

CA $2,492

per person

May 28 - May 31

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Vieux Fort (UVF)

9.6/10 Exceptional! (149 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

![Ladera Resort - Adults Only](https://images.trvl-media.com/lodging/1000000/70000/68900/68868/0ee4ba30_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Ladera Resort - Adults Only

CA $3,662

per person

May 3 - May 6

found 5 hours ago

Roundtrip flight included

Toronto (YYZ) to Vieux Fort (UVF)

9.8/10 Exceptional! (675 reviews)

Felt like in an absolute paradise. Waking up and falling asleep with the view on the pitons was incredible

Reviewed on Mar 25, 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/2026-04-27/2026-05-04/?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/1000000/40000/34800/34793/5da4ca92_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Strawberry Hill 

CA $1,317

per person

May 7 - May 11

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Kingston (KIN)

9/10 Wonderful! (149 reviews)

Wonderful location. Fabulous bungalows. Attentive staff. Lovely pool with an incredible view. And great food and drinks. Highly recommend!

Reviewed on Mar 5, 2026

![Caille Blanc Villa & Hotel - Adults Only](https://images.trvl-media.com/lodging/9000000/8320000/8313500/8313403/0d685be0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Caille Blanc Villa & Hotel - Adults Only

CA $4,146

per person

Apr 26 - Apr 30

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Vieux Fort (UVF)

9.6/10 Exceptional! (149 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

![Ladera Resort - Adults Only](https://images.trvl-media.com/lodging/1000000/70000/68900/68868/0ee4ba30_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Ladera Resort - Adults Only

CA $4,988

per person

May 1 - May 5

found 15 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Vieux Fort (UVF)

9.8/10 Exceptional! (675 reviews)

Felt like in an absolute paradise. Waking up and falling asleep with the view on the pitons was incredible

Reviewed on Mar 25, 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/2026-04-27/2026-05-04/?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/1000000/40000/34800/34793/5da4ca92_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 Hardwar Gap are ...

[](https://expedia.ca/Kingston-Hotels-Strawberry-Hill.h34793.Hotel-Information)

![Ladera Resort - Adults Only](https://images.trvl-media.com/lodging/1000000/70000/68900/68868/0ee4ba30_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 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! (679 reviews)

Felt like in an absolute paradise. Waking up and falling asleep with the view on the pitons was incredible

Reviewed on Mar 25, 2026

[](https://expedia.ca/Soufriere-Hotels-Ladera-Resort.h68868.Hotel-Information)

![Altocerro Villas Hotel & Camping](https://images.trvl-media.com/lodging/12000000/11560000/11555900/11555813/37c0ecd6_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Altocerro Villas Hotel & Camping

Alto Cerro Constanza Constanza

- 18 hours drive from Oyster Bay Marina

Book a stay at this family-friendly villa in Constanza. Enjoy free parking, room service, and a fitness center. Popular attractions La Nena Hill and Baiguate ...

9/10 Wonderful! (127 reviews)

Everything was excellent, very comfy rooms with a beautiful view

Reviewed on Feb 22, 2026

[](https://expedia.ca/Constanza-Hotels-Altocerro-Villas-Hotel-Camping.h11555813.Hotel-Information)

[See all 85,410 properties in Caribbean Islands](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=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.

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## 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.

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