Cayman Islands Adventure Vacations
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 $400 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 easyPlan, book, and manage your trip all in one place
Top Adventure vacation packages in Cayman Islands
Price found within the past 48 hours. Click for updated prices.
Shangri-La Boutique Bed & Breakfast
Price was $1,146, price is now $954 per person
$954
per person
Jun 23 - Jun 27
found 18 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to George Town (GCM)
9.8/10 Exceptional! (210 reviews)
Often photos of a destination do not tell the "whole story." These accomodations were even more stunning than the photos make it out to be. Staff are incredibly attentive to guest needs. The resort has supplies for day trips to the beach, saving the guest from having to pre plan these items, beach bags, big floppy sun hats, fins, masks, snorkels, chairs, umbrellas, beach towels etc. The staff, Rose in particular offered spectacular suggestions for dining and sight seeing. We spent mornings having coffee and watching the wildlife. After long days out and about relaxing in the pool and hot tub was wonderful. There was not a single issue we encountered and this resort was an excellent choice.
Reviewed on Apr 22, 2026
Ocean Paradise
Save 100% on your flight
Price was $2,131, price is now $1,474 per person
$1,474
per person
Jun 23 - Jun 27
found 18 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to George Town (GCM)
9.6/10 Exceptional! (39 reviews)
This is very njce place to stay. Very calm and clean property.
It is just 45 minutes away from main town but great place to stay.
Reviewed on Apr 1, 2026
The Westin Grand Cayman Seven Mile Beach Resort & Spa
Price was $1,604, price is now $1,285 per person
$1,285
per person
May 23 - May 25
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to George Town (GCM)
9.2/10 Wonderful! (1,002 reviews)
The hotel was excellent, very clean and beautifully maintained. The beach was absolutely gorgeous and a highlight of the stay. The staff was incredibly friendly, welcoming, and always helpful. All services worked smoothly, and everything was well organized. Overall, a great experience and I would definitely recommend it to others.
Reviewed on Apr 11, 2026
Kimpton Seafire Resort + Spa by IHG
Save 100% on your flight
Price was $7,094, price is now $6,232 per person
$6,232
per person
Jun 23 - Jun 27
found 18 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to George Town (GCM)
9.8/10 Exceptional! (1,001 reviews)
The offer of another room after check out was appreciated to bridge the gap between checkout at airport , but the denial of spa facilities such as a team room and sauna unless I ponied up for “services” was inexplicable given that i was paying £1500 per night!
Reviewed on Apr 22, 2026
The Sunshine Hotel and Suites
Price was $1,361, price is now $1,225 per person
$1,225
per person
Jun 23 - Jun 27
found 18 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to George Town (GCM)
9/10 Wonderful! (1,010 reviews)
Beautiful clean rooms. Comfy bed. Immaculate bathrooms. Friendly and helpful staff.
Reviewed on Apr 17, 2026
Don't see what you're looking for?
See all available trips from Columbus to Cayman Islands
View all trips5* Adventure vacations in Cayman Islands
Price found within the past 48 hours. Click for updated prices.
The Ritz-Carlton, Grand Cayman
Price was $1,488, price is now $1,488 per person
$1,488
per person
May 23 - May 25
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to George Town (GCM)
9.6/10 Exceptional! (1,003 reviews)
This property is absolutely perfect, all around incredible and worth every penny
Reviewed on Apr 17, 2026
Kimpton Seafire Resort + Spa by IHG
Save 100% on your flight
Price was $7,094, price is now $6,232 per person
$6,232
per person
Jun 23 - Jun 27
found 18 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to George Town (GCM)
9.8/10 Exceptional! (1,001 reviews)
The offer of another room after check out was appreciated to bridge the gap between checkout at airport , but the denial of spa facilities such as a team room and sauna unless I ponied up for “services” was inexplicable given that i was paying £1500 per night!
Reviewed on Apr 22, 2026
Don't see what you're looking for?
See all available trips from Columbus to Cayman Islands
View all trips3 Night Adventure vacations in Cayman Islands
Price found within the past 48 hours. Click for updated prices.
Shangri-La Boutique Bed & Breakfast
Price was $914, price is now $772 per person
$772
per person
May 23 - May 26
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
9.8/10 Exceptional! (210 reviews)
Often photos of a destination do not tell the "whole story." These accomodations were even more stunning than the photos make it out to be. Staff are incredibly attentive to guest needs. The resort has supplies for day trips to the beach, saving the guest from having to pre plan these items, beach bags, big floppy sun hats, fins, masks, snorkels, chairs, umbrellas, beach towels etc. The staff, Rose in particular offered spectacular suggestions for dining and sight seeing. We spent mornings having coffee and watching the wildlife. After long days out and about relaxing in the pool and hot tub was wonderful. There was not a single issue we encountered and this resort was an excellent choice.
Reviewed on Apr 22, 2026
Ocean Paradise
Price was $1,620, price is now $1,176 per person
$1,176
per person
May 23 - May 26
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
9.6/10 Exceptional! (39 reviews)
This is very njce place to stay. Very calm and clean property.
It is just 45 minutes away from main town but great place to stay.
