Cayman Islands Adventure Vacations
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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
CA $808
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to George Town (GCM)
9.8/10 Exceptional! (219 reviews)
What a wonderful and relaxing stay! It was the perfect place to unwind after 7 days at a timeshare resort. The rooms are spacious and beautiful. The staff , especially Rose is amazing! Rose was very friendly and full of local recommendations! The pool and hot tub are a hidden oasis which we really enjoyed after a day of playing tourist. The common area was also very relaxing and the availability of a kitchen was exceptional. Nothing beat the morning coffee and enjoying it outside in the swing! We highly recommend Shangri La!
Reviewed on Aug 3, 2026
The Ritz-Carlton, Grand Cayman
CA $1,800
per person
Sep 26 - Sep 30
found 12 hours ago
Roundtrip flight included
Toronto (YYZ) to George Town (GCM)
9.6/10 Exceptional! (1,003 reviews)
A lovely experience at an excellent resort, service, amenities and hospitality were at the top of the list!
Reviewed on Aug 26, 2026
Cayman Luxury Rentals at Ocean Paradise
CA $1,521
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to George Town (GCM)
9.8/10 Exceptional! (43 reviews)
Family friendly, very equipped accommodation. Caring and quick responsive staff. Would definitely recommend the place.
Reviewed on Jul 11, 2026
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View all trips5* Adventure holidays in Cayman Islands
Price found within the past 48 hours. Click for updated prices.
The Ritz-Carlton, Grand Cayman
CA $1,800
per person
Sep 26 - Sep 30
found 12 hours ago
Roundtrip flight included
Toronto (YYZ) to George Town (GCM)
9.6/10 Exceptional! (1,003 reviews)
A lovely experience at an excellent resort, service, amenities and hospitality were at the top of the list!
Reviewed on Aug 26, 2026
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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
CA $679
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to George Town (GCM)
9.8/10 Exceptional! (219 reviews)
What a wonderful and relaxing stay! It was the perfect place to unwind after 7 days at a timeshare resort. The rooms are spacious and beautiful. The staff , especially Rose is amazing! Rose was very friendly and full of local recommendations! The pool and hot tub are a hidden oasis which we really enjoyed after a day of playing tourist. The common area was also very relaxing and the availability of a kitchen was exceptional. Nothing beat the morning coffee and enjoying it outside in the swing! We highly recommend Shangri La!
Reviewed on Aug 3, 2026
Cayman Luxury Rentals at Ocean Paradise
CA $1,283
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to George Town (GCM)
9.8/10 Exceptional! (43 reviews)
Family friendly, very equipped accommodation. Caring and quick responsive staff. Would definitely recommend the place.
Reviewed on Jul 11, 2026
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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.
The Reef Beach Resort, East End, Grand Cayman
CA $921
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to George Town (GCM)
8.4/10 Very good! (1,090 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
The Ritz-Carlton, Grand Cayman
CA $1,800
per person
Sep 26 - Sep 30
found 12 hours ago
Roundtrip flight included
Toronto (YYZ) to George Town (GCM)
9.6/10 Exceptional! (1,003 reviews)
A lovely experience at an excellent resort, service, amenities and hospitality were at the top of the list!
Reviewed on Aug 26, 2026
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View all tripsAdventure Hotels in Cayman Islands
The Reef Beach Resort, East End, Grand Cayman
2221 Queens Highway East End Grand Cayman
- 43 min drive from Seven Mile Beach
Book a stay at this beach aparthotel in East End. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
8.4/10 Very good! (1,090 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 ..."
Reviewed on Aug 20, 2026
Grand Cayman Marriott Resort
389 West Bay Road Seven Mile Beach Grand Cayman
- 5 min drive from Seven Mile Beach
CA $287
CA $448 total
Sep 8 - Sep 9
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 ...
9/10 Wonderful! (1,001 reviews)
"Rooms were clean and comfortable. The staff was polite and accommodating. The hotel was under construction so access was limited. The beach in front of the hotel was closed so shuttle service to nearby beach was provided. This was not disclosed prior to arrival."
Reviewed on Aug 26, 2026
Kimpton Seafire Resort + Spa by IHG
60 Tanager Way Seven Mile Beach Grand Cayman
- 5 min walk from Seven Mile Beach
CA $692
CA $997 total
Sep 10 - Sep 11
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 ...
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.
