Title: Mountain Vacations in Lesser Antilles 2026 | Expedia.ca

![](https://images.trvl-media.com/place/3000655870/4e44b64c-f868-42db-a6b5-d230f6850ee4.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Lesser Antilles Mountain Vacations

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## Flight and Mountain hotel deals in Lesser Antilles

Price found within the past 48 hours. Click for updated prices.

![Hilton Vacation Club Flamingo Beach St. Maarten](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/67b50717_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hilton Vacation Club Flamingo Beach St. Maarten

Pelican Key

CA $1,920

per person

Jan 14 - Jan 18

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Philipsburg (SXM)

9/10 Wonderful! (1,339 reviews)

Everything was reasonable and good, however there was a frequent sewer smell in the whole area. Would smell it while on balcony and while walking along the beach. Even when passing another hotel.

Reviewed on Dec 15, 2025

![The Villas at Simpson Bay Resort](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/7e74429d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Villas at Simpson Bay Resort

CA $2,189

per person

Feb 14 - Feb 19

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Philipsburg (SXM)

9.2/10 Wonderful! (1,309 reviews)

Perfect environment. Wonderful professional staff.

Reviewed on Dec 15, 2025

![COCOS Hotel - Adults Only - Caters to Couples - All Inclusive](https://images.trvl-media.com/lodging/1000000/470000/470000/469974/6feec474_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### COCOS Hotel - Adults Only - Caters to Couples - All Inclusive

CA $4,621

per person

Feb 26 - Mar 2

found 15 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to St. John's (ANU)

9.4/10 Exceptional! (769 reviews)

Room was clean, staff were very friendly and helpful and management (Kris) was very involved making sure everything went smoothly. Food was also great and the view was amazing!! Would recommend to anyone looking for a quiet and relaxing getaway.

Reviewed on Dec 7, 2025

![Esmeralda Resort](https://images.trvl-media.com/lodging/1000000/30000/24700/24664/be01c4d4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Esmeralda Resort

CA $2,043

per person

Feb 14 - Feb 19

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Philipsburg (SXM)

8.6/10 Excellent! (467 reviews)

Staff was very helpful and room was clean.

Reviewed on Dec 15, 2025

![The Westin St. Thomas Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/170000/162200/162117/adea4f9b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Westin St. Thomas Beach Resort & Spa

CA $2,449

per person

Feb 15 - Feb 19

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to St. Thomas (STT)

8.4/10 Very Good! (1,010 reviews)

Food selections at restaurants wasn't great. Our room had a musty smell when the air conditioning came on. Hotel itself was very nice. Airport transfer using taxi service could have been mentioned ahead of time. Shared transfer which was basically the same was twice as much.

Reviewed on Dec 12, 2025

Don't see what you're looking for?

See all available trips from Columbus to Lesser Antilles

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-15/2026-01-22/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 5\* Mountain holidays in Lesser Antilles

Price found within the past 48 hours. Click for updated prices.

![Four Seasons Resort - Nevis](https://images.trvl-media.com/lodging/1000000/30000/20100/20059/1045fecf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Four Seasons Resort - Nevis

CA $11,922

per person

Feb 14 - Feb 19

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Basseterre (SKB)

9.4/10 Exceptional! (133 reviews)

Amazing stay!!! Will definitely come back

Reviewed on Dec 4, 2025

Don't see what you're looking for?

See all available trips from Columbus to Lesser Antilles

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-15/2026-01-22/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Mountain holidays in Lesser Antilles

Price found within the past 48 hours. Click for updated prices.

![The Villas at Simpson Bay Resort](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/7e74429d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Villas at Simpson Bay Resort

CA $1,588

per person

Feb 25 - Feb 28

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Philipsburg (SXM)

9.2/10 Wonderful! (1,309 reviews)

Perfect environment. Wonderful professional staff.

Reviewed on Dec 15, 2025

![Hilton Vacation Club Flamingo Beach St. Maarten](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/67b50717_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hilton Vacation Club Flamingo Beach St. Maarten

Pelican Key

CA $1,983

per person

Jan 16 - Jan 19

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Philipsburg (SXM)

9/10 Wonderful! (1,339 reviews)

Everything was reasonable and good, however there was a frequent sewer smell in the whole area. Would smell it while on balcony and while walking along the beach. Even when passing another hotel.

Reviewed on Dec 15, 2025

![Esmeralda Resort](https://images.trvl-media.com/lodging/1000000/30000/24700/24664/be01c4d4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Esmeralda Resort

CA $2,383

per person

Feb 19 - Feb 22

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Philipsburg (SXM)

8.6/10 Excellent! (467 reviews)

Staff was very helpful and room was clean.

