Capt Tony’s Saloon

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Capt Tony’s Saloon: Our most recommended tours and activities

Key West: Self-guided old town treasures walking tour

1. Key West: Self-guided old town treasures walking tour

Find out why Key West attracted so many cultural legends on a self-guided walking tour of the quirky old town. Starting from Mallory Square, follow the precise directions of your audio guide mobile app to learn the fascinating history behind the people and places that make the island so special. Starting from the Memorial Sculpture Garden in Mallory Square, you’ll discover the stories behind Key West’s most famous sights, including the residence of former President Harry Truman, Florida’s oldest bar, the hotel where Tennessee Williams stayed for ten years and the so-called longest street in the world. Along the way, you’ll learn how salvaging shipwrecks transformed the city, why the buildings’ aesthetics are so strictly controlled, how the city became known as the ‘Conch Republic’ and why there are so many chickens running around.

Key West: History and Culture Southernmost Walking Tour

2. Key West: History and Culture Southernmost Walking Tour

Start your journey at the famous Kino Sandals Plaza, where you will meet with your local guide. On your walk listen to stories about how Key West became one of the wealthiest cities in the mid-1800s. Learn about the island’s shipwrecking industry, sponge harvesting, and cigar manufacturing.  The end of the tour will end at a buoy showing the Southernmost Point of the continental U.S. Here, your guide will give you free maps so that you can continue to explore the various shops,  museums, and other points of interest along this section of the island.

Key West: Haunted Pub Crawl Walking Tour

3. Key West: Haunted Pub Crawl Walking Tour

Take a look at the Key West's dark past on a haunted pub crawl walking tour. From the island’s demonic dolls to one infamous case of necrophilia, not everything is glamorous in paradise. Hear all these stories with a drink in your hand as you make your way from bar to bar over an evening. First, head to Captain Tony’s Saloon — Key West’s most eccentric bar with bras on the ceiling and fake bodies beneath the floors. The peculiar tree in the middle of the bar has stained the ground it sits on, its victims still roaming the stools and bottles. Then make your way to Wine-O Bar & Lounge — a staple of Key West’s largest building, La Cocha Hotel. But with great praise comes great tragedy, as being the tallest building makes you a prime candidate for suicide. And with tragic suicides come tragic hauntings. Next, head over to The Roost, which serves some of the best cocktails in Key West. It's also neighbors to one of America’s most haunted city blocks. There is Key West Theater, a place that houses many shows but used to house children’s screams. And there is the Artist House, which used to be the home to a cursed doll. Learn about how the Dean-Lopez Funeral Home was once home to a lover’s obsession gone wrong and the lengths he took to bring back the dead. Finally, stroll over to the old-fashioned Old Town Tavern & Beer Garden. You might find the spirit of Ernest Hemmingway frequenting it, since his Key West home is right down the street. Hear stories about each haunted location, one drink at a time.

Other Sightseeing Options in Capt Tony’s Saloon

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What people are saying about Capt Tony’s Saloon

Overall rating

5.0 / 5

based on 1 reviews

Walking tour covered the history and beauty of this island.