Grand Cayman Adventure Holidays
Book a Adventure Hotel + Flight or Car together to unlock savings
Photo by Cayman Islands Department of Tourism
- Plan, book, travel with confidence
- Better togetherSave up to £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 easyPackages with flights are ATOL protected
Top flight + Adventure hotel deals in Grand Cayman
Price found within the past 48 hours. Click for updated prices.
Shangri-La Boutique Bed & Breakfast
Price was £720, price is now £606 per person
£606
per person
24 Sept - 28 Sept
found 1 day ago
Return direct flight included
New York (NYC) to George Town (GCM)
9.8/10 Exceptional! (215 reviews)
Couldn’t have been better! Location in West Bay is away from the congested area. The place has charisma, with each place being charming with beautiful views. Couldn’t have been more peaceful and relaxing. Rose, the host genuinely wanted our stay to be perfect and went out of her way to make us comfortable and help with everything!
Reviewed on 6 Jul 2026
Cayman Luxury Rentals at Ocean Paradise
Price was £1,154, price is now £793 per person
£793
per person
24 Sept - 28 Sept
found 1 day ago
Return direct flight included
New York (NYC) to George Town (GCM)
9.8/10 Exceptional! (41 reviews)
Family friendly, very equipped accommodation. Caring and quick responsive staff. Would definitely recommend the place.
Reviewed on 11 Jul 2026
The Westin Grand Cayman Seven Mile Beach Resort & Spa
Price was £1,206, price is now £890 per person
£890
per person
24 Sept - 28 Sept
found 1 day ago
Return direct flight included
New York (NYC) to George Town (GCM)
9.2/10 Wonderful! (1,000 reviews)
Muy familiar y acojedor las personas que trabajan son tratables
Reviewed on 13 Jul 2026
Kimpton Seafire Resort + Spa by IHG
Price was £1,285, price is now £995 per person
£995
per person
24 Sept - 28 Sept
found 1 day ago
Return direct flight included
New York (NYC) to George Town (GCM)
9.8/10 Exceptional! (1,000 reviews)
We absolutely loved this hotel! Everyone was so friendly and welcoming. The beach was incredible and the facilities and room was amazing too. We will definitely come back!
Reviewed on 12 Jul 2026
The Sunshine Hotel and Suites
Price was £812, price is now £669 per person
£669
per person
24 Sept - 28 Sept
found 1 day ago
Return direct flight included
New York (NYC) to George Town (GCM)
9/10 Wonderful! (1,008 reviews)
Large two room suite with small kitchen. Very clean and well appointed. Relationship with the Westin was a real benefit. Great value!!
Reviewed on 12 Jul 2026
Don't see what you're looking for?
See all available trips from New York to Grand Cayman
View all trips5* Adventure holidays in Grand Cayman
Price found within the past 48 hours. Click for updated prices.
Kimpton Seafire Resort + Spa by IHG
Price was £1,285, price is now £995 per person
£995
per person
24 Sept - 28 Sept
found 1 day ago
Return direct flight included
New York (NYC) to George Town (GCM)
9.8/10 Exceptional! (1,000 reviews)
We absolutely loved this hotel! Everyone was so friendly and welcoming. The beach was incredible and the facilities and room was amazing too. We will definitely come back!
Reviewed on 12 Jul 2026
Don't see what you're looking for?
See all available trips from New York to Grand Cayman
View all trips3 Night Adventure holidays in Grand Cayman
Price found within the past 48 hours. Click for updated prices.
The Sunshine Hotel and Suites
Price was £644, price is now £555 per person
£555
per person
6 Sept - 9 Sept
found 1 day ago
Return direct flight included
New York (NYC) to George Town (GCM)
9/10 Wonderful! (1,008 reviews)
Large two room suite with small kitchen. Very clean and well appointed. Relationship with the Westin was a real benefit. Great value!!
