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.
$122+: Spring hotels and resorts in all neighborhoods Hotels.com
Up to 30% off: Early-summer hotel deals with perks Hotels.com
$100/nt+: Luxurious Key West beachfront hotels & resort Travelocity
$89/nt+: Low peak-season rates at condos across Florida Hotels.com
$89/nt+: Last-minute Orlando & Tampa hotels Hotels.com
Up to $150 off: Summer trips to top cities worldwide Priceline.com
$459+: New Royal Caribbean ship with prepaid gratuities Cruise Travel Outlet
$499+: Summer cruise to Puerto Rico, Grand Turk & more Cruise Travel Outlet
$349+: Mexico & Key West spring cruise from Miami VacationsToGo.com
$329+: Short Carnival sail with Key West – over 60% off VacationsToGo.com
$949+: 9-night exotic Caribbean cruise from New York Cruise Travel Outlet
$299+: 4-day Key West & Nassau Royal Caribbean cruise VacationsToGo.com
$579+: Southern Caribbean sails with free coupon book Cruise Travel Outlet
Although the small, mom-and-pop guesthouse is still the quintessential Key West experience, down here they have everything from old-time motels to full-service resorts. Average room rates are over $200 and in high season, anything below $125 is rare. Minimum stays may be required in some cases, especially in high season.
Hungry? Choose from Key West's 240 dining spots ranging from simple diner-style joints and old Conch hangouts to cutting-edge kitchens.