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Trips

Uncover Key West’s Storied Past

A wooden path with a rope fence leads through sandy dunes and palm trees to a Key West, Florida beach at sunset.

Known for its tropical climate, vibrant and quirky culture and laid-back, island vibe, Key
West also has a rich history dating back to 1503, when Ponce DeLeon sailed past the
islands we know as the Florida Keys. It has been a pirate hideout, the largest natural
sponge producer in the U.S., the only Southern city to remain in Union hands during the Civil War, home to over a dozen Pulitzer prize-winning authors and more.

Join us to discover what makes Key West one of the most fascinating places in the United States.

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A smiling woman wearing a yellow shirt enjoys the vibrant tropical gardens and natural wonders of Old Town in Key West, Florida.

Signature City Key West

6 days
(4.91)
Keep the Pace
Starting at
2,199
Florida
Signature Cities
Dive deep into the legends, history, artistic legacy and natural wonders of one of Florida’s most vibrant cities as you unravel the mysteries of Old Town, Key West.
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A red lifeguard stand on a sandy beach in Key West, Florida, with a wooden pier extending into the ocean under a pastel sunrise sky.

Key West at a Slower Pace: Living on Island Time

6 days
(4.9)
On Your Feet
Starting at
2,399
Florida
Regional Discoveries
Find out what makes Key West such a unique city as you stroll its vibrant streets, discovering its heritage, culture, world-class museums and the true spirit of island life.
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