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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 19,620 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
Spent two weeks here and have to say this place is AWESOME. The minute I arrived I felt Like I was home. Danielle and her staff are very warm, helpful and professional. The...
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Turtle Nest Inn
#2 Hotel in Cayman Islands
Turtle Nest Inn
Due to our travel schedule we could only spend one night here, but we were impressed by the cleanliness of the inn, the friendliness of the staff and the on the beach location...
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Cotton Tree
#3 Hotel in Cayman Islands
Cotton Tree
In over 25 years of vacationing in the Caribbean, we have never encountered any other place that approaches the perfection of Cotton Tree. It is not for the hyper crowd that...
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Cheap Flights to Cayman Islands
All Washington to Cayman Brac Island (WAS-CYB) fares found by travelers in the past 72 hours*
Jan
$561 round trip
Feb
$576 round trip
Mar
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.