Blood On The Cobblestones True Crime Tour of St Augustine

Looking for a different way to experience the oldest city in the U.S.? The Blood on the Cobblestones tour offers a lively, spine-tingling walk through St. Augustine’s often-overlooked darker side — its unsolved murders and scandalous crimes. This isn’t your typical history stroll but a true crime pub crawl that combines storytelling with visits to some of the city’s most beloved local spots.

What we love? First, the knowledgeable guides who bring these chilling stories vividly to life, making history feel surprisingly immediate. Second, the well-chosen bar stops — you’ll get to step into local establishments that add atmosphere and authenticity.

The one thing to consider? It’s a 2-hour walk that includes some drinking, but alcoholic beverages are not included, so you’ll want to bring your beer money. If you enjoy mysteries, history, and a bit of a night out, this tour could be just your thing.

This experience suits those who love true crime stories, enjoy exploring historic streets, and want a fresh, engaging way to learn about St. Augustine’s past. It’s also perfect for groups looking for an entertaining evening with a touch of the macabre. Now, let’s walk through what you can expect in detail.

• Expert storytelling makes the dark history of St. Augustine come alive.
• Visit six historic bars and local restaurants in the city’s charming district.
• Uncover true crime stories, including Florida’s oldest unsolved murder.
• Walk along the city’s oldest streets, mixing history with intrigue.
• Ideal for history buffs and true crime fans seeking a unique experience.
• Two-hour duration fits well into a relaxed afternoon or evening itinerary.

Overview and Practicalities

The tour costs $35 per person and is booked about 17 days in advance on average. It’s a roughly 2-hour walk starting at Ghost City Tours of St. Augustine at 8:00 pm, ending at the Prohibition Kitchen on St. George Street. The small group size (up to 25 people) ensures a more intimate, engaging experience, especially with guided storytelling.

You won’t need to worry about transportation — all stops are within the historic district, meaning you’ll walk from one site to the next. The tour is designed for adults aged 21 and over since you’re encouraged to bring your own drinks, and alcoholic beverages are not included in the price.

The Itinerary: What to Expect at Each Stop

Stop 1: Charlotte Street

We start in the shadowy corners of 1785, walking the oldest streets of the city. Here, stories of Floridia’s oldest unsolved murder unfold, a brutal case that still haunts the local memory. The guide will tell you about the Delany murder, a crime of revenge or greed that has remained unsolved for over two centuries. It’s a fascinating start, setting the tone with dark history and a sense of mystery.

From reviews, we learn that guides like Rob are appreciated for great insight and humor, which help keep the mood lively even when discussing grim events. The 20-minute stop here is free of admission fees but packed with chilling details.

Stop 2: Casa Reina Taqueria & Tequila

Next, we move to a lively local eatery, where the story of W.D. Lindsey’s murder takes center stage. This case involves Southern scandal, betrayal, and gunfire. The guide will narrate the crime, leaving you to imagine whether it was cold-blooded revenge or a quest for justice. It’s a vivid, vivid story that reflects the complicated history of the region.

Stop 3: Aviles Street

Walking along Aviles Street, the oldest street in the U.S., we encounter a chilling tale from the 1800s. Juan Carlos, once seen as a trusted local, became the focus of a story full of deceit and deadly consequences. The stories at this stop explore betrayal and revenge that still echo along the cobblestones.

Stop 4: Cadiz Street

One of the tour’s most notorious stories is that of Athalia Lindsley’s murder in 1974 — a shocking case involving a former model and political figure. The crime remains unsolved, and the story raises questions about revenge, passion, and silence. Many reviews describe this as one of the most intriguing stops, with the unresolved nature leaving a lingering sense of mystery.

Stop 5: Saint George Street & Cathedral Place

In the city’s more modern past — the 1990s — a different kind of horror unfolded. The murder of Amy Blount shocked the community, shattering its peaceful veneer. This story highlights how even in the most charming settings, darkness can lurk. The guide will capture the harrowing details, leaving you pondering unresolved questions about safety and justice in the city.

Guides and Storytelling

From reviews, guides like Rob, Alisa, and Jenna are praised for their knowledge, charisma, and engaging storytelling. They balance fact with a lively presentation, making the dark tales more impactful. Some reviewers mention the stories sometimes stretch longer than planned — around 2.5 hours instead of 2 — but most found the length manageable and worth the price.

The Bar Stops: Atmosphere and Authenticity

While alcoholic beverages are not included, the tour’s stops feature local, independently owned bars that add character to the experience. Guests can grab a drink at each location, making the stories even more memorable. Several reviews highlight the craft cocktails and friendly bartenders, turning the tour into a relaxed, enjoyable pub crawl.

Value for Money

At $35, this tour offers great value — you get a lively 2-hour walk with fascinating stories, visits to historic bars, and the chance to learn about some of Florida’s oldest and most mysterious crimes. Compared to other tours, it’s a cost-effective way to combine entertainment with a bit of local history.

What Travelers Are Saying

Most reviews are glowing, praising guides for their storytelling skills and entertaining delivery. Many mention that the stories inspire further research or curiosity — some even saying it’s better than a typical ghost tour. Others point out that the pub crawl format adds a fun, social element.

However, a few reviewers found the length too long or felt the storytelling was a bit too serious, with less emphasis on drinking. If you’re expecting a lively, bar-hopping experience with minimal talking, this might differ slightly from your expectations.

For those interested in true crime, history, and local stories, this tour offers an engaging, well-structured walk through some of St. Augustine’s darkest moments. The mix of intriguing stories and visits to local bars makes it ideal for adults looking for a fun, educational night out. The guides’ ability to blend storytelling with humor and historical context keeps things lively.

If you’re after a unique way to explore the city, particularly in the evening, this tour offers a memorable alternative to typical sightseeing. It’s especially well-suited for history buffs and true crime fans who appreciate authenticity and storytelling depth.

That said, if you prefer a more casual pub crawl with minimal talking, or if you’re traveling with younger children, this experience might not hit the mark. It’s best for those who want a dark, engaging, and slightly macabre perspective on St. Augustine’s past.

Is this tour suitable for children?
No, it’s only for guests ages 21 and over due to the focus on alcohol and mature themes.

How long does the tour last?
It runs approximately 2 hours, with some reviews noting it can stretch to about 2.5 hours.

Are drinks included?
No, alcoholic beverages are not included; you’ll want to bring your own beer or drinks to enjoy at each bar stop.

Where does the tour start and end?
It begins at Ghost City Tours of St. Augustine on Charlotte Street at 8:00 pm and finishes at the Prohibition Kitchen on St. George Street.

Is this a group tour?
Yes, with a maximum of 25 travelers, ensuring a more personalized experience.

Can I cancel if my plans change?
Yes, you can cancel up to 24 hours in advance for a full refund. Cancellations within 24 hours are not refunded.

Do I need to book in advance?
Yes, most travelers book around 17 days ahead, especially during peak seasons. The experience is popular and may sell out.

This tour is a clever way to combine history, mystery, and local flavor in one evening. If that sounds appealing, it’s well worth considering for your next trip to St. Augustine.