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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 21,076 reviews and posted 96 candid photos for Cayman Islands hotels. Book your Cayman Islands vacation today!
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Caribbean Club
Caribbean Club
We just wrapped up our 5th stay at the Caribbean Club and while all the stays have been wonderful, this one was even better. The staff was outstanding - especially beach service...
1. Find your perfect hotel
2. Find the right flight
Build your luxury package
The Ritz-Carlton Grand Cayman
The Ritz-Carlton Grand Cayman
Don't even bother to second guess- this is it! Open your wallet a little wider and you won't be sorry! The service is top notch, you will pay for it , but will not regret it...
1. Find your perfect hotel
2. Find the right flight
Build your budget package
Turtle Nest Inn
Turtle Nest Inn
Our third trip to the Island, but first time at Turtle Nest. Much better than the places on the 7-mile beach. No crowds or traffic, a short drive to amazing places to eat...
1. Find your perfect hotel
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*
Apr
$523 round trip
May
find price round trip
Jun
$583 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.