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Key West

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Key West — 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. From the sherbet-hued architecture that merges Caribbean and New England influences to the wealth of excellent restaurants, there's no shortage of charm. But it's likely the laid-back, local sense of sun-drenched hedonism that tourists – straight and gay alike – find most contagious.

Why Go

For a Caribbean-style tropical escape in the U.S., and quirky beach-town dwellers that celebrate individuality.

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What's New in Key West

Top 10 Places to Beat the Winter Blues

February 23, 2012 by ShermansTravel Editorial Staff

Brrrr. When Old Man Winter comes to town, it's easy to get down. But a visit to any of our favorite places to beat the winter blues will have you forgetting ... Read More »

Top 10 Presidential Getaways

February 13, 2012 by ShermansTravel Editorial Staff

No matter what your mother told you, chances are you're never going to be President of the United States – after all, only 43 men to date can make the ... Read More »

$409+: 6-Nt Presidents' Day Caribbean Cruise – 73% Off

December 28, 2011 by Elissa Richard

Sail away on a 6-night getaway to top destinations in Southern Florida and the Western Caribbean, including quirky Key West, gorgeous Grand Cayman, and ... Read More »

$529+ 6-Night Caribbean Cruise with Balcony Cabin

August 23, 2011 by Zach Custer

Take to the warm, tranquil waters of the Caribbean this winter aboard the Carnival Freedom as it sails for six nights from Fort Lauderdale, Florida. Choose the ... Read More »

Top 10 Quick Beach Getaways

July 27, 2011 by Becca Bergman and Jennifer Bernstein

We’ve picked 10 choice beach spots that are serviced by short, direct flights from the east or west coasts, so you can be on the sand by lunchtime. ... Read More »

Zach_custer

“The bargain shopper with flexibility can find price tags as low as $499 for Mediterranean cruises often for last-minute sailings.”

Zach Custer Travel Deal Expert

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