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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 27,289 reviews and posted 125 candid photos for Cayman Islands hotels. Book your Cayman Islands vacation today!
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Caribbean Club
Caribbean Club
We just returned from a week stay (Thanksgiving) at the Caribbean Club celebrating grandparents 45th wedding anniversary / 75th birthday. This condo/hotel property is the best...
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Grand Cayman Marriott Beach Resort
Grand Cayman Marriott Beach Resort
We stayed there last week. Had a wonderful time and enjoyed the hotel and beach. service was fantastic. friendly and accommodating I would stay there again. LOVED IT !!! Went...
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Turtle Nest Inn
Turtle Nest Inn
The Turtlenest Inn is one of the friendliest, coziest places I have ever stayed. From the moment you enter the enchanting breezeway, to the welcome drink, to over 700 movies...
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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*
Dec
$985 round trip
Jan
$778 round trip
Feb
$586 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.