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Featured Destination: Cayman Islands

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Carefree in the Caribbean

Once a haven for pirates, the Cayman Islands has since transformed into a laid-back Caribbean playground for families and couples seeking sun, sand and some of the world's best scuba diving and snorkeling.

A huge summer sale makes this trio of Caribbean islands -- Grand Cayman, Cayman Brac and Little Cayman -- that much more appealing. Travelers can take advantage of fifth-night-free savings for summer, plus vacation, resort and cruise deals that extend into the fall.

Fly into Grand Cayman, named a Top 10 Caribbean Island by TripAdvisor Travelers’ Choice 2014. It's an hour's flight from Miami and serviced by airlines across the U.S.

 
 
 
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Cayman Islands
Department of Tourism
 

Top Deals Handpicked by Travelzoo

 
Aug. 15 - Sept. 30; +$77 Nov. 1 - Dec. 20
Grand Cayman Beach Suites
 
 
Depart Oct. 6; other dates available
Pleasant Holidays
 
 
 
 
Through Dec. 15
Little Cayman Beach Resort
 
 
 

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