Grand Cayman Pet-friendly Vacations
Book a Hotel + Flight or Car together to unlock savings
Photo by Cayman Islands Department of Tourism
- Plan, book, travel with confidence
- Better togetherSave up to CA $750 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 Pet-friendly hotel deals in Grand Cayman
Price found within the past 48 hours. Click for updated prices.
The Sunshine Hotel and Suites
Price was CA $1,476, price is now CA $1,388 per person
CA $1,388
per person
May 25 - May 29
just found
Roundtrip flight included
Toronto (YTO) to George Town (GCM)
9/10 Wonderful! (1,004 reviews)
Beautiful clean rooms. Comfy bed. Immaculate bathrooms. Friendly and helpful staff.
Reviewed on Apr 17, 2026
Kimpton Seafire Resort + Spa by IHG
Price was CA $3,146, price is now CA $2,831 per person
CA $2,831
per person
Jun 29 - Jul 3
found 4 hours ago
Roundtrip flight included
Toronto (YYZ) to George Town (GCM)
9.8/10 Exceptional! (1,000 reviews)
The offer of another room after check out was appreciated to bridge the gap between checkout at airport , but the denial of spa facilities such as a team room and sauna unless I ponied up for “services” was inexplicable given that i was paying £1500 per night!
Reviewed on Apr 22, 2026
The Ritz-Carlton, Grand Cayman
Price was CA $13,562, price is now CA $13,558 per person
CA $13,558
per person
May 25 - May 29
just found
Roundtrip flight included
Toronto (YTO) to George Town (GCM)
9.6/10 Exceptional! (1,002 reviews)
This property is absolutely perfect, all around incredible and worth every penny
Reviewed on Apr 17, 2026
Don't see what you're looking for?
See all available trips from Columbus to Grand Cayman
View all trips5* Pet-friendly holidays in Grand Cayman
Price found within the past 48 hours. Click for updated prices.
Kimpton Seafire Resort + Spa by IHG
Price was CA $3,146, price is now CA $2,831 per person
CA $2,831
per person
Jun 29 - Jul 3
found 4 hours ago
Roundtrip flight included
Toronto (YYZ) to George Town (GCM)
9.8/10 Exceptional! (1,000 reviews)
The offer of another room after check out was appreciated to bridge the gap between checkout at airport , but the denial of spa facilities such as a team room and sauna unless I ponied up for “services” was inexplicable given that i was paying £1500 per night!
Reviewed on Apr 22, 2026
The Ritz-Carlton, Grand Cayman
Price was CA $13,562, price is now CA $13,558 per person
CA $13,558
per person
May 25 - May 29
just found
Roundtrip flight included
Toronto (YTO) to George Town (GCM)
9.6/10 Exceptional! (1,002 reviews)
This property is absolutely perfect, all around incredible and worth every penny
Reviewed on Apr 17, 2026
Don't see what you're looking for?
See all available trips from Columbus to Grand Cayman
View all trips3 Night Pet-friendly holidays in Grand Cayman
Price found within the past 48 hours. Click for updated prices.
The Sunshine Hotel and Suites
Price was CA $1,054, price is now CA $995 per person
CA $995
per person
May 30 - Jun 1
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to George Town (GCM)
9/10 Wonderful! (1,004 reviews)
Beautiful clean rooms. Comfy bed. Immaculate bathrooms. Friendly and helpful staff.
Reviewed on Apr 17, 2026
Kimpton Seafire Resort + Spa by IHG
Price was CA $6,305, price is now CA $6,290 per person
CA $6,290
per person
May 30 - Jun 1
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to George Town (GCM)
9.8/10 Exceptional! (1,000 reviews)
The offer of another room after check out was appreciated to bridge the gap between checkout at airport , but the denial of spa facilities such as a team room and sauna unless I ponied up for “services” was inexplicable given that i was paying £1500 per night!
Reviewed on Apr 22, 2026
The Ritz-Carlton, Grand Cayman
Price was CA $2,373, price is now CA $2,373 per person
CA $2,373
per person
May 30 - Jun 1
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to George Town (GCM)
9.6/10 Exceptional! (1,002 reviews)
This property is absolutely perfect, all around incredible and worth every penny
Reviewed on Apr 17, 2026
Don't see what you're looking for?
See all available trips from Columbus to Grand Cayman
View all trips4 Night Pet-friendly holidays in Grand Cayman
Price found within the past 48 hours. Click for updated prices.
The Grand Caymanian Resort
Price was CA $1,277, price is now CA $1,123 per person
CA $1,123
per person
May 25 - May 29
just found
Roundtrip flight included
Toronto (YTO) to George Town (GCM)
8.2/10 Very Good! (475 reviews)
Room was not completely clean. Strange smell from the water in the bathroom . Noisy most times. Found dirt on the lamps. Staff was friendly and helpful . Did not realize it was pet friendly lot of barking at night . Parking was great no issues .. restaurant mess up on the order most times . But a beautiful resort …
Reviewed on Apr 8, 2026
Kimpton Seafire Resort + Spa by IHG
Price was CA $3,146, price is now CA $2,831 per person
CA $2,831
per person
Jun 29 - Jul 3
found 4 hours ago
Roundtrip flight included
Toronto (YYZ) to George Town (GCM)
9.8/10 Exceptional! (1,000 reviews)
The offer of another room after check out was appreciated to bridge the gap between checkout at airport , but the denial of spa facilities such as a team room and sauna unless I ponied up for “services” was inexplicable given that i was paying £1500 per night!
Reviewed on Apr 22, 2026
Holiday Inn Resort Grand Cayman by IHG
Price was CA $1,352, price is now CA $1,250 per person
CA $1,250
per person
Jun 28 - Jul 2
found 6 hours ago
Roundtrip flight included
Toronto (YYZ) to George Town (GCM)
8.2/10 Very Good! (669 reviews)
Very nice facility with lots of amenities. The on-site restaurant was amazing with fantastic and reasonably priced food with a staff beyond compare. There is also an on-site water tour company and equipment rental place that run tours to Starfish Point and Stingray City from the dock on property. Super convenient!!
Reviewed on Apr 24, 2026
Don't see what you're looking for?
See all available trips from Columbus to Grand Cayman
View all tripsPet-friendly Hotels in Grand Cayman
Grand Cayman Marriott Resort
389 West Bay Road Seven Mile Beach Grand Cayman
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 ...
9/10 Wonderful! (1,001 reviews)
Nice!
Reviewed on Apr 22, 2026
Hampton by Hilton Grand Cayman Seven Mile Beach
22 Piper Way Seven Mile Beach
Stay at this resort in Seven Mile Beach. Enjoy free breakfast, free parking, and a beach locale. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (777 reviews)
Yes
Reviewed on Apr 25, 2026
Hotel Indigo Grand Cayman by IHG
32 Seafire Way Seven Mile Beach West Bay
Book a stay at this luxury hotel in Seven Mile Beach. Enjoy free WiFi, free valet parking, and 4 restaurants. Popular attractions Seven Mile Beach and Port of ...
9.8/10 Exceptional! (606 reviews)
Great hotels for kids with the shallow pool, amazing poolside, quick walk to beach, good food onsite, helpful and kind staff!!
Reviewed on Apr 23, 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.
