Key West

iStock International
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.

Compare Rates to Key West

What's New in Key West


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 »


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 claim. So ... Read More »


Places to Beat the Winter Blues

January 17, 2011

A visit to any of our favorite places to beat the winter blues will have you forgetting about the slush and dreary days of the long, dark season in no time. Read More »


Top 10 Secluded U.S. Beaches

May 05, 2009 by ShermansTravel Editorial Staff

Seeking out sun, surf, and sand is an easy enough task, but is it possible to stir seclusion into the mix, too? Our editors say “shore”! We’ve ... Read More »

Sign up for the Top 25 Newsletter
to get exclusive weekly deals

Tell Us Your Preferences

To help us understand your travel preferences, please select from the following categories

Check all that apply
Oops, something went wrong.
No Thanks