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.
Simpson Bay Resort, Marina & Spa
Pelican Key
Price was CA $1,976, price is now CA $1,112 per person
CA $1,112
per person
Aug 31 - Sep 4
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
9/10 Wonderful! (1,810 reviews)
Clean room. Easy check in. Great view.
Reviewed on Jun 29, 2026
The Villas at Simpson Bay Resort
Pelican Key
Price was CA $2,222, price is now CA $1,208 per person
CA $1,208
per person
Aug 31 - Sep 4
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,429 reviews)
The room was clean, with tiled floors, which I loved. It was a littttleee dated but nothing overtly bad about that. I booked the villa which was basically two adjoining rooms for a family of 4, and it was so spacious! I could see 6 adults EASILY sharing the space. The private beach of the properly was a little pebbly, but there is an easily accessible more "public" beach with the typical soft, white Caribbean sand. The restaurants on site were all pretty good, as was the included buffet breakfast if you purchase as part of your package. I found that SUPER worth it. The gym was great, so much versitility. The pool was nice but with the beach right there I never used it.
Reviewed on Jun 29, 2026
COCOS Hotel - Adults Only - Caters to Couples - All Inclusive
Price was CA $2,342, price is now CA $2,022 per person
CA $2,022
per person
Aug 30 - Sep 3
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to St. John's (ANU)
9.4/10 Exceptional! (815 reviews)
Staff was excellent! Evrything was well put together and matched the description that was on the booking website. My wife and I were very well pleased with our stay.
Reviewed on Jun 29, 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
Price was CA $2,518, price is now CA $2,405 per person
CA $2,405
per person
Aug 8 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Basseterre (SKB)
9.4/10 Exceptional! (146 reviews)
Beautiful beach, rooms, and restaurants. Incredible staff. Both friendly and very good at their work.
Reviewed on Jun 21, 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.
The Villas at Simpson Bay Resort
Pelican Key
Price was CA $1,839, price is now CA $1,054 per person
CA $1,054
per person
Sep 3 - Sep 6
found 15 hours ago
Roundtrip flight included
Toronto (YTO) to Philipsburg (SXM)
9.2/10 Wonderful! (1,429 reviews)
The room was clean, with tiled floors, which I loved. It was a littttleee dated but nothing overtly bad about that. I booked the villa which was basically two adjoining rooms for a family of 4, and it was so spacious! I could see 6 adults EASILY sharing the space. The private beach of the properly was a little pebbly, but there is an easily accessible more "public" beach with the typical soft, white Caribbean sand. The restaurants on site were all pretty good, as was the included buffet breakfast if you purchase as part of your package. I found that SUPER worth it. The gym was great, so much versitility. The pool was nice but with the beach right there I never used it.
Reviewed on Jun 29, 2026
Simpson Bay Resort, Marina & Spa
Pelican Key
Price was CA $2,296, price is now CA $1,537 per person
CA $1,537
per person
Aug 8 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
9/10 Wonderful! (1,810 reviews)
Clean room. Easy check in. Great view.
Reviewed on Jun 29, 2026
Esmeralda Resort
Price was CA $1,904, price is now CA $1,487 per person
CA $1,487
per person
Aug 8 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
8.6/10 Excellent! (533 reviews)
The location was amazing. Restaurant and beaches were superb! Our pool needed a good cleaning with some algae on the walls but otherwise a perfect location
Reviewed on Jun 18, 2026
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See all available trips from Columbus to Lesser Antilles
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
Price was CA $3,035, price is now CA $1,804 per person
CA $1,804
per person
Aug 1 - Aug 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Philipsburg (SXM)
9.2/10 Wonderful! (1,429 reviews)
The room was clean, with tiled floors, which I loved. It was a littttleee dated but nothing overtly bad about that. I booked the villa which was basically two adjoining rooms for a family of 4, and it was so spacious! I could see 6 adults EASILY sharing the space. The private beach of the properly was a little pebbly, but there is an easily accessible more "public" beach with the typical soft, white Caribbean sand. The restaurants on site were all pretty good, as was the included buffet breakfast if you purchase as part of your package. I found that SUPER worth it. The gym was great, so much versitility. The pool was nice but with the beach right there I never used it.
Reviewed on Jun 29, 2026
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
Price was CA $1,333, price is now CA $915 per person
CA $915
per person
Aug 30 - Sep 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Philipsburg (SXM)
9.2/10 Wonderful! (1,003 reviews)
Quiet, peaceful, serene stay. Everything is 5 out of 5!
Reviewed on Jun 25, 2026
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See all available trips from Columbus to Lesser Antilles
View all tripsMountain Hotels in Lesser Antilles
Montpelier Nevis
Montpelier Estate Charlestown Nevis
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! (170 reviews)
"We had a great stay. Lovely property and gardens."
Reviewed on Apr 24, 2026
Mafolie Hotel
7091 Estate Mafolie St. Thomas
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 ...
8.8/10 Excellent! (1,000 reviews)
"great staff"
Reviewed on Jun 20, 2026
Golden Rock Inn
Charlestown Gingerland Nevis
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
