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.
The Villas at Simpson Bay Resort
Pelican Key
CA $1,278
per person
Oct 18 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,484 reviews)
Great place to stay. Staff was nice. Its the perfect location. So many places are in walking distance. Tons of resturants to choose from, grocery store etc.
Reviewed on Aug 17, 2026
Montpelier Nevis
CA $2,582
per person
Oct 18 - Oct 24
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Newcastle (NEV)
9.8/10 Exceptional! (173 reviews)
I’ve travelled all across the Caribbean and the Montpellier hotel is by far the best I’ve stayed at. That is mostly due to the staff who are so friendly and catered to our every need within the hotel, and ensuring all our excursions from the hotel ran smoothly.
I hope to return to Montpellier soon.
Reviewed on Aug 8, 2026
Grand Case Beach Club
CA $1,583
per person
Oct 24 - Oct 30
just found
Roundtrip non-stop flight included
Toronto (YTO) to Philipsburg (SXM)
9.6/10 Exceptional! (1,002 reviews)
L'hôtel est très beau, la plage, la piscine et la vue sont magnifiques.
C'est dommage que la piscine ferme à 20h mais sinon c'est un très bel endroit pour se reposer.
Reviewed on Aug 17, 2026
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View all trips5* Mountain holidays in Lesser Antilles
Price found within the past 48 hours. Click for updated prices.
Four Seasons Resort - Nevis
CA $5,051
per person
Oct 23 - Oct 29
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Basseterre (SKB)
9.4/10 Exceptional! (149 reviews)
The staff at the Four Seasons were amazing including the bellman, the housekeeper, the breakfast wait staff, the guest services manager and food & beverage manager, the golf pro shop staff, the staff at the lunch spot by the pool and the front desk staff. The Soa was excellent. Birthday celebrations for me and my husband were fantastic, including dinner on the beach. The room was great and spacious. We had a spectacular ocean view room with a balcony. We felt very special by everyone at the resort. I highly recommend the Four Seasons Resort. We had some dinners in property and others off property which was a nice mix. The staff at the resort were very helpful to book dinner reservations and taxis for us in advance.
Reviewed on Aug 16, 2026
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View all trips3 Night Mountain holidays in Lesser Antilles
Price found within the past 48 hours. Click for updated prices.
Grand Case Beach Club
CA $1,215
per person
Nov 2 - Nov 5
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Philipsburg (SXM)
9.6/10 Exceptional! (1,002 reviews)
L'hôtel est très beau, la plage, la piscine et la vue sont magnifiques.
C'est dommage que la piscine ferme à 20h mais sinon c'est un très bel endroit pour se reposer.
Reviewed on Aug 17, 2026
The Buccaneer Beach & Golf Resort
CA $2,172
per person
Sep 18 - Sep 21
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Christiansted (STX)
9.2/10 Wonderful! (1,001 reviews)
Excellent breakfast- staff was very helpful- very clean/ a view u will never forget/ extremely comfortable beds- highly recommend staying here
Reviewed on Aug 15, 2026
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View all trips4 Night Mountain holidays in Lesser Antilles
Price found within the past 48 hours. Click for updated prices.
The Villas at Simpson Bay Resort
Pelican Key
CA $1,061
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,484 reviews)
Great place to stay. Staff was nice. Its the perfect location. So many places are in walking distance. Tons of resturants to choose from, grocery store etc.
Reviewed on Aug 17, 2026
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
CA $1,007
per person
Oct 22 - Oct 26
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,003 reviews)
The property was beautiful, clean and the staff was impeccable! They put a bottle of wine in my room on my birthday. The front desk was amazing and also the housekeepers.
Reviewed on Aug 13, 2026
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View all tripsMountain Hotels in Lesser Antilles
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! (174 reviews)
"I’ve travelled all across the Caribbean and the Montpellier hotel is by far the best I’ve stayed at. That is mostly due to the staff who are so friendly and catered to our every need within the hotel, and ensuring all our excursions from the hotel ran smoothly. I hope to return to Montpellier ..."
Reviewed on Aug 8, 2026
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 ...
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 ...
9.8/10 Exceptional! (37 reviews)
"The Golden Rock is a one of a kind property and we cannot wait to go back. The cleanliness was a 10/10 and the landscaping was absolutely stunning. The restaurant was excellent for every meal we had. I highly recommend the conch chowder. Thank you Golden Rock!"
Reviewed on Mar 26, 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.
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