Key West Haunted Pub Crawl Walking Tour - Visiting Historic and Haunted Pubs in Key West

Key West Haunted Pub Crawl Walking Tour

Discover Key West's haunted pubs and landmarks on this 2-hour walking tour for $35, featuring lively stories and historical insights with a knowledgeable guide.

Exploring Key West through its Haunted Pub Crawl Walking Tour offers a captivating mix of history, ghost stories, and lively pub visits. Priced at $35 per person and lasting approximately 2 hours, this tour is designed for those interested in a spirited blend of local legends and vibrant nightlife. Starting at Shots & Giggles, the tour takes you through some of the most haunted pubs and landmarks in the city, all led by an experienced guide who shares scary stories and fascinating histories along the way.

This tour features visits to iconic locations, including Captn. Tony’s Saloon, the Artist House Bed and Breakfast, St. Paul’s Episcopal Church, and the Dean-Lopez Funeral Home. Each stop reveals unique ghostly tales, such as possessed dolls and restless spirits, making it a perfect choice for history buffs and ghost enthusiasts alike. The tour offers free access to some venues, while others are not included in the ticket price, but all contribute to a rich, spooky experience.

While the tour promises a fun and informative journey, it’s important to note that alcoholic beverages are not included and the experience is only for guests age 21 and over. With a maximum group size of 20, the atmosphere stays engaging and personable, ensuring everyone can hear the stories clearly. The meeting point is at Shots & Giggles on Ann Street, with the tour concluding at Captn. Tony’s on Greene Street.

Key Points

Key West Haunted Pub Crawl Walking Tour - Key Points

  • Price and Duration: $35 for approximately 2 hours of ghostly pub exploration.
  • Locations Visited: Historic pubs like Shots & Giggles and Captn. Tony’s, along with notable landmarks such as St. Paul’s Episcopal Church.
  • Guide Expertise: Guided by knowledgeable storytellers who share haunted stories and local history.
  • Stops with Free Entry: Some pubs, including Shots & Giggles and Captn. Tony’s, are free to enter.
  • Not Included: Alcoholic beverages, and the tour is only for guests aged 21+.
  • Tour Capacity: Limited to 20 participants, ensuring a personalized experience.
  • Cancellation Policy: Free cancellation up to 24 hours before the tour.
  • Reviews: Overall rating of 4.5 from 73 reviews, with many praising the storytelling skills of guides like Chris and Kris.

Starting Point at Shots & Giggles in Key West

Key West Haunted Pub Crawl Walking Tour - Starting Point at Shots & Giggles in Key West

The tour begins at Shots & Giggles, located at 201 Ann Street. This lively pub sets the scene for an evening of spooky tales and bar hopping. The meeting time is 8:00 pm, and guests are encouraged to arrive early to ensure a smooth start. The walking nature of the tour makes it accessible for most, but comfortable shoes are recommended for the approximate 2-hour stroll through historic streets.

The tour concludes at Captn. Tony’s at 428 Greene Street, a well-known haunted pub with its own chilling legends. The walking route takes in some of Key West’s most storied landmarks, making it both a history lesson and a ghost hunt rolled into one.

Visiting Historic and Haunted Pubs in Key West

Key West Haunted Pub Crawl Walking Tour - Visiting Historic and Haunted Pubs in Key West

Shots & Giggles and Captn. Tony’s serve as the bookends of this tour, both renowned for their haunted reputations and historic significance. Shots & Giggles is featured as the starting point, where the guide introduces the theme of ghost stories and haunted locales. Then, as the tour moves through the streets, it visits The Artist House Bed and Breakfast, famous for Robert the Doll, a figure locals whisper about with tales of moving eyes and misfortune.

St. Paul’s Episcopal Church is another key stop, set on old burial grounds that have seen hurricanes and storm damage. Visitors often report feeling watched in the shadowy graveyard, adding to the sense of restless spirits. The Dean-Lopez Funeral Home is equally compelling, with whispers and flickering shadows fueling its reputation as a haven for spirits not wanting to leave.

The Legends of Robert the Doll and Old Burial Grounds

Key West Haunted Pub Crawl Walking Tour - The Legends of Robert the Doll and Old Burial Grounds

The stop at The Artist House Bed and Breakfast offers more than just a haunted legend. Robert the Doll is behind glass, but some say he changes expressions and causes misfortune for those who mock him. The sailor suit and button eyes make him an eerie sight, but the real story lies in the local whispers about his mysterious movement and supernatural influence.

In the graveyard of St. Paul’s Episcopal Church, the unmarked graves and storm-battered walls create a setting ripe for ghostly encounters. Many report feeling watched or uneasy, especially after dark. This site encapsulates the haunted atmosphere that the tour aims to evoke through storytelling.

