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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 19,370 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
We were greeted by a friendly desk clerk who accompanied us to the room and answered all our questions. They also made us dinner reservations in some great spots nearby. The pool...
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Turtle Nest Inn
#2 Hotel in Cayman Islands
Turtle Nest Inn
This place is a gem. It is a great location with a nice beach, coral reef, away from the crowds of the west end. Good service with car rental, snorkelling gear etc. Beautiful...
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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
$575 round trip
Feb
$576 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.