Key West Haunted Pub Crawl Walking Tour

Introducing the Experience

If you’re looking to combine a love of history, a taste of local nightlife, and a dash of the supernatural, the Key West Haunted Pub Crawl is worth considering. This tour offers a spirited walk through some of the island’s most storied and supposedly haunted spots, all while you enjoy the lively atmosphere of historic pubs and landmarks. It’s a fun way to see Key West after dark, especially if ghost stories and local legends pique your curiosity.

What we really like about this tour is its focus on storytelling. The guides aren’t just leading you from pub to pub; they’re sharing tales of ghostly encounters, cursed dolls, and restless spirits that breathe life into the island’s haunted reputation. Plus, visiting a mix of historic taverns and iconic landmarks makes this experience feel authentic and rooted in local lore. That said, it’s worth noting that the tour is designed for those at least 21 years old and doesn’t include entry into private homes or private properties—so don’t expect to go inside every site.

This adventure suits travelers who enjoy a blend of history, fun, and a bit of ghostly mystery. It’s perfect for those who want a guided walk with entertaining stories rather than a strenuous tour or one focused solely on sightseeing. If you love lively, story-rich experiences that add a spooky twist to your evening in Key West, this pub crawl could be a highlight of your trip.

Key Points

• The tour visits some of Key West’s most historic haunted pubs and landmarks.
• Guides are praised for their knowledge and storytelling ability.
• It’s a great mix of entertainment, local history, and ghostly tales.
• The tour is approximately two hours and costs $35 per person.
• It’s designed for guests 21 and older, with no included alcohol.
• Free cancellation is available up to 24 hours in advance.

The Itinerary in Detail

Stop 1: Shots & Giggles

Your journey begins at Shots & Giggles, an old key west favorite, setting the tone with its lively vibe and haunted reputation. This initial stop is just a quick 20-minute visit, allowing you to get a feel for the area’s historic pub scene. The tour’s highlight here isn’t just the drinks—though you’ll want to grab a beverage if you like—but the stories your guide shares about the haunted past of this hotel. Visitors often mention how the tales make even familiar places feel a little more mysterious.

Stop 2: The Artist House Bed and Breakfast & Robert the Doll

Next, you’ll visit the famed Artist House Bed and Breakfast, home to Robert the Doll, a legendary local icon. This stuffed sailor doll, with button eyes and an innocent appearance, is wrapped in tales of curses, supernatural movements, and misfortune for those who mock him. While you can’t go inside, seeing him behind glass sparks the imagination and offers a peek into Key West’s dark side of folklore. Just be prepared for a quick stop—20 minutes—since the main focus here is the legend surrounding Robert.

Stop 3: St. Paul’s Episcopal Church

Built on old cemeteries and battered by hurricanes, this church’s graveyard is said to be haunted by restless spirits. Visitors often feel an eerie presence or a sense of being watched, especially when the church is quiet after dark. It’s a place where the shadowy walls and storm-battered stones tell silent stories of the departed. The guide shares these tales with reverence and a touch of theatrical flair, making the visit both chilling and respectful.

Stop 4: Dean-Lopez Funeral Home

This longstanding funeral home is more than just a place of mourning. Whispers of spirits lingering in the halls, flickering lights, and unseen movements are common stories told by locals. Some say this is a place where spirits refuse to move on, adding a layer of supernatural intrigue to the tour. It’s a 20-minute stop where the stories are as haunting as the building’s solemn facade.

Stop 5: La Concha Hotel

Once the tallest building in Key West, La Concha’s polished exterior masks a turbulent past. Guests have reported ghostly figures wandering the halls, elevators moving by themselves, and whispers echoing in empty rooms. Some believe the hotel is haunted by those who suffered tragedy within its walls, making it a perfect stop for ghost lovers. Standing here, you can almost imagine the lives and stories that still linger inside.

Stop 6: Capt Tony’s Saloon

The tour wraps up at Capt Tony’s Saloon, one of the oldest watering holes on the island, steeped in history and ghost stories. Visitors have recounted tales of spirits lurking in the shadows, with a lively, energetic atmosphere that keeps the night fun. It’s a fitting finale, combining good spirits—both ghostly and alcoholic—and a vibrant sense of local history.

