Cayman Islands Adventure Vacations
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Photo by Cayman Islands Department of Tourism
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Top Adventure vacation packages in Cayman Islands
Price found within the past 48 hours. Click for updated prices.
The Ritz-Carlton, Grand Cayman
Save 100% on your flight
Price was $2,756, price is now $1,905 per person
$1,905
per person
Jan 6 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
9.6/10 Exceptional! (1,004 reviews)
Staff was excellent- Sam and Godfrey are the best! Amenities and service was top notch!
Reviewed on Dec 3, 2025
The Westin Grand Cayman Seven Mile Beach Resort & Spa
Save 100% on your flight
Price was $2,154, price is now $1,677 per person
$1,677
per person
Jan 6 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
9/10 Wonderful! (1,004 reviews)
Clean rooms, very nice staff
Reviewed on Nov 17, 2025
Ocean Paradise
Save 100% on your flight
Price was $2,002, price is now $1,628 per person
$1,628
per person
Jan 6 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
9.6/10 Exceptional! (38 reviews)
Wonderful property! We enjoyed our stay very much!
Reviewed on Sep 30, 2024
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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
Save 100% on your flight
Price was $2,756, price is now $1,905 per person
$1,905
per person
Jan 6 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
9.6/10 Exceptional! (1,004 reviews)
Staff was excellent- Sam and Godfrey are the best! Amenities and service was top notch!
Reviewed on Dec 3, 2025
Kimpton Seafire Resort + Spa by IHG
Save 100% on your flight
Price was $3,838, price is now $3,364 per person
$3,364
per person
Feb 8 - Feb 12
found 10 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to George Town (GCM)
9.8/10 Exceptional! (953 reviews)
Outstanding as usual. Second time at Kimpton Seafire. This place is on a whole different level. Service is top notch, all staff are pleasant and seemed to be abundantly staffed - something the entire world currently struggles with.
Beautiful property, pool area, spotless beach.
Comfortable lounge chairs.
Waterpark is underrated, my 3 and 8 year olds loved it.
Wonderful place and cannot wait to come back.
Reviewed on Nov 30, 2025
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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.
The Westin Grand Cayman Seven Mile Beach Resort & Spa
Save 100% on your flight
Price was $1,805, price is now $1,296 per person
$1,296
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
9/10 Wonderful! (1,004 reviews)
Clean rooms, very nice staff
Reviewed on Nov 17, 2025
The Ritz-Carlton, Grand Cayman
Save 100% on your flight
Price was $2,113, price is now $1,475 per person
$1,475
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
9.6/10 Exceptional! (1,004 reviews)
Staff was excellent- Sam and Godfrey are the best! Amenities and service was top notch!
Reviewed on Dec 3, 2025
Ocean Paradise
Save 100% on your flight
Price was $1,573, price is now $1,301 per person
$1,301
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to George Town (GCM)
9.6/10 Exceptional! (38 reviews)
Wonderful property! We enjoyed our stay very much!
Reviewed on Sep 30, 2024
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.
Wyndham Reef Resort Grand Cayman
Save 100% on your flight
Price was $1,286, price is now $901 per person
$901
per person
Jan 6 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
8.4/10 Very Good! (1,014 reviews)
Staff was fine. Room was fine. Amenities were limited. Beach did not meet our expectations. Would probably not return, but still a decent and quiet option for some.
Reviewed on Nov 27, 2025
The Ritz-Carlton, Grand Cayman
Save 100% on your flight
Price was $2,756, price is now $1,905 per person
$1,905
per person
Jan 6 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
9.6/10 Exceptional! (1,004 reviews)
Staff was excellent- Sam and Godfrey are the best! Amenities and service was top notch!
Reviewed on Dec 3, 2025
The Westin Grand Cayman Seven Mile Beach Resort & Spa
Save 100% on your flight
Price was $2,154, price is now $1,677 per person
$1,677
per person
Jan 6 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to George Town (GCM)
9/10 Wonderful! (1,004 reviews)
Clean rooms, very nice staff
Reviewed on Nov 17, 2025
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
Wyndham Reef Resort Grand Cayman
2221 Queens Highway East End Grand Cayman
Book a stay at this beach resort in East End. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
8.2/10 Very Good! (1,017 reviews)
Our family had a wonderful stay. All rooms have a beach view that is magnificent. Staff is friendly and helpful. We found lounge chairs and shade everyday we went to the beach.
Reviewed on Nov 18, 2025
Grand Cayman Marriott Resort
389 West Bay Road Seven Mile Beach Grand Cayman
$552 nightly
The price is $617 total per night from Jan 4 to Jan 5
$617 total
Jan 4 - Jan 5, 2026
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 ...
8.8/10 Excellent! (1,000 reviews)
Great staff, location, clean
Reviewed on Nov 18, 2025
Kimpton Seafire Resort + Spa by IHG
60 Tanager Way Seven Mile Beach Grand Cayman
$753 nightly
The price is $841 total per night from Dec 12 to Dec 13
$841 total
Dec 12 - Dec 13
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! (960 reviews)
Very clean room, friendly staff and pristine beach with many complimentary water amenities for guests.
Reviewed on Nov 30, 2025
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.
