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A Key West vacation may be more commercialized than it used to be, but this sunny island at the end of the Florida Keys is still one of the world's most recognized vacation destinations. Perhaps it's the laid-back, local sense of sun-drenched hedonism that tourists find most contagious.
Gorgeous weather, a tropical feel, and a quirky, laid-back group of beach-town dwellers.
$279+: 5-nt exotic cruise to Western Caribbean ports from FL Royal Caribbean
$125+: Key West, Cococay & Nassau 4-nt cruise from Miami Royal Caribbean
$349+: Caribbean & Cancun 7-night cruise on MSC Poesia MSC
$334+: Cheap 7-nt winter cruise to Western Caribbean cities Cruise.com
$334+: 7-nt Montego Bay & Key West cruise, kids sail free Cruise.com
$164+: Bahamas 4-nt cruises with $25 onboard ship credit Royal Caribbean
$149/nt+: Key West beachfront hotel w/4th nt free & champagne Perfect Escapes
$109/nt+: Key West hotel w/pool & 2 restaurants Travelocity
$79/nt+: Luxurious Key West beach hotels & resorts Travelocity