The Dean-Lopez Funeral Home’s Eerie Secrets

One of the most atmospheric stops, the Dean-Lopez Funeral Home, features shadowed corners and whispering echoes. Locals believe it is haunted by spirits that refuse to move on. Visitors often report movement in windows and unexplained sounds, making it a perfect example of Key West’s supernatural history. The somber facade contrasts sharply with the ghostly tales shared by the guide, adding a layer of spooky authenticity.

The Haunted Elegance of La Concha Hotel

The La Concha Key West, now an Autograph Collection hotel, has a dark past beneath its polished surface. As the tallest building in Key West, it has seen mysterious deaths and guests who never checked out. Ghostly sightings include wandering figures and self-operating elevators. Visitors are often warned to leave the hotel too long, as they risk becoming part of the haunted legend.

The Historic and Haunted Atmosphere of Capt. Tony’s Saloon

Key West Haunted Pub Crawl Walking Tour - The Historic and Haunted Atmosphere of Capt. Tony’s Saloon

The final stop is Capt. Tony’s Saloon, a historic pub with its own ghostly legends. Known for the hanging tree, graves, and a real skeleton in the bathroom, the location exudes a haunted charm. The storytelling here is lively, with the guide sharing tales that include mysterious deaths and supernatural sightings. The pub’s lively atmosphere contrasts with its spooky reputation, making it a favorite among participants.

The Guide and Storytelling Style

Key West Haunted Pub Crawl Walking Tour - The Guide and Storytelling Style

Guides such as Chris, Kris, and Cheryl earn praise for their knowledge and engaging storytelling. They project their voices well, ensuring everyone hears the scary tales over the noisy streets of Key West. Many reviews highlight guides’ friendly and personable nature, with some sharing interesting tidbits about local history that visitors wouldn’t find in guidebooks.

Pacing, Group Size, and Tour Atmosphere

The tour pace is well-managed, with pub stops timed to allow for storytelling and exploration. The maximum group size of 20 helps keep the experience intimate and engaging. Tour stops are generally 10 to 20 minutes, providing enough time to soak in the atmosphere and hear the stories without feeling rushed.

Practical Tips and Considerations

Since alcohol is not included, guests should plan accordingly if they wish to drink at the pubs. The tour is age-restricted to 21+, making it suitable for adults seeking a spirited ghostly adventure. Comfortable shoes are recommended for the walking route, and arriving early ensures no delays at the start.

Final Thoughts on the Haunted Pub Crawl

Key West’s Haunted Pub Crawl offers a balanced mix of entertainment, history, and ghostly tales. The guides’ storytelling skills and the historic locations make it a memorable experience for those interested in local legends and haunted sites. The 2-hour format is perfect for an evening activity, and the price point of $35 provides good value considering the quality of stories and access to iconic pubs.

While some reviews mention inconsistencies with the tour guide’s professionalism or expectations of free items, these are exceptions rather than the norm. This tour is best suited for adults who enjoy ghosts, history, and a lively pub atmosphere in a compact, well-guided walk.

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Key West Haunted Pub Crawl Walking Tour



4.5

(73)

82% 5-star

“Informative and fun! Greg was great. Took his time and was a wealth of knowledge. Appreciated showing us all the hidden treasures in Captain Tonys!”

— Corri K, Apr 2025

Frequently Asked Questions

Is this tour suitable for children?
No, the tour is strictly for guests aged 21 and over due to the alcohol policy.

Are alcoholic drinks included?
No, drinks are not included in the tour price, but guests are welcome to purchase beverages at the pubs.

What is the duration of the tour?
The tour lasts approximately 2 hours, covering several landmarks and pub stops.

Where does the tour start and end?
It begins at Shots & Giggles on 201 Ann Street and ends at Captn. Tony’s on 428 Greene Street.

Is the tour accessible for all mobility levels?
The information does not specify accessibility features, but it involves walking through the streets of Key West, which may require suitable footwear and mobility.

Can I cancel the tour?
Yes, free cancellation is available up to 24 hours before the start time for a full refund.

How many people participate in each tour?
The maximum group size is 20 participants, ensuring a personalized experience.

What makes this tour different from others?
It combines historic pub visits with engaging ghost stories told by experienced guides, focusing on Key West’s haunted landmarks.

Are the stops inside buildings?
Some stops like Shots & Giggles and Captn. Tony’s are pubs, while others are exterior or surrounding landmarks.

What should I wear?
Comfortable walking shoes are recommended due to the walking route. No specific dress code is required.

Will I get a T-shirt or other souvenirs?
Some reviews mention a T-shirt offer, but it appears to be not included with this tour, and the information suggests checking with the booking provider for details.