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Cayman Islands Vacation Packages

Cayman Kai
Sunset along 7 Mile Beach
Cayman Islands Vacation Packages
Want to book a vacation to Cayman Islands? Whether you're off for a romantic vacation, family trip, or an all-inclusive holiday, Cayman Islands vacation packages on TripAdvisor make planning your trip simple and affordable.
Find the perfect vacation package for Cayman Islands on TripAdvisor by comparing Cayman Islands hotel and flight prices. Travelers like you have written 19,348 reviews and posted 93 candid photos for Cayman Islands hotels. Book your Cayman Islands vacation today!
Or build your own Cayman Islands vacation package
Caribbean Club
#1 Hotel in Cayman Islands
Caribbean Club
“Top notch” 11/23/2014
Can I just say that this was one of the nicest hotels I have ever stayed in? I just did. Spacious rooms, attentive staff....a real pleasure. If you need the room, this is the...
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2. Find the right flight
Turtle Nest Inn
#2 Hotel in Cayman Islands
Turtle Nest Inn
We have just returned from 11 days at Turtle Nest Inn. TNI is a beautiful boutique resort. We stayed in Apt. 8 upstairs which, in my opinion, has the very best ocean front view...
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Cotton Tree
#3 Hotel in Cayman Islands
Cotton Tree
My husband and I chose the Cotton Tree for our honeymoon stay. We couldn't have picked a better place to relax and enjoy down time after our diving excursions. This boutique...
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2. Find the right flight
Cheap Flights to Cayman Islands
All Washington to Cayman Brac Island (WAS-CYB) fares found by travelers in the past 72 hours*
Dec
$575 round trip
Jan
$555 round trip
Feb
find price round trip
†  Prices are based on round trip travel with returns between 1-21 days after departure. These are the best fares found by travelers who searched TripAdvisor and a select group of our fare search partners in the past 72 hours. Ticket prices and seat availability change rapidly and cannot be guaranteed.