Cayman Islands Mountain Vacations
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Flight and Mountain hotel deals in Cayman Islands
Price found within the past 48 hours. Click for updated prices.
Point West Premier Rentals
Northwest Point
Save 100% on your flight
Price was CA $5,685, price is now CA $3,568 per person
CA $3,568
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to George Town (GCM)
9.8/10 Exceptional! (29 reviews)
The room is in excellent conditions, Host is very nice and easy to communicate with. The rooms are very spacious as well as the living room and kitchen. Private Parking under roof.
Reviewed on Oct 26, 2026
The Grove and The Grove Too
Save 100% on your flight
Price was CA $8,516, price is now CA $5,239 per person
CA $5,239
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to George Town (GCM)
9.6/10 Exceptional! (259 reviews)
The place is beautiful and it was a great location to restaurants and a grocery store, walking distance to the beach and other restaurants around the area.
Reviewed on Oct 25, 2026
Cayman Luxury Rentals at Ocean Paradise
Save 100% on your flight
Price was CA $8,054, price is now CA $5,696 per person
CA $5,696
per person
Jan 1 - Jan 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to George Town (GCM)
9.8/10 Exceptional! (43 reviews)
Family friendly, very equipped accommodation. Caring and quick responsive staff. Would definitely recommend the place.
Reviewed on Jul 11, 2026
Club Suites at Rum Point
Save 100% on your flight
Price was CA $6,324, price is now CA $4,750 per person
CA $4,750
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to George Town (GCM)
9.6/10 Exceptional! (35 reviews)
Little slice of heaven. The condo is spacious and well appointed. They’ve thought of everything. Restaurant is very good.
Reviewed on Sep 6, 2026
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View all trips5* Mountain holidays in Cayman Islands
Price found within the past 48 hours. Click for updated prices.
The Grove and The Grove Too
Save 100% on your flight
Price was CA $8,516, price is now CA $5,239 per person
CA $5,239
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to George Town (GCM)
9.6/10 Exceptional! (259 reviews)
The place is beautiful and it was a great location to restaurants and a grocery store, walking distance to the beach and other restaurants around the area.
Reviewed on Oct 25, 2026
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View all trips3 Night Mountain holidays in Cayman Islands
Price found within the past 48 hours. Click for updated prices.
Point West Premier Rentals
Northwest Point
Price was CA $2,628, price is now CA $1,779 per person
CA $1,779
per person
Nov 26 - Nov 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to George Town (GCM)
9.8/10 Exceptional! (29 reviews)
The room is in excellent conditions, Host is very nice and easy to communicate with. The rooms are very spacious as well as the living room and kitchen. Private Parking under roof.
Reviewed on Oct 26, 2026
The Grove and The Grove Too
Price was CA $4,333, price is now CA $2,883 per person
CA $2,883
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to George Town (GCM)
9.6/10 Exceptional! (259 reviews)
The place is beautiful and it was a great location to restaurants and a grocery store, walking distance to the beach and other restaurants around the area.
Reviewed on Oct 25, 2026
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See all available trips from Columbus to Cayman Islands
View all trips4 Night Mountain holidays in Cayman Islands
Price found within the past 48 hours. Click for updated prices.
The Reef Beach Resort, East End, Grand Cayman
Price was CA $1,584, price is now CA $974 per person
CA $974
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to George Town (GCM)
8.4/10 Very good! (1,101 reviews)
Loved the walkout except at night when sound travelled into the unit from the pool, adjoining decks like they were in the building.
Linens could be improved….old, poor quality.
Great people/staff. Stay here often because of them.
Reviewed on Oct 26, 2026
The Grove and The Grove Too
Save 100% on your flight
Price was CA $2,371, price is now CA $1,417 per person
CA $1,417
per person
Jan 19 - Jan 23
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to George Town (GCM)
9.6/10 Exceptional! (259 reviews)
The place is beautiful and it was a great location to restaurants and a grocery store, walking distance to the beach and other restaurants around the area.
Reviewed on Oct 25, 2026
Point West Premier Rentals
Northwest Point
Price was CA $2,578, price is now CA $1,665 per person
CA $1,665
per person
Dec 6 - Dec 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to George Town (GCM)
9.8/10 Exceptional! (29 reviews)
The room is in excellent conditions, Host is very nice and easy to communicate with. The rooms are very spacious as well as the living room and kitchen. Private Parking under roof.
Reviewed on Oct 26, 2026
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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.
