Cayman Islands Adventure Vacations
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Photo by Cayman Islands Department of Tourism
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Flight and Adventure hotel deals in Cayman Islands
Price found within the past 48 hours. Click for updated prices.
Shangri-La Boutique Bed & Breakfast
Price was CA $1,105, price is now CA $799 per person
CA $799
per person
Apr 12 - Apr 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to George Town (GCM)
9.8/10 Exceptional! (198 reviews)
Shangri-La Boutique is lovely! Very quiet and tranquil. Our Host Rose is very friendly and helpful, really goes out of her way to make sure her guests have the best experience.
Reviewed on Jan 25, 2026
Kimpton Seafire Resort + Spa by IHG
Price was CA $8,003, price is now CA $7,049 per person
CA $7,049
per person
Apr 12 - Apr 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to George Town (GCM)
9.8/10 Exceptional! (953 reviews)
The room was great! I loved the view and the pillows were great. The night lights in the room are unique.
I loved the frozen grapes and popsicles they hand out on the beach. I fell pampered. Great and such kind people. Loved my stay!
Reviewed on Feb 4, 2026
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View all trips5* Adventure holidays in Cayman Islands
Price found within the past 48 hours. Click for updated prices.
Kimpton Seafire Resort + Spa by IHG
Price was CA $8,003, price is now CA $7,049 per person
CA $7,049
per person
Apr 12 - Apr 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to George Town (GCM)
9.8/10 Exceptional! (953 reviews)
The room was great! I loved the view and the pillows were great. The night lights in the room are unique.
I loved the frozen grapes and popsicles they hand out on the beach. I fell pampered. Great and such kind people. Loved my stay!
Reviewed on Feb 4, 2026
Don't see what you're looking for?
See all available trips from Columbus to Cayman Islands
View all trips3 Night Adventure holidays in Cayman Islands
Price found within the past 48 hours. Click for updated prices.
Shangri-La Boutique Bed & Breakfast
Price was CA $1,105, price is now CA $799 per person
CA $799
per person
Apr 12 - Apr 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to George Town (GCM)
9.8/10 Exceptional! (198 reviews)
Shangri-La Boutique is lovely! Very quiet and tranquil. Our Host Rose is very friendly and helpful, really goes out of her way to make sure her guests have the best experience.
Reviewed on Jan 25, 2026
Don't see what you're looking for?
See all available trips from Columbus to Cayman Islands
View all trips4 Night Adventure holidays in Cayman Islands
Price found within the past 48 hours. Click for updated prices.
Shangri-La Boutique Bed & Breakfast
Price was CA $1,381, price is now CA $963 per person
CA $963
per person
Apr 16 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to George Town (GCM)
9.8/10 Exceptional! (198 reviews)
Shangri-La Boutique is lovely! Very quiet and tranquil. Our Host Rose is very friendly and helpful, really goes out of her way to make sure her guests have the best experience.
Reviewed on Jan 25, 2026
Don't see what you're looking for?
See all available trips from Columbus to Cayman Islands
View all tripsAdventure Hotels in Cayman Islands
Wyndham Reef Resort Grand Cayman
2221 Queens Highway East End Grand Cayman
Book a stay at this beach resort in East End. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (1,036 reviews)
Clean rooms and friendly helpful staff
Reviewed on Feb 3, 2026
Grand Cayman Marriott Resort
389 West Bay Road Seven Mile Beach Grand Cayman
The price is CA $890 per night from Mar 6 to Mar 7
CA $890
CA $1,200 total
Mar 6 - Mar 7
includes taxes & fees
Book a stay at this luxury resort in Seven Mile Beach. Enjoy free parking, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the ...
8.8/10 Excellent! (1,002 reviews)
All the staff were excellent and very helpful. The upgraded ocean front room to junior suite ocean front was a real plus. Bedding was of good quality. Very large TV was appreciated. Renovated suite was pleasant to be in. Lovely gift shop on main floor, and excellent meals.
Reviewed on Feb 6, 2026
Kimpton Seafire Resort + Spa by IHG
60 Tanager Way Seven Mile Beach Grand Cayman
The price is CA $1,264 per night from Feb 22 to Feb 23
CA $1,264
CA $1,709 total
Feb 22 - Feb 23
includes taxes & fees
Book a stay at this luxury hotel in Seven Mile Beach. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property ...
9.8/10 Exceptional! (989 reviews)
The room was great! I loved the view and the pillows were great. The night lights in the room are unique. I loved the frozen grapes and popsicles they hand out on the beach. I fell pampered. Great and such kind people. Loved my stay!
Reviewed on Feb 4, 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.