Reviewed on 12 Jul 2026
Cayman Luxury Rentals at Ocean Paradise
Price was £926, price is now £764 per person
£764
per person
6 Sept - 9 Sept
found 1 day ago
Return direct flight included
New York (NYC) to George Town (GCM)
9.8/10 Exceptional! (41 reviews)
Family friendly, very equipped accommodation. Caring and quick responsive staff. Would definitely recommend the place.
Reviewed on 11 Jul 2026
Shangri-La Boutique Bed & Breakfast
Price was £757, price is now £661 per person
£661
per person
6 Sept - 9 Sept
found 1 day ago
Return direct flight included
New York (NYC) to George Town (GCM)
9.8/10 Exceptional! (215 reviews)
Couldn’t have been better! Location in West Bay is away from the congested area. The place has charisma, with each place being charming with beautiful views. Couldn’t have been more peaceful and relaxing. Rose, the host genuinely wanted our stay to be perfect and went out of her way to make us comfortable and help with everything!
Reviewed on 6 Jul 2026
Don't see what you're looking for?
See all available trips from New York to Grand Cayman
View all trips4 Night Adventure holidays in Grand Cayman
Price found within the past 48 hours. Click for updated prices.
The Reef Beach Resort, East End, Grand Cayman
Save 100% on your flight
Price was £1,153, price is now £673 per person
£673
per person
24 Sept - 28 Sept
found 1 day ago
Return direct flight included
New York (NYC) to George Town (GCM)
8.4/10 Very good! (1,078 reviews)
Couldn’t swim in ocean because the water was to dark. Lots of sargassum . Resort was nice, staff were very nice.
Reviewed on 2 Jul 2026
Cayman Luxury Rentals at Ocean Paradise
Price was £1,154, price is now £793 per person
£793
per person
24 Sept - 28 Sept
found 1 day ago
Return direct flight included
New York (NYC) to George Town (GCM)
9.8/10 Exceptional! (41 reviews)
Family friendly, very equipped accommodation. Caring and quick responsive staff. Would definitely recommend the place.
Reviewed on 11 Jul 2026
The Westin Grand Cayman Seven Mile Beach Resort & Spa
Price was £1,206, price is now £890 per person
£890
per person
24 Sept - 28 Sept
found 1 day ago
Return direct flight included
New York (NYC) to George Town (GCM)
9.2/10 Wonderful! (1,000 reviews)
Muy familiar y acojedor las personas que trabajan son tratables
Reviewed on 13 Jul 2026
Don't see what you're looking for?
See all available trips from New York to Grand Cayman
View all tripsTop Adventure Grand Cayman Hotels
The Reef Beach Resort, East End, Grand Cayman
2221 Queens Highway East End Grand Cayman
Stay at this beach aparthotel 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! (1,079 reviews)
"Couldn’t swim in ocean because the water was to dark. Lots of sargassum . Resort was nice, staff were very nice."
Reviewed on 2 Jul 2026
Grand Cayman Marriott Resort
389 West Bay Road Seven Mile Beach Grand Cayman
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 ...
9/10 Wonderful! (1,006 reviews)
"The room was very comfortable and we felt great value for the cost. The pool was quite nice and the extra amenities they offered were fun and above and beyond. The staff was extremely courteous. The restaurant on site for dinner was only OK, good not great. But service was excellent."
Reviewed on 9 Jul 2026
Kimpton Seafire Resort + Spa by IHG
60 Tanager Way Seven Mile Beach Grand Cayman
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! (1,004 reviews)
"We absolutely loved this hotel! Everyone was so friendly and welcoming. The beach was incredible and the facilities and room was amazing too. We will definitely come back!"
Reviewed on 12 Jul 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.
Things to do
Stingray City Sandbar, Coral Gardens Snorkeling & Star Fish Point
£41
per adult
98% of travellers recommend
Starfish Point, Stingray City-Sandbar & Coral Gardens
£49
per adult
96% of travellers recommend
Grand Cayman - Bioluminescent Bay Tour
£87
per adult
94% of travellers recommend
More holidays you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