Reviewed on Dec 15, 2025

Don't see what you're looking for?

See all available trips from Columbus to Lesser Antilles

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-15/2026-01-22/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Mountain holidays in Lesser Antilles

Price found within the past 48 hours. Click for updated prices.

![The Atrium Beach Resort and Spa, an Ascend Collection Resort](https://images.trvl-media.com/lodging/2000000/1750000/1746400/1746391/3e2b89c6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Atrium Beach Resort and Spa, an Ascend Collection Resort

CA $1,122

per person

Jan 18 - Jan 22

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Philipsburg (SXM)

8.4/10 Very Good! (1,003 reviews)

Cleaning Staff excelent

Reviewed on Dec 9, 2025

![Simpson Bay Resort, Marina & Spa](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Simpson Bay Resort, Marina & Spa

Pelican Key

CA $1,448

per person

Mar 5 - Mar 9

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Philipsburg (SXM)

9/10 Wonderful! (1,463 reviews)

Great experience at this location, would highly recommend.

Reviewed on Dec 12, 2025

![COCOS Hotel - Adults Only - Caters to Couples - All Inclusive](https://images.trvl-media.com/lodging/1000000/470000/470000/469974/6feec474_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### COCOS Hotel - Adults Only - Caters to Couples - All Inclusive

CA $4,621

per person

Feb 26 - Mar 2

found 15 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to St. John's (ANU)

9.4/10 Exceptional! (769 reviews)

Room was clean, staff were very friendly and helpful and management (Kris) was very involved making sure everything went smoothly. Food was also great and the view was amazing!! Would recommend to anyone looking for a quiet and relaxing getaway.

Reviewed on Dec 7, 2025

Don't see what you're looking for?

See all available trips from Columbus to Lesser Antilles

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-15/2026-01-22/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Mountain Hotels in Lesser Antilles

![Montpelier Nevis](https://images.trvl-media.com/lodging/1000000/530000/520300/520288/5f575b6a_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Montpelier Nevis

Montpelier Estate Charlestown Nevis

- 3 hours drive from Oyster Bay Marina

Book a stay at this beach hotel in Charlestown. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...

9.8/10 Exceptional! (161 reviews)

This is an extremely well run hotel, with a great staff team and lots of special touches. It is in a very peaceful and attractive location with a large pool and offers a shuttle bus to the hotel beach. All meals were delicious. Would highly recommend.

Reviewed on Nov 29, 2025

[](https://expedia.ca/Charlestown-Hotels-Montpelier-Plantation-Beach.h520288.Hotel-Information)

![Mafolie Hotel](https://images.trvl-media.com/lodging/1000000/30000/24000/23930/33129400_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Mafolie Hotel

7091 Estate Mafolie St. Thomas 

- 4 hours drive from Oyster Bay Marina

Stay at this hotel in St. Thomas. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...

8.6/10 Excellent! (1,004 reviews)

Mafoli is an amazing hotel

Reviewed on Dec 12, 2025

[](https://expedia.ca/St-Thomas-Hotels-Mafolie-Hotel.h23930.Hotel-Information)

![Golden Rock Inn](https://images.trvl-media.com/lodging/1000000/30000/22400/22392/0eced1d0_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Golden Rock Inn

Charlestown Gingerland Nevis

- 3 hours drive from Oyster Bay Marina

Stay at this hotel in Gingerland. Enjoy free WiFi, room service, and in-room massages. Popular attractions Eva Wilkin Gallery and Market Place are located ...

9.6/10 Exceptional! (36 reviews)

amazing beautiful hotel, service is very kind and engaged, food is fantastic, pool gorgeous.

Reviewed on Dec 5, 2025

[](https://expedia.ca/Gingerland-Hotels-Golden-Rock-Inn.h22392.Hotel-Information)

[See all 14,384 properties in Lesser Antilles](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=3000655870)

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 Lesser Antilles

](https://expedia.ca/Cheap-Flights-To-Lesser-Antilles.d3000655870.Travel-Guide-Flights)[

Lesser Antilles Hotels

](https://expedia.ca/Lesser-Antilles-Hotels.d3000655870.Travel-Guide-Hotels)[

Lesser Antilles Vacation Rentals

](https://expedia.ca/Lesser-Antilles-Vacation-Rentals.d3000655870.Travel-Guide-VacationRentals)[

Lesser Antilles Car Rentals

](https://expedia.ca/Car-Rentals-In-Lesser-Antilles.d3000655870.Car-Rental-Guide)[

Lesser Antilles Vacations

](https://expedia.ca/Lesser-Antilles.d3000655870.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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