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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 22,873 reviews and posted 96 candid photos for Cayman Islands hotels. Book your Cayman Islands vacation today!
Or build your own Cayman Islands vacation package
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Caribbean Club
Caribbean Club
My family and I returned to the Caribbean Club this summer but this time brought along two additional guests. It was such a wonderful feeling to be back in Grand Cayman and to...
1. Find your perfect hotel
2. Find the right flight
Build your luxury package
The Ritz-Carlton Grand Cayman
The Ritz-Carlton Grand Cayman
My husband and I traveled to the Cayman Island with our 4 year old doughtier. We stayed at the Ritz for 3 nights and couldn't be happier. From the moment we arrived, we were...
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2. Find the right flight
Build your budget package
Carib Sands Beach Resort
Carib Sands Beach Resort
We spent a wonderful 3 days on the Brac. Caribe Sands was perfect for us. Kathy, the manager, couldn't have been more accommodating. She made sure that our stay was all we had...
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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*
Aug
$651 round trip
Sep
$611 round trip
Oct
$2,469 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.