Cayman Islands Pet-friendly Vacations

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Flight and Pet-friendly hotel deals in Cayman Islands

Price found within the past 48 hours. Click for updated prices.
The Sunshine Hotel and Suites

The Sunshine Hotel and Suites

CA $965
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to George Town (GCM)
9/10 Wonderful! (1,007 reviews)
The hotel was great. Brand new, clean, comfortable beds. The restaurant was delicious and in walking distance to so many great places. The Westin is across the street and you have access to everything there. There is a bus stop at the corner which was also very helpful. Highly recommend.

Reviewed on Sep 14, 2026

Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

CA $1,495
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to George Town (GCM)
9.8/10 Exceptional! (1,005 reviews)
We had an amazing stay! Everything about the resort was outstanding, but what really stood out was the service. Every staff member we encountered was incredibly friendly, helpful, and welcoming, which made our experience even more enjoyable. The resort itself was beautiful, modern, and exceptionally clean. Everything felt very well maintained, and overall, our stay exceeded our expectations. The only thing to be aware of is the cost of food and drinks. This isn’t necessarily a negative about the resort, as the Cayman Islands in general can be quite expensive, but food and beverages were definitely pricey. Just be prepared to budget accordingly. Overall, we had a fantastic experience and truly enjoyed our stay. The excellent service, beautiful property, and welcoming atmosphere made it a memorable vacation. I would absolutely recommend this resort!

Reviewed on Sep 12, 2026

The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

CA $2,333
per person
Nov 14 - Nov 17
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to George Town (GCM)
9.6/10 Exceptional! (1,000 reviews)
Don't see what you're looking for?
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5* Pet-friendly holidays in Cayman Islands

Price found within the past 48 hours. Click for updated prices.
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

CA $1,495
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to George Town (GCM)
9.8/10 Exceptional! (1,005 reviews)
We had an amazing stay! Everything about the resort was outstanding, but what really stood out was the service. Every staff member we encountered was incredibly friendly, helpful, and welcoming, which made our experience even more enjoyable. The resort itself was beautiful, modern, and exceptionally clean. Everything felt very well maintained, and overall, our stay exceeded our expectations. The only thing to be aware of is the cost of food and drinks. This isn’t necessarily a negative about the resort, as the Cayman Islands in general can be quite expensive, but food and beverages were definitely pricey. Just be prepared to budget accordingly. Overall, we had a fantastic experience and truly enjoyed our stay. The excellent service, beautiful property, and welcoming atmosphere made it a memorable vacation. I would absolutely recommend this resort!

Reviewed on Sep 12, 2026

The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

CA $1,943
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to George Town (GCM)
9.6/10 Exceptional! (1,000 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Cayman Islands
View all trips

3 Night Pet-friendly holidays in Cayman Islands

Price found within the past 48 hours. Click for updated prices.
The Sunshine Hotel and Suites

The Sunshine Hotel and Suites

CA $1,103
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to George Town (GCM)
9/10 Wonderful! (1,007 reviews)
The hotel was great. Brand new, clean, comfortable beds. The restaurant was delicious and in walking distance to so many great places. The Westin is across the street and you have access to everything there. There is a bus stop at the corner which was also very helpful. Highly recommend.

Reviewed on Sep 14, 2026

Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

CA $1,484
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to George Town (GCM)
9.8/10 Exceptional! (1,005 reviews)
We had an amazing stay! Everything about the resort was outstanding, but what really stood out was the service. Every staff member we encountered was incredibly friendly, helpful, and welcoming, which made our experience even more enjoyable. The resort itself was beautiful, modern, and exceptionally clean. Everything felt very well maintained, and overall, our stay exceeded our expectations. The only thing to be aware of is the cost of food and drinks. This isn’t necessarily a negative about the resort, as the Cayman Islands in general can be quite expensive, but food and beverages were definitely pricey. Just be prepared to budget accordingly. Overall, we had a fantastic experience and truly enjoyed our stay. The excellent service, beautiful property, and welcoming atmosphere made it a memorable vacation. I would absolutely recommend this resort!

Reviewed on Sep 12, 2026

The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

CA $2,333
per person
Nov 14 - Nov 17
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to George Town (GCM)
9.6/10 Exceptional! (1,000 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Cayman Islands
View all trips

4 Night Pet-friendly holidays in Cayman Islands

Price found within the past 48 hours. Click for updated prices.
The Sunshine Hotel and Suites

The Sunshine Hotel and Suites

CA $965
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to George Town (GCM)
9/10 Wonderful! (1,007 reviews)
The hotel was great. Brand new, clean, comfortable beds. The restaurant was delicious and in walking distance to so many great places. The Westin is across the street and you have access to everything there. There is a bus stop at the corner which was also very helpful. Highly recommend.

Reviewed on Sep 14, 2026

Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

CA $1,495
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to George Town (GCM)
9.8/10 Exceptional! (1,005 reviews)
We had an amazing stay! Everything about the resort was outstanding, but what really stood out was the service. Every staff member we encountered was incredibly friendly, helpful, and welcoming, which made our experience even more enjoyable. The resort itself was beautiful, modern, and exceptionally clean. Everything felt very well maintained, and overall, our stay exceeded our expectations. The only thing to be aware of is the cost of food and drinks. This isn’t necessarily a negative about the resort, as the Cayman Islands in general can be quite expensive, but food and beverages were definitely pricey. Just be prepared to budget accordingly. Overall, we had a fantastic experience and truly enjoyed our stay. The excellent service, beautiful property, and welcoming atmosphere made it a memorable vacation. I would absolutely recommend this resort!

Reviewed on Sep 12, 2026

The Grand Caymanian Resort

The Grand Caymanian Resort

CA $1,245
per person
Nov 18 - Nov 22
found 17 hours ago
Roundtrip flight included
Toronto (YYZ) to George Town (GCM)
8.4/10 Very good! (521 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Cayman Islands
View all trips

Pet-friendly Hotels in Cayman Islands

Grand Cayman Marriott Beach Resort.

Grand Cayman Marriott Beach Resort.

389 West Bay Road Seven Mile Beach Grand Cayman
  • 5 min drive from Seven Mile Beach
CA $328
CA $501 total
Sep 24 - Sep 25
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 ...
Grand Cayman Marriott Beach Resort.
The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

West Bay Road Seven Mile Beach Grand Cayman
  • 17 min walk from Seven Mile Beach
CA $845
CA $1,192 total
Sep 15 - Sep 16
includes taxes & fees
Book a stay at this luxury resort in Seven Mile Beach. Enjoy free WiFi, free valet parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. ...
The Ritz-Carlton, Grand Cayman
Hampton by Hilton Grand Cayman Seven Mile Beach

Hampton by Hilton Grand Cayman Seven Mile Beach

22 Piper Way Seven Mile Beach
  • 5 min drive from Seven Mile Beach
CA $250
CA $382 total
Sep 20 - Sep 21
includes taxes & fees
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. ...
Hampton by Hilton Grand Cayman Seven Mile Beach
See all 1,566 properties in Cayman Islands
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.