What’s Included and What’s Not

For $35, you get about two hours of lively storytelling, guided by an experienced and engaging guide who ensures each stop feels meaningful. The tour is mobile-ticket-based, so you can just meet at the starting point and enjoy the walk.

While the tour doesn’t include alcohol, you’re free to purchase drinks at the stops, which adds to the fun. Gratuities are not included, so if your guide enhances your experience, a tip is a kind gesture.

Important: This tour is strictly for guests aged 21 and above. It’s perfect if you’re looking for a spirited evening without the hassle of navigating alone, trusting the guide’s stories and local knowledge.

The Breakdown of the Tour

Duration: About 2 hours
Cost: $35 per person, excellent value considering the storytelling and landmark visits
Start/End Points: Starts at Shots & Giggles on Ann Street and ends at Capt Tony’s on Greene Street
Group Size: Up to 20 travelers, ensuring a personal experience without feeling crowded
Tour Type: Walking, with multiple stops around central Key West

Authentic Experiences from Past Travelers

Many reviewers praise the guides for their storytelling skills and deep knowledge. One reviewer mentioned, “Greg was great. Took his time and was a wealth of knowledge,” while others appreciated feeling more connected to the local legends. Several comments highlight how the stories made familiar places feel more intriguing, adding a new layer to their visit.

Of course, not everyone loved every aspect. A few reviews mention guides who seemed less engaged or stops that didn’t meet expectations. For instance, one reviewer felt the tour was far less impressive than expected, and another had issues with booking details. These are outliers, but they highlight the importance of managing expectations and remembering this is a lively storytelling tour—not a deep historical investigation.

Practical Considerations

Price & Value: At $35, the tour offers a lot of bang for your buck—two hours of engaging stories and visits to notable landmarks. The fact that it’s a walking tour means you get to see several key sites without the hassle of transportation or entry fees, aside from optional purchases.

Timing & Group Size: Start times are flexible, and with a maximum of 20 travelers, you’re likely to get a personalized experience. The roughly two-hour duration makes it manageable even after a day of sightseeing or before a night out.

Weather & Accessibility: Since it’s an outdoor walking tour, good weather is key. If it rains, check the cancellation policy—full refunds are available if canceled due to weather.

Who it’s For: This tour appeals to history buffs, ghost story enthusiasts, and those looking for an evening activity that’s both entertaining and culturally enriching. It’s not suited for children or those seeking a sober conversation; only guests 21 and over can participate.

Final Thoughts

This haunted pub crawl offers a lively and authentic glimpse into Key West’s darker side. The mix of historic pubs, legendary tales, and atmospheric landmarks makes it a memorable experience. It’s especially appealing if you enjoy storytelling, ghost legends, and a fun, social atmosphere. The price point is fair, considering the input of knowledgeable guides and the unique stops along the way.

Whether you’re a solo traveler, a couple, or part of a small group, the tour provides a relaxed yet engaging way to spend an evening. The stories stay with you long after the tour ends, and they add a special flavor to your time in Key West.

If you’re after a ghostly adventure that’s rooted in local lore and delivered with enthusiasm, this tour fits the bill. Just be sure to arrive on time, bring your curiosity, and prepare for a spirited evening.

FAQs

Is the tour suitable for all ages?
No, it’s exclusively for guests 21 and older due to alcohol restrictions.

Does the tour include alcohol?
No, alcoholic beverages are not included. You’re welcome to buy drinks at the stops.

How long does the tour last?
Approximately two hours.

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

Are the stops inside buildings?
Most stops are around outdoor or public areas; inside visits are limited. The tour does not enter private homes or residences.

Can I cancel if my plans change?
Yes, full refunds are available if you cancel at least 24 hours before the tour.

In all, the Key West Haunted Pub Crawl is a spirited way to explore the island’s ghost stories and historic taverns. It’s well-suited for those who love storytelling, local legends, and a lively night out with a haunted twist.