Key West
Night Tours

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Our most recommended Key West Night Tours

The Dark Side of Key West Adults Only Walking Tour

1. The Dark Side of Key West Adults Only Walking Tour

Explore the spooky side of Key West on this ghost-themed adults-only walking tour that visits the city’s popular haunted spots. Become a history buff after learning about the historic events and figures that helped shape the unique culture of Key West. On this adult’s only option that focuses on Key West’s dark and salacious past, you'll discuss Count Von Cosel, Robert the Doll, and The Hemingway House. Hear all about the grisly murders, suicides, demonic deeds, and learn about the fascinating hauntings at each place. Find out the true stories behind these locations and more from a guide who is an expert on the dark, haunted history of Key West.

Key West: Drag Queen Guided Pub Crawl with Sing-a-Longs

2. Key West: Drag Queen Guided Pub Crawl with Sing-a-Longs

Meet your guide for the night, a world-class drag queen, at the award-winning lounge, Aqua Bar and Nightclub at 711 Duval St. in Key West. Grab a cocktail and mingle with your fellow crawlers as you await the ring of the ‘bitch bell’ to announce the kick-off of the tour. First, follow your guide through the vibrant streets of Key West and prepare to sing and dance your way through the city as you learn how to party like a true queen. Now you know how to behave like a queen it's time to be treated like one too — skip to the front of the line at every bar and pub along the crawl. Then, spend the night at a number of Key West's best bars and clubs, drink delicious and reasonably priced cocktails, laugh with your fellow crawlers, dance like a queen, and experience how the other half lives. Enjoy a fun-filled tour that's perfect for bachelorette parties, birthdays, and other memorable events.

Key West: Ghosts of Key West Walking Tour

3. Key West: Ghosts of Key West Walking Tour

Explore the spooky side of Key West on this ghost-themed walking tour. See the city’s most popular haunted spots and hear fascinating stories about the ghosts of its past. Hear about Robert the Doll, the haunted doll with supernatural powers who sits in the city's East Martello Museum. Stop by the La Concha Hotel and learn about the ghostly legends contained within. See fascinating locations like the Hemingway House and the Artist House. Stroll the city's streets with a guide who is an expert on its dark, haunted history. Become a history buff after learning about the historic events and figures that helped shape the unique culture of Key West

Key West: Live Music Venues Guided Walking Tour

4. Key West: Live Music Venues Guided Walking Tour

Explore the music of Key West on this walking tour to the city's music venues. Let your guide plan out a unique night for you depending on the music that is playing in the city. Have the option of purchasing drinks at each venue and carrying them with you from venue to venue. Meet your guide at Hanks Hair of the Dog Saloon which features some of the top acts in town. Take a once-in-a-lifetime jaunt from venue. Enjoy a tour that different every time as the musical acts differ from night to night and venue to venue. Feel inspired by an itinerary that includes multiple venues that each lend their own magical touch to the style of music that is played. Delight your ears and dance the night a way to moving music.

Frequently asked questions about Key West Night Tours

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Other Sightseeing Options in Key West

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What people are saying about Key West

Puddingtane was amazing! She was hysterical and kept me laughing the whole time.