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Old Town Trolley Old Town Trolley Tours Key West sightseeing tours Key West tours
a group in Key West made up of two middle age couples and two young ladies staring at a sculpture of fishermen on rocks with palm trees in the background
aerial view of Key West panorama featuring the ocean, a cruise ship on the left, two islands in the background, and various Key West buildings in the foreground
view of Key West Mallory square featuring a walking path made of bricks, a stand that reads 'Carmen Moo-randa's Florida Fruit Milkshakes' and the Key West Shipwreck Treasure Museum made of wood and with a lookout tower
picture of part of a Key West house featuring gingerbread decorations on balcony and various foliage including palm trees in the foreground

The Key West Walking Tour is a fun, entertaining and comprehensive tour of Key West’s Historic Old Town. Our guides share with you the island’s fascinating history beginning with the early days of wrecking, through the sponging and cigar making eras and the influence of the U.S. Navy. Hear about famous and infamous Key West personalities and discover the city’s unique architecture, flora and culture on this 90-minute adventure through the historic district.

Tour Highlights

The beauty of Key West can be found walking the streets. During your mile and a quarter stroll through old town, your guide will point out the blend of architecture, plant life and culture that make Key West unique.

picture of a Key West two-story balcony house and palm tress surrounding it
View Key West's blend of architectural styles.
key west customs house
Join us for a fact-filled historical tour full of heartfelt stories, experiences and anecdotes about our island life!
close up of tropical flowers in Key West and in the background, the roofline of a house
Walk among the island's lush, tropical plant life.
Key West two-floor houses with wrap-around porches and surrounded by foliage including palm trees

On the Key West Walking Tour:

Hear about the first American settlers of Key West.

Learn how Key West became one of the richest cities per capita in the country.

Hear about the Great Fire of 1886.

View Key West’s blend of architectural styles.

Walk among the island’s lush, tropical plant life.

Tour Key West’s old waterfront, Navy and residential districts.

Learn of the role Key West played during the Civil War, Spanish-American War and both World Wars.


Each year, thousands of visitors come to Key West to see the attractions, enjoy the magnificent weather and get their own taste of paradise, after all, there’s no place quite like it on earth.

Tour Schedule


Key West Shipwreck Treasure Museum – 1 Whitehead Street.


Seasonal: November – May.


90 minutes.
Reservations are recommended.

price tag

Make a reservation to obtain an eTicket for this tour where you will learn about the fascinating history of the island on your next Historic Key West Walking Tour.

Buy Tickets
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Limited tour size. Reservations are recommended. Call (855) 623-8289.

Guests should wear comfortable shoes.

It is recommended that guests bring a bottle of water.

The tour is weather dependent and may be cancelled due to poor weather conditions.

Guests need to check in fifteen minutes before departure time.

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