Orlando Haunts Boos and Booze Haunted Pub Crawl

Orlando’s darker side comes into focus on this two-hour walk through downtown, where Ted Bundy, UFO sightings, and a poisoned singer all enter the story. You move between seven historic sites and four pubs, with a guide carrying a lantern and telling local tales along the way.

I like the mix of creepy history and ordinary downtown bars. I also like that the guides can shape the evening to the group, as Jill did for one booking, while Trent’s gentle storytelling worked especially well during a stormy night. The main concern is practical: some stops may be closed or unavailable, and one final venue has involved a separate $20 cover charge.

Key points to know before you book

• Seven stops in two hours: The route covers historic sites and four pubs, so the pace is brisk.
• Ted Bundy connection: The evening begins at Elixir 9, near the courthouse where Bundy was tried.
• UFO stories at the Kress Building: Keep your eyes on the sky while hearing about reported alien encounters.
• Drinks cost extra: Food, beer, cocktails, and any entrance fees are not part of the $30 price.
• A strong guide can shape the night: Jill, Mike, and Trent have each received especially warm praise for their approach.
• Plan for more than a mile of walking: Wear good shoes, and remember that the tour runs in rain or shine.

Starting at Elixir 9 with Ted Bundy in the background

The tour begins at Elixir 9, a local bar with a connection to Ted Bundy. From there, your guide leads the group into downtown Orlando’s less polished past, mixing criminal history, strange reports, fires, and ghost stories.

One appealing detail is the courthouse setting. You can order a cold beer near the courthouse where Bundy was tried, giving the opening stop a real sense of place. You are not simply hearing a generic ghost story in a dark room. You are hearing about a notorious case while standing close to one of the locations tied to it.

Your guide should be easy to spot. Look for a black US Ghost Adventures shirt and a lantern. Arrive 10 to 15 minutes early at The Cask, 55 N Orange Ave. The meeting point is close to the Game Room & Social Club, and the tour ends at The Cask as well.

The $30 admission covers the walking tour, the guide, the seven sites, and the stories. It does not cover drinks, food, or entrance fees. That distinction matters, since the evening is built around pubs and you will probably want to buy something along the way.

Seven sites, four pubs, and a quick downtown route

The route includes seven sinister sites, four of them pubs. That gives the evening a social feel rather than the mood of a formal history walk. You can listen to a story, step inside a bar, order a drink if you wish, then head back out into the streets.

The pace is likely to feel active. The entire tour lasts about two hours, and the walking distance is more than a mile. This is enough time for a good sample of downtown’s haunted stories, but not enough for long visits at every stop.

I would treat the pub visits as story locations first and drinking stops second. You may have time to order a beer or cocktail, but the guide still needs to keep the group moving. If you want a leisurely night at each bar, this is not the right format.

The route also depends on local conditions. A bar may be closed, busy, or unavailable on a particular night. One booking found that two of the expected four bars could not be used, with one closed and another requiring a $20 cover charge. The guide offered to wait, but the lack of a backup plan made the experience less satisfying.

That is the clearest weakness of the tour. The ghost stories do not depend on a bar’s opening hours, but the pub-crawl part does. I would bring enough money for a drink, while keeping your expectations flexible about the exact stops.

Looking for UFOs at the Kress Building

The Kress Building brings a different flavor to the evening. Here, the focus shifts from murder and ghosts to UFO stories and reported alien encounters.

This stop should appeal to anyone who enjoys unexplained events more than traditional haunted-house tales. The instruction to watch the sky adds a playful touch, especially in a downtown setting where tall buildings, old facades, and evening shadows change the mood.

The story works best as part of the mix. A tour made only of UFO accounts could feel thin, but the Kress Building comes after crime, fire, and ghost material. It gives your mind a change of direction before the next stop.

Do not expect a scientific presentation or proof of alien activity. The value is in the local tale, the setting, and the chance to consider how strange stories become part of a city’s identity.

The Grand Bohemian’s poisoned lounge singer

At the Grand Bohemian, the tour turns to the ghost of a lounge singer who died after being poisoned with arsenic. You may be asked to listen for her song or watch for signs of her presence.

This is one of the more atmospheric stories on the route because it connects a person, a performance space, and a tragic death. The lounge singer tale also gives the guide room to use sound and silence rather than relying only on dates and names.

The setting matters here. A hotel with a polished public face can feel very different once you hear a story about someone who may still be linked to the building. You should approach the tale as folklore and local storytelling, not as a proven paranormal event.

The best guides seem to understand that difference. The tour works when the guide tells the story with enough restraint to let you decide how much you believe. Trent was praised for a gentle style, while other guides, including Jill and Mike, were noted for being friendly and easy to talk with.

McQueen’s wall of skulls and the Escobar cocktail

Another pub stop includes McQueen’s wall of skulls. The suggested drink is The Escobar cocktail, which you can sip beside the skull display if you choose to order it.

This is the kind of detail that gives the crawl its visual punch. A wall of skulls is easy to remember, and the cocktail adds a small ritual to the stop. You do not have to buy it, but the option fits the evening better than an ordinary drink would.

Keep in mind that the cocktail is not included in the tour cost. The same applies to every other drink. If you are watching your budget, you can listen to the story without ordering at every stop.

I would set aside money for one or two drinks rather than assume that four pub visits require four purchases. The tour price is fair for a guided downtown walk, but the final cost depends on how much you drink and whether a venue charges admission.

The Old Railroad Depot and Orlando’s fire stories

The Old Railroad Depot adds another layer to the route. Rail buildings often carry a sense of movement, departure, and sudden change, and this stop is used to discuss Orlando’s unsettling past.

