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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 26,022 reviews and posted 125 candid photos for Cayman Islands hotels. Book your Cayman Islands vacation today!
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Caribbean Club
Caribbean Club
Love the Kimpton cool and the Ritz lux but never have we found a place like the Caribbean Club. Quiet, cool, elegant - first the rooms - my oh my - three bedroom marble...
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Build your luxury package
The Ritz-Carlton, Grand Cayman
The Ritz-Carlton, Grand Cayman
This was our 2nd time selecting the Ritz in Grand Cayman and our 5th time in Cayman Islands. What an amazing island and what better way to spend 4 wonderful nights then at the...
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2. Find the right flight
Build your budget package
Turtle Nest Inn
Turtle Nest Inn
For New Year's our family of 4, two teenage daughters, my husband and I went to TNI. We also brought my father-in-law who stayed in the Inn and the apartments. We had condo 7 then...
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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*
Feb
$865 round trip
Mar
$613 round trip
Apr
$598 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.