Reviewed on Apr 1, 2026
The Westin Grand Cayman Seven Mile Beach Resort & Spa
Price was $2,194, price is now $1,771 per person
$1,771
per person
May 23 - May 26
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
9.2/10 Wonderful! (1,002 reviews)
The hotel was excellent, very clean and beautifully maintained. The beach was absolutely gorgeous and a highlight of the stay. The staff was incredibly friendly, welcoming, and always helpful. All services worked smoothly, and everything was well organized. Overall, a great experience and I would definitely recommend it to others.
Reviewed on Apr 11, 2026
Don't see what you're looking for?
See all available trips from Columbus to Cayman Islands
View all trips4 Night Adventure vacations in Cayman Islands
Price found within the past 48 hours. Click for updated prices.
The Reef Beach Resort, East End, Grand Cayman
Price was $1,455, price is now $994 per person
$994
per person
May 23 - May 27
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to George Town (GCM)
8.4/10 Very Good! (1,053 reviews)
The Reef Resort was outstanding. The property was clean, and the customer service was exceptional. The grounds and pools were easy to access, making it simple to relax and enjoy every part of the resort. The beach felt like our backyard—just steps away—with a beautiful coastline that added to the peaceful atmosphere. There was great entertainment and delicious food throughout our stay. Overall, it was a relaxing, enjoyable experience that I would definitely recommend.
Reviewed on Apr 22, 2026
Ocean Paradise
Save 100% on your flight
Price was $2,064, price is now $1,412 per person
$1,412
per person
May 23 - May 27
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to George Town (GCM)
9.6/10 Exceptional! (39 reviews)
This is very njce place to stay. Very calm and clean property.
It is just 45 minutes away from main town but great place to stay.
Reviewed on Apr 1, 2026
Aqua Bay Club Condos
Price was $2,139, price is now $1,686 per person
$1,686
per person
May 23 - May 27
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to George Town (GCM)
9.8/10 Exceptional! (90 reviews)
We stayed on the end condo on the ground floor. It was very clean and well stocked with comfy furnishings and amazing views! Claudette was so kind and helpful in the office along with the other girl. We sat in the screened in porch and watched the ocean and was able to snorkel right outside our condo. We will certainly stay again! The only minor negative was that the West end is pretty far away from restaurants and shopping so we took the public bus for those things.
Reviewed on Mar 1, 2026
Don't see what you're looking for?
See all available trips from Columbus to Cayman Islands
View all tripsFind awesome Cayman Islands adventure vacations
How can I book the best Cayman Islands adventure trips?
Choose your own adventure in Cayman Islands, whether that’s a white-knuckle experience or a weekend walk. Read the reviews of the adventures that have gone before to be sure your chosen stay is your idea of fun.
How can I plan the perfect Cayman Islands family adventure vacation?
Adventure awaits when you select the family-friendly filter. There’s plenty of excitement for all ages in Cayman Islands. Just make sure to check your chosen escapade is within the realms of can-do for the whole clan and will have the whole team grinning.
Can I book all-inclusive Cayman Islands adventure vacation packages?
By refining your filters, you can explore all-amazing, all-adventurous, all-inclusive vacation packages. Amp up the extravagance with a few more filters too. Pick pristine pools, sensational spas, or wondrous waterparks for a sensational adventure getaway.
Why should I book a Cayman Islands adventure vacation for couples?
Book a Cayman Islands couples adventure vacation for the ultimate in romance and memory-making. Stunning scenery, heart-racing happenings, and the grandeur of the great outdoors—it’s the best way to bond.
How can I find the best deals on adventure packages in Cayman Islands?
It’s easy to unleash fabulously affordable adventures. Enter the dates for your caper, then sort your search results by price or deals.
Can I book an adventure vacation package in Cayman Islands with free cancellation and/or flexible dates?
Yes! When you’re searching for a great getaway, filter by payment option for free cancellation, so a change of plans won’t mess up your adventures. You’ll find buy now, pay later options, too, for full-on flexibility.
Why should I book a Cayman Islands adventure trip with Expedia?
Adventure, airfare, accommodation, ATOL protection, and activities—all on one site. And that’s just the benefits that begin with A.
Top Adventure Cayman Islands Hotels
The Reef Beach Resort, East End, Grand Cayman
2221 Queens Highway East End Grand Cayman
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! (1,054 reviews)
The Reef Resort was outstanding. The property was clean, and the customer service was exceptional. The grounds and pools were easy to access, making it simple to relax and enjoy every part of the resort. The beach felt like our backyard—just steps away—with a beautiful coastline that added to the ...
Reviewed on Apr 22, 2026
Grand Cayman Marriott Resort
389 West Bay Road Seven Mile Beach Grand Cayman
$483 nightly
The price is $539 total per night from May 8 to May 9
$539 total
May 8 - May 9
Total with taxes and 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)
Nice!
Reviewed on Apr 22, 2026
Kimpton Seafire Resort + Spa by IHG
60 Tanager Way Seven Mile Beach Grand Cayman
$1,046 nightly
The price is $1,169 total per night from May 8 to May 9
$1,169 total
May 8 - May 9
Total with taxes and 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 ...
9.8/10 Exceptional! (1,001 reviews)
The offer of another room after check out was appreciated to bridge the gap between checkout at airport , but the denial of spa facilities such as a team room and sauna unless I ponied up for “services” was inexplicable given that i was paying £1500 per night!
Reviewed on Apr 22, 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.
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.
