Cayman Islands Cheap Vacations
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Flight and Cheap hotel deals in Cayman Islands
Price found within the past 48 hours. Click for updated prices.
Kimpton Seafire Resort + Spa by IHG
CA $1,247
per person
Sep 21 - Sep 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to George Town (GCM)
9.8/10 Exceptional! (1,005 reviews)
Excellent resort - Perfect location, professional staff, and pristine beach. Highly recommended!!
Reviewed on Aug 21, 2026
The Ritz-Carlton, Grand Cayman
CA $1,408
per person
Sep 21 - Sep 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to George Town (GCM)
9.6/10 Exceptional! (1,003 reviews)
Bueno en realidad es bien difícil de poder describir una maravilla de el mundo ,quiero decirles que todo todo en general
ESPECTACULAR 100 %
SÚPER RECOMENDADO ❤️🫶
Reviewed on Aug 20, 2026
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View all trips5* Cheap holidays in Cayman Islands
Price found within the past 48 hours. Click for updated prices.
Kimpton Seafire Resort + Spa by IHG
CA $1,247
per person
Sep 21 - Sep 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to George Town (GCM)
9.8/10 Exceptional! (1,005 reviews)
Excellent resort - Perfect location, professional staff, and pristine beach. Highly recommended!!
Reviewed on Aug 21, 2026
The Ritz-Carlton, Grand Cayman
CA $1,408
per person
Sep 21 - Sep 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to George Town (GCM)
9.6/10 Exceptional! (1,003 reviews)
Bueno en realidad es bien difícil de poder describir una maravilla de el mundo ,quiero decirles que todo todo en general
ESPECTACULAR 100 %
SÚPER RECOMENDADO ❤️🫶
Reviewed on Aug 20, 2026
Don't see what you're looking for?
See all available trips from Columbus to Cayman Islands
View all trips3 Night Cheap holidays in Cayman Islands
Price found within the past 48 hours. Click for updated prices.
Kimpton Seafire Resort + Spa by IHG
CA $1,247
per person
Sep 21 - Sep 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to George Town (GCM)
9.8/10 Exceptional! (1,005 reviews)
Excellent resort - Perfect location, professional staff, and pristine beach. Highly recommended!!
Reviewed on Aug 21, 2026
Don't see what you're looking for?
See all available trips from Columbus to Cayman Islands
View all trips4 Night Cheap holidays in Cayman Islands
Price found within the past 48 hours. Click for updated prices.
The Reef Beach Resort, East End, Grand Cayman
CA $962
per person
Sep 21 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to George Town (GCM)
8.4/10 Very good! (1,089 reviews)
The beach was closed due to a huge amount of seaweed rotting on the beach, the smell was overwhelming, their solution was to bus you to the other side of the island to a public beach every day. I understand they can't help what nature does but they should have sent an email warning people, and offering to either refund their money or change their week depending upon the information. I have been going to that resort for many years, this time it was so rundown and filthy. I will never return.
Reviewed on Aug 20, 2026
Kimpton Seafire Resort + Spa by IHG
CA $1,501
per person
Sep 21 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to George Town (GCM)
9.8/10 Exceptional! (1,005 reviews)
Excellent resort - Perfect location, professional staff, and pristine beach. Highly recommended!!
Reviewed on Aug 21, 2026
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See all available trips from Columbus to Cayman Islands
View all tripsCheap Hotels in Cayman Islands
The Locale Hotel Grand Cayman
455 West Bay Road Seven Mile Beach Grand Cayman
- 5 min drive from Seven Mile Beach
CA $174
CA $271 total
Aug 23 - Aug 24
includes taxes & fees
Book a stay at this business-friendly hotel in Seven Mile Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (1,008 reviews)
"The room was spacious, clean and in an area that was accessible to many choices for food. The beach is also near. The staff were helpful and kind. The breakfast however, seemed mid but did the job."
Reviewed on Aug 21, 2026
The Sunshine Hotel and Suites
1465 Esterley Tibbetts Seven Mile Beach Grand Cayman
- 15 min walk from Seven Mile Beach
CA $209
CA $335 total
Sep 2 - Sep 3
includes taxes & fees
Book a stay at this beach hotel in Seven Mile Beach. Enjoy breakfast (surcharge), room service, and beach cabanas (surcharge). Our guests praise the restaurant ...
9/10 Wonderful! (1,005 reviews)
"This is cute quaint hotel, the staff are very friendly. I would stay here again"
Reviewed on Aug 21, 2026
Hampton by Hilton Grand Cayman Seven Mile Beach
22 Piper Way Seven Mile Beach
- 5 min drive from Seven Mile Beach
CA $243
CA $373 total
Aug 28 - Aug 29
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. ...
9.2/10 Wonderful! (884 reviews)
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Reviewed on Aug 20, 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.
