Lesser Antilles Mountain Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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
Pelican Key
Price was CA $1,252, price is now CA $1,077 per person
CA $1,077
per person
Jul 13 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Philipsburg (SXM)
9.2/10 Wonderful! (1,548 reviews)
Everything was great. Clean room, beautiful beach with amazing views. had a great week! will return
Reviewed on May 12, 2026
Simpson Bay Resort, Marina & Spa
Pelican Key
Price was CA $3,386, price is now CA $1,214 per person
CA $1,214
per person
Jun 14 - Jun 21
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to Philipsburg (SXM)
9/10 Wonderful! (1,695 reviews)
The beach was excellent. The property was old and outdated and could use a better shuttle system. The A/C units in the rooms weren't cooling good enough so the rooms were warm
Reviewed on May 11, 2026
Esmeralda Resort
Price was CA $1,567, price is now CA $1,135 per person
CA $1,135
per person
Jul 13 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Philipsburg (SXM)
8.6/10 Excellent! (528 reviews)
I suggest they add a loveseat and coffee table to add a level of comfort. The rooms are large and could handle the additional furniture.
Reviewed on May 9, 2026
COCOS Hotel - Adults Only - Caters to Couples - All Inclusive
Price was CA $7,336, price is now CA $5,455 per person
CA $5,455
per person
Jul 13 - Jul 19
found 1 day ago
Roundtrip flight included
Detroit (DTW) to St. John's (ANU)
9.4/10 Exceptional! (797 reviews)
Great beaches with safe swimming areas and clear water
Reviewed on May 11, 2026
Don't see what you're looking for?
See all available trips from Columbus to Lesser Antilles
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 $5,643, price is now CA $5,090 per person
CA $5,090
per person
Jun 13 - Jun 20
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YTO) to Basseterre (SKB)
9.4/10 Exceptional! (145 reviews)
The staff was wonderful. The location was extraordinary. Quiet, peaceful. Beautiful.
Blue water. Nice beach. Overall a wonderful experience.
Reviewed on Apr 14, 2026
Don't see what you're looking for?
See all available trips from Columbus to Lesser Antilles
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 $1,924, price is now CA $996 per person
CA $996
per person
Jul 20 - Jul 23
found 9 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)
9.2/10 Wonderful! (1,383 reviews)
Staff very friendly.
Reviewed on May 12, 2026
COCOS Hotel - Adults Only - Caters to Couples - All Inclusive
Price was CA $4,600, price is now CA $3,909 per person
CA $3,909
per person
Jun 25 - Jun 28
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YTO) to St. John's (ANU)
9.4/10 Exceptional! (797 reviews)
Great beaches with safe swimming areas and clear water
Reviewed on May 11, 2026
Don't see what you're looking for?
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.
Sea Gate Hotel
Isabel II
Price was CA $1,140, price is now CA $985 per person
CA $985
per person
Jul 15 - Jul 19
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Vieques (VQS)
9.6/10 Exceptional! (1,001 reviews)
Cute little place off the beaten path :) would stay again
Reviewed on May 12, 2026
Simpson Bay Resort, Marina & Spa
Pelican Key
Price was CA $2,541, price is now CA $1,542 per person
CA $1,542
per person
Jun 25 - Jun 29
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Philipsburg (SXM)
9/10 Wonderful! (1,695 reviews)
The beach was excellent. The property was old and outdated and could use a better shuttle system. The A/C units in the rooms weren't cooling good enough so the rooms were warm
Reviewed on May 11, 2026
COCOS Hotel - Adults Only - Caters to Couples - All Inclusive
Price was CA $4,970, price is now CA $3,716 per person
CA $3,716
per person
Jul 15 - Jul 19
found 9 hours ago
Roundtrip flight included
Toronto (YTO) to St. John's (ANU)
9.4/10 Exceptional! (797 reviews)
Great beaches with safe swimming areas and clear water
Reviewed on May 11, 2026
Don't see what you're looking for?
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! (1,013 reviews)
The restaurant where I had the fried snapper was the best best best. Staff was nice and things were easily to assess.
Reviewed on May 11, 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.
More vacations you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
