
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
Price was CA $2,881, price is now CA $1,943 per person
CA $1,943
per person
Aug 13 - Aug 20
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to George Town (GCM)
9.8/10 Exceptional! (17 reviews)
The pictures don’t do this property justice. Definitely a clean luxury condo. The only con is that it’s still undergoing construction, so the gym isn’t available yet. Otherwise, the rooms are very spacious and the interior design is great. The partial ocean view is quite literally a piece of the ocean, but the rooftop pool has a great view, which *kind of* makes up for it. There is also construction going on adjacent to the property, so the trees there may not obstruct the ocean view (if they decide to take them down). All in all, I’d definitely recommend and would stay here if I visited the island again.
Reviewed on Jun 7, 2026

Silver Reef Residencies
Price was CA $4,413, price is now CA $2,944 per person
CA $2,944
per person
Aug 13 - Aug 20
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to George Town (GCM)
10/10 Exceptional! (5 reviews)
If you want peace and relaxation, or something away from the normal tourist areas, this is the spot! 30-40 minute drive to get back to town, and easy drice to learn driving on the left! We rented the penthouse so we could enjoy the rooftop, and it was totally worth it! Wake up and watch the sunrise, at night watch the sunset and the sky opens up for hours of shooting stars! The condo was spotless cean, well decorated, and stocked with everything you will need for your stay! Beds where comfy, plenty of linens for those that get chilly at night, and throw pillows gallory to allow you to feel relaxed no matter where you sit. We loved our stay so much we shared it with family and hope to start planning a family trip to come back an enjoy the space again!
Reviewed on Apr 26, 2026

Black Urchin
Price was CA $15,959, price is now CA $11,093 per person
CA $11,093
per person
Aug 13 - Aug 20
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to George Town (GCM)
10/10 Exceptional! (3 reviews)
Property is Beautiful and very private. One downside is being so far from extracurricular activities
Reviewed on Mar 26, 2025

Cayman Luxury Rentals at Ocean Paradise
Price was CA $3,296, price is now CA $2,327 per person
CA $2,327
per person
Aug 13 - Aug 20
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to George Town (GCM)
9.6/10 Exceptional! (40 reviews)
Beautiful property!! Nice and clean and quiet! House was huge! Definitely will stay again!
Reviewed on May 30, 2026

Club Suites at Rum Point
Price was CA $5,328, price is now CA $3,809 per person
CA $3,809
per person
Aug 13 - Aug 20
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to George Town (GCM)
9.4/10 Exceptional! (31 reviews)
Great place to stay. The frontage is rocky so it is not easy to walk right into the ocean but there is a ladder off the pier to enter for snorkeling. Rum Point is just around the corner- can walk on the beach or road to get to it and is a lot calmer and out of the wind. I would say the only negative was being farther away from a lot of the tourist things and snorkeling we wanted to do.
Reviewed on Apr 3, 2026
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Price found within the past 48 hours. Click for updated prices.


Kimpton Seafire Resort + Spa by IHG
Price was CA $4,263, price is now CA $4,027 per person
CA $4,027
per person
Aug 13 - Aug 20
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to George Town (GCM)
9.8/10 Exceptional! (1,001 reviews)
Kimpton Seafire did not disappoint. It’s been 5+ years since our last visit and I was thrilled to see the quality (facilities, staff, cleanliness, etc) maintained the same high standard.
Reviewed on Jun 5, 2026

Palm Heights
Price was CA $4,419, price is now CA $4,217 per person
CA $4,217
per person
Aug 13 - Aug 20
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to George Town (GCM)
10/10 Exceptional! (282 reviews)
The property is spectacular, the service is first-rate, the food is fresh, hot and delicious. The location is ideal, the trek from the room to the beach is short. We had a wonderful week and highly recommend this hotel.
Reviewed on May 26, 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 $1,561, price is now CA $1,090 per person
CA $1,090
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to George Town (GCM)
9.8/10 Exceptional! (17 reviews)
The pictures don’t do this property justice. Definitely a clean luxury condo. The only con is that it’s still undergoing construction, so the gym isn’t available yet. Otherwise, the rooms are very spacious and the interior design is great. The partial ocean view is quite literally a piece of the ocean, but the rooftop pool has a great view, which *kind of* makes up for it. There is also construction going on adjacent to the property, so the trees there may not obstruct the ocean view (if they decide to take them down). All in all, I’d definitely recommend and would stay here if I visited the island again.
Reviewed on Jun 7, 2026

Black Urchin
Price was CA $7,199, price is now CA $4,775 per person
CA $4,775
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to George Town (GCM)
10/10 Exceptional! (3 reviews)
Property is Beautiful and very private. One downside is being so far from extracurricular activities
Reviewed on Mar 26, 2025

Club Suites at Rum Point
Price was CA $2,655, price is now CA $1,887 per person
CA $1,887
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to George Town (GCM)
9.4/10 Exceptional! (31 reviews)
Great place to stay. The frontage is rocky so it is not easy to walk right into the ocean but there is a ladder off the pier to enter for snorkeling. Rum Point is just around the corner- can walk on the beach or road to get to it and is a lot calmer and out of the wind. I would say the only negative was being farther away from a lot of the tourist things and snorkeling we wanted to do.
Reviewed on Apr 3, 2026
Don't see what you're looking for?
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 $1,785, price is now CA $1,100 per person
CA $1,100
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to George Town (GCM)
8.4/10 Very Good! (1,073 reviews)
It’s right on the ocean and I really enjoyed that.
Reviewed on May 25, 2026

Point West Premier Rentals
Northwest Point
Price was CA $1,883, price is now CA $1,280 per person
CA $1,280
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to George Town (GCM)
9.8/10 Exceptional! (17 reviews)
The pictures don’t do this property justice. Definitely a clean luxury condo. The only con is that it’s still undergoing construction, so the gym isn’t available yet. Otherwise, the rooms are very spacious and the interior design is great. The partial ocean view is quite literally a piece of the ocean, but the rooftop pool has a great view, which *kind of* makes up for it. There is also construction going on adjacent to the property, so the trees there may not obstruct the ocean view (if they decide to take them down). All in all, I’d definitely recommend and would stay here if I visited the island again.
Reviewed on Jun 7, 2026

Black Urchin
Price was CA $9,350, price is now CA $6,364 per person
CA $6,364
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to George Town (GCM)
10/10 Exceptional! (3 reviews)
Property is Beautiful and very private. One downside is being so far from extracurricular activities
Reviewed on Mar 26, 2025
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