Introduction
This haunted pub crawl in Key West promises a blend of ghostly tales and laid-back bar hopping, making it a unique way to experience the island’s darker side. While we haven’t personally made the ghostly rounds, reviews highlight how engaging and atmospheric the tour can be for those interested in the spooky stories behind some of Key West’s most famous bars.
What we love about this experience is how it combines local history with entertaining storytelling—plus, you get to enjoy a few drinks along the way. The tour’s two-hour length makes for a manageable evening, perfect for winding down after a day of sightseeing. On the flip side, a potential consideration is that the tour does not include drinks or food, so you’ll want to plan accordingly if you’re thirsty or hungry.
This tour would suit curious travelers who enjoy a good ghost story, appreciate local lore, and want a relaxed, casual outing that’s both fun and slightly eerie. If you’re looking for an unconventional way to explore Key West’s hidden history, this could be just the ticket.
You can check availability for your dates here:
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Key Points
- Authentic stories from a knowledgeable local guide
- Visit haunted pubs with intriguing histories and spooky legends
- Two-hour walking experience—perfect for an evening adventure
- No drinks included, so plan to buy your own along the way
- Wheelchair accessible and suitable for most adults over 21
- Lighthearted yet chilling stories that add a new perspective to Key West’s vibrant nightlife
You can also read our reviews of more walking tours in Key West
A Closer Look at the Haunted Pub Crawl
Starting Point and Logistics
The tour begins right across from Shots and Giggles at the Key West Chamber of Commerce (201 Ann Street). It’s a straightforward meeting spot, easy to find in downtown Key West, right in the heart of the action. The tour lasts around two hours, usually in the evening, which makes it an ideal way to wind down after a day of exploring.
The group size tends to be manageable, allowing for personalized storytelling and interaction with the guide. The live guide, speaking in English, is praised for being knowledgeable, engaging, and personable. This makes the experience feel more authentic and less like a scripted tour.
Itinerary Breakdown
Captain Tony’s Saloon – The Eccentric Old Guard
Your journey kicks off at Captain Tony’s Saloon, a legendary spot known not only for its colorful history but also for its eccentric decor—bras dangling from the ceiling and fake bodies hidden beneath the floors. The bar’s haunted reputation is tied to its bizarre history, with stories of spirits lingering around the peculiar tree in the middle of the bar, stained by the ground it grows from. Reviewers mention feeling goosebumps as they listen to tales of the bar’s haunted past.
This stop sets a lively tone—combining quirky atmosphere with spooky legends. It’s an iconic start to any Key West haunted tour.
Wine-O Bar & Lounge – Tragedy and Haunting Memories
Next, you’ll visit the Wine-O Bar & Lounge, located within the historic La Cocha Hotel. As the tallest building in the area, it’s said to be haunted by tragic spirits, with stories suggesting that its height has made it a site of tragedy and ghostly activity. The history here is tinged with sorrow, adding depth to the spooky tales.
From reviews, we learn that the tragic suicides associated with the building contribute to its haunted reputation, and visitors often report feeling an eerie presence. The setting, an elegant lounge, makes for a contrast to the eerie stories, which helps keep the mood light and engaging.
The Roost and Nearby Haunted Sites – Cocktails and Ghostly Echoes
The tour then moves to The Roost, a favorite for its excellent cocktails, which we’re told are among the best in Key West. Situated near the Key West Theater and the Artist House, this location hosts some ghost stories tied to its surroundings.
The nearby Key West Theater was once a place where children’s screams were heard, adding an unsettling layer to the building’s history. The Artist House is said to host a cursed doll, adding a tangible creepy element that often sparks curiosity and chills.
Dean-Lopez Funeral Home – Love and the Supernatural
An especially compelling stop is the Dean-Lopez Funeral Home, which has a story of a lover’s obsession gone wrong. The guide recounts the lengths to which this individual went to try and bring back a loved one, creating a story that mixes love, grief, and ghosts—a mixture that visitors often find haunting yet fascinating.
Old Town Tavern & Beer Garden – Ernest Hemingway’s Ghost?
The final stop is the Old Town Tavern & Beer Garden, a classic, old-fashioned pub. Given Hemingway’s prominence in Key West, some guests believe his spirit frequents the place, adding a literary ghost to the mix. The relaxed vibe here makes it a perfect spot to end the evening, with tales of spirits lingering in the shadows.
More Great Tours NearbyAtmosphere, Stories, and Value
Throughout this walking tour, you’ll hear a blend of supernatural tales, tragic histories, and local legends. The stories are delivered with a good sense of humor and a healthy respect for the darker tales, making the experience both entertaining and thought-provoking. Many reviews mention the “great stories and pub stops”, noting that the guide’s storytelling skills significantly enhance the experience.
While the tour doesn’t include drinks or food, it does offer the chance to experience Key West from a different perspective—through its haunted tales and historic bars. The fact that it’s wheelchair accessible also broadens its appeal to a wider audience.
You can also read our reviews of more nightlife experiences in Key West
Pricing and Overall Value
At $35 per person, this tour offers an engaging two hours of storytelling, local history, and bar hopping. Considering the quality of guides, the unique stops, and the opportunity to learn about lesser-known stories, it’s a reasonably priced way to spend an evening. Remember, drinks are not included, so budget for a few beverages along the way, which is part of the fun.
Reviews and Feedback
The consistent praise for the guide’s knowledgeability, combined with mentions of great stories and fun atmospheres, suggests that the tour delivers value beyond just sightseeing. One reviewer called their guide “super nice and very informative,” another appreciated how the stories felt connected to the Keys’ local personality.
The Sum Up
If you’re someone who enjoys a good spooky story coupled with relaxed pub stops, this haunted tour is a smart choice. It’s particularly well-suited for adults over 21 who appreciate history, ghost tales, and a casual night out. The combination of entertaining storytelling, interesting locations, and a laid-back vibe makes it a memorable way to experience Key West after sunset.
While it doesn’t include drinks, the focus on stories and local legends provides a deeper appreciation of the island’s darker side. The manageable duration and accessible location make it a practical option for most visitors looking to add a touch of the supernatural to their Key West adventure.
For curious travelers who enjoy learning about local lore, don’t mind a little ghostly atmosphere, and appreciate a good story with a drink in hand, this tour provides solid value and authentic fun.
Key West: Haunted Pub Crawl Walking Tour
FAQ
Is this tour suitable for people under 21?
No, the tour is only for guests 21 and over, as it involves visiting pubs where alcohol is served.
How long does the tour last?
It lasts about 2 hours, usually in the evening, making it a perfect quick outing after a day of exploring.
Are drinks or food included?
No, drinks and food are not included, so you’ll want to bring cash for purchases at the stops.
Where does the tour start?
The meeting point is across from Shots and Giggles at the Key West Chamber of Commerce on 201 Ann Street.
Is the tour wheelchair accessible?
Yes, the tour is wheelchair accessible, making it suitable for most guests.
What should I bring?
Wear comfortable shoes, bring your ID, water, insect repellent, cash, and dress for the weather.
Can I cancel the tour?
Yes, you can cancel up to 24 hours in advance for a full refund.
Is this tour available in languages other than English?
The tour is conducted in English only.
How many stops are there?
The tour includes several famous haunted pubs and locations, each with its own story, but specific number of stops isn’t detailed.
In summary, the Key West Haunted Pub Crawl offers a lively, story-driven way to discover the island’s spooky side while enjoying some of its best pubs. It’s a fun, memorable experience that combines local lore with social drinking—a perfect pick for those who enjoy tales as much as a good evening out.
You can check availability for your dates here:
