Cayman Islands Adventure Holidays
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Photo by Cayman Islands Department of Tourism
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Top flight + Adventure hotel deals in Cayman Islands
Price found within the past 48 hours. Click for updated prices.
Shangri-La Boutique Bed & Breakfast
Save 100% on your flight
Price was AU$2,731, price is now AU$1,817 per person
AU$1,817
per person
9 Mar - 15 Mar
found 11 hours ago
Return direct flight included
New York (JFK) to George Town (GCM)
9.8/10 Exceptional! (198 reviews)
Really excellent service. Host took a lot of pride in giving me a tour. Very quiet after a long day of escapades. Was also very lucky to get an upgrade from the host all while remaining very affordable.
The place to stay in your next visit.
Did I mention there's a swimming pool, a jacuzzi and a lake pond to complete the view. I suppose I just did. So book now if you haven't.
Reviewed on 23 Jan 2026
Sunshine Suites Resort
Price was AU$2,796, price is now AU$2,215 per person
AU$2,215
per person
9 Mar - 15 Mar
found 11 hours ago
Return direct flight included
New York (JFK) to George Town (GCM)
9/10 Wonderful! (1,001 reviews)
The beds were very comfortable the shower excellent and the staff excellent professional and super friendly.
We are ate The Westin as sunshine grill being refurbished. Would return
Reviewed on 16 Jan 2026
Kimpton Seafire Resort + Spa by IHG
Save 100% on your flight
Price was AU$7,812, price is now AU$6,870 per person
AU$6,870
per person
9 Mar - 15 Mar
found 11 hours ago
Return direct flight included
New York (JFK) to George Town (GCM)
9.8/10 Exceptional! (953 reviews)
Had a great stay at this property. The staff was terrific
Reviewed on 21 Jan 2026
Regal Beach Club
Price was AU$4,542, price is now AU$4,181 per person
AU$4,181
per person
9 Mar - 15 Mar
found 11 hours ago
Return direct flight included
New York (JFK) to George Town (GCM)
9.6/10 Exceptional! (275 reviews)
Lovely staff. Great accommodations! Well maintained grounds. Actually, has a beach unlike the Marriott next door. Close to restaurants. 10 minute walk to Camana Bay with many restaurants shopping grocery and liquor stores
Reviewed on 23 Jan 2026
The Westin Grand Cayman Seven Mile Beach Resort & Spa
Price was AU$6,174, price is now AU$5,751 per person
AU$5,751
per person
9 Mar - 15 Mar
found 11 hours ago
Return direct flight included
New York (JFK) to George Town (GCM)
9/10 Wonderful! (1,004 reviews)
Great stay this week! Will definitely be back again!
Reviewed on 18 Jan 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
Price was AU$6,574, price is now AU$6,574 per person
AU$6,574
per person
9 Mar - 15 Mar
found 11 hours ago
Return direct flight included
New York (JFK) to George Town (GCM)
9.6/10 Exceptional! (1,004 reviews)
Arrival was unpleasant because their system did not reflect my reservation correctly.
It took Expedia’s intervention to correct it and force them to honor it.
The room was in good condition. However, de Air conditioner did work correctly.
The property and staff are good.
But, access to the beach area is across the street.
A Long walk every time you want to go to the beach.
Reviewed on 11 Jan 2026
Kimpton Seafire Resort + Spa by IHG
Save 100% on your flight
Price was AU$7,812, price is now AU$6,870 per person
AU$6,870
per person
9 Mar - 15 Mar
found 11 hours ago
Return direct flight included
New York (JFK) to George Town (GCM)
9.8/10 Exceptional! (953 reviews)
Had a great stay at this property. The staff was terrific
Reviewed on 21 Jan 2026
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See all available trips from Columbus to Cayman Islands
View all tripsTop Adventure Cayman Islands Hotels
Wyndham Reef Resort Grand Cayman
2221 Queens Highway East End Grand Cayman
Stay at this beach resort in East End. Enjoy free Wi-Fi, 2 outdoor pools and a full-service spa. Our guests praise the helpful staff in their reviews. Popular ...
8.4/10 Very Good! (1,032 reviews)
Staff did a great job!
Reviewed on 20 Jan 2026
Grand Cayman Marriott Resort
389 West Bay Road Seven Mile Beach Grand Cayman
The price is AU$1,184 per night from 26 Jan to 27 Jan
AU$1,184
26 Jan - 27 Jan
includes taxes & fees
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 clean rooms ...
8.8/10 Excellent! (1,002 reviews)
Staff was friendly and wonderful everywhere!
Reviewed on 18 Jan 2026
Kimpton Seafire Resort + Spa by IHG
60 Tanager Way Seven Mile Beach Grand Cayman
The price is AU$1,673 per night from 22 Feb to 23 Feb
AU$1,673
22 Feb - 23 Feb
includes taxes & fees
Stay at this luxury hotel in Seven Mile Beach. Enjoy free Wi-Fi, free parking and a full-service spa. Our guests praise the helpful staff and the property condition ...
9.8/10 Exceptional! (984 reviews)
Had a great stay at this property. The staff was terrific
Reviewed on 21 Jan 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
