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


Hotel Deal Alert: Florida Keys Resort Rates From $129

August 13, 2013 by Karen Gardiner Dion

Summer is winding down. If that fact, coupled with the chill that has already crept into the air, is making you shudder, head on down to theFlorida Keysto take ... Read More »


The Best Islands to Visit Without a U.S. Passport

May 08, 2013 by Darren Murph

There are plenty of truths to travel, but today I'll focus on just two. First, traveling to a warm, sand-fringed island can help a bad day, week, month, or even ... Read More »


Southwest's Non-Stop Flights to Key West Get There Fast, Let You Take It Slow

November 08, 2012 by Maryrose Mullen

As temperatures drop and skies darken earlier each night, it’s easy to fantasize of warm nights on a secluded beach with a Technicolor sunset on the horizon, a ... Read More »


Top 10 Quick Beach Getaways

August 01, 2012 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. Hurricanes ... Read More »


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 »


“Take advantage of overbooked flights. If you're not on a tight schedule, accept airlines' offers of bonus miles and cash in exchange for taking a later flight.”

Jim Sherman Founder and Chairman

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