The tour also includes tales of fires and other grim events. These stories help keep the evening from becoming a simple collection of ghost sightings. You get a broader look at how accidents, crimes, old buildings, and public memory shape a city’s spooky reputation.

This is where a good local guide matters most. Facts alone can feel dry, while a string of exaggerated claims can become silly. The strongest approach is conversational storytelling that gives you enough context to picture the place while leaving room for mystery.

The guide quality appears to vary, so I would pay attention to the name assigned to your booking if it is provided. Jill has been especially praised for adjusting time spent at different stops and focusing on the interests of the group. Mike has been described as friendly and easy to talk with. Trent’s calm delivery suited a wet and stormy evening.

Ending at Cocktails and Screams

The final stop is Cocktails and Screams, a Halloween-themed pub where the tour ends with the option of a flaming witch’s brew.

This ending is more theatrical than the earlier historic stops. It gives the group a clear finish and brings the evening back to drinks, decoration, and fun. If you want a serious history tour, the theatrical cocktail may feel a little light. If you want a social night with spooky stories, it should fit nicely.

The tour ends at The Cask, not necessarily at the last pub. That makes it easier to plan your evening afterward, but you should confirm the exact route and timing with your guide at the start.

Because the tour runs rain or shine, weather can change the mood. A storm may make the stories more memorable, but rain also makes walking and waiting outside less comfortable. Bring weather-appropriate clothing and shoes that can handle wet pavement.

How the guides shape the evening

The guide may be the biggest factor in your experience. This is not an audio tour or a self-guided walk. The personality, timing, and storytelling style of the person leading you can change the entire night.

Jill has been praised for tailoring the route to the group, spending more time on subjects that interested people and moving faster through others. That kind of adjustment is valuable because a group may contain true-crime fans, ghost-story fans, and people who mainly want a fun night out.

Mike was described as friendly and easy to talk with. That matters during a small walking tour, where you may have questions or want a little conversation between stops.

Trent received praise for his gentle way of telling stories, especially during a storm. His style may suit you if you prefer atmosphere and suspense over loud performance.

There is also a warning here. One booking described the guide as terrible, while another said the activity did not exist on the chosen date. Those reports suggest you should confirm your booking details and keep expectations realistic. The overall rating is 3.9 from 13 reviews, so the experience is not uniformly strong.

Is $30 a fair price?

At $30 per person, the tour offers reasonable value if you want a guided introduction to downtown Orlando’s darker stories. You get two hours, a walking route, seven historic sites, a local guide, and access to four pub settings.

The value drops if you expect drinks or admission to be included. They are not. One venue has required a separate $20 cover, and that sort of surprise can push the cost well above the advertised price.

I would compare it with the cost of an ordinary night out. For $30, you are paying for the route, the research, and the guide’s storytelling. Your drinks are a separate choice. That is fair if you want structure and local tales, but less appealing if you mainly want to bar-hop.

The flexibility helps. You can reserve now and pay later, and cancellation is free up to 24 hours before the start time. Those terms make it easier to fit the tour into an Orlando schedule that may change.

Who should book this haunted pub crawl?

I would recommend it to adults who enjoy ghost stories, true crime, UFO tales, and casual social walks. It is also a good option if you have already seen Orlando’s theme parks and want an evening activity centered on downtown.

The tour is for people age 21 and older. Bring an ID card, and a copy is accepted. Smoking and video recording are not allowed.

You need to be comfortable walking more than a mile. The information describes the activity as wheelchair accessible, but it also says it is not suitable for people with mobility impairments. Those two points do not fully match, so anyone with mobility concerns should confirm the route and street conditions before booking.

I would not choose this for young children, a quiet dinner, or a slow bar crawl. I would also avoid it if you need every promised pub stop to be open and available. The route can be fun, but the bar portion is subject to real-world changes.

Should you book Orlando Haunts Boos and Booze?

Book this tour if you want a lively two-hour introduction to Orlando’s eerie side, with crime stories, UFO reports, ghost lore, and a few themed drinks along the way. The best version of the experience will depend on your guide, and Jill, Mike, and Trent have each shown the kind of warmth and flexibility that can make the walk work well.

Go in knowing that drinks are extra, the group may not visit every planned pub, and a cover charge may appear at the final venue. If you can accept those limits, $30 is a reasonable price for the stories and guided route. If you want a carefully controlled pub crawl with guaranteed bar access, choose another evening plan.

FAQ

How long does the Orlando Haunts Boos and Booze tour last?

The tour lasts two hours and includes a walking route through seven historic haunted sites and four pubs.

How much does the tour cost?

The listed price is $30 per person. Food, drinks, and any cover charges are not included.

Where does the tour meet?

All tours meet at The Cask, 55 N Orange Ave., Orlando, Florida 32801. The meeting point is near the Game Room & Social Club.

How will I recognize the guide?

Your guide will wear a black US Ghost Adventures T-shirt and carry a lantern. Arrive 10 to 15 minutes before the scheduled start.

Are drinks included?

No. You pay separately for beer, cocktails, and other drinks. The Escobar cocktail and the flaming witch’s brew are optional purchases.

Is the tour suitable for people with mobility impairments?

The activity information says it is wheelchair accessible, but also says it is not suitable for people with mobility impairments and recommends the tour only for people able to walk more than a mile. Contact the provider before booking if you have mobility concerns.

Can I cancel the booking?

You can cancel up to 24 hours before the tour for a full refund. A reserve-now, pay-later option is also available.