Walk the Oldest Streets of South St. Augustine Haunting Tour

If you’re visiting St. Augustine and are curious about its darker stories, this haunted walking tour promises an evening of spine-tingling tales and historic sights. It’s a tour that’s as much about uncovering ghostly legends as it is about strolling through the city’s oldest streets at night—an experience that can turn a typical sightseeing visit into something a little more mysterious.

What we love about this tour is how it combines authentic history with engaging storytelling, all delivered by guides who clearly know their stuff. Plus, the intimate, lantern-lit atmosphere creates a haunting mood that’s hard to beat. On the flip side, it’s a walking tour, so those with mobility issues or unsuitable footwear might want to think twice.

This tour is most suited for travelers who enjoy local history, ghost stories, and a little spooky fun after dark. Families with teens often find it both entertaining and educational, while history buffs appreciate the detailed insights into St. Augustine’s past. Budget travelers will also find it offers solid value at just $20.

Key Points

• Guided walking tour through South St. Augustine’s oldest streets at night
• Engaging storytelling with historic and ghostly tales
• Lantern-lit atmosphere enhances the spooky experience
• Focus on authentic, less-touristy haunted sites
• Guided by knowledgeable local guides with personal stories
• Suitable for most travelers, including families and history enthusiasts

A Closer Look at the Itinerary

The tour kicks off at the elegant Casa Monica Resort & Spa, where your guide sets the stage with stories about a wealthy Boston banker’s demise—linked to Henry Flagler’s hotel empire. It’s a revealing start that mixes true crime, high society, and local legend. The best part? It’s only about ten minutes long, giving just enough background without dragging.

Next, the Old City House Inn & Restaurant, built from Coquina stone—used in old defense walls—serves as a perfect setting for tales of watchful spirits. A quick five-minute stop, but one that’s packed with history and a dash of ghostly intrigue.

As you continue down St. George Street, you’ll visit the Casa de Horruytiner, a Spanish home from the earliest days of Florida’s European settlement. The smell of roses might drift your way—adding sensory richness to the storytelling. This five-minute stop is a window into the past with a ghostly twist.

The Segui-Kirby Smith House, once home to a Confederate General, brings a different flavor—stories of war, remembrance, and lingering spirits. The guide tells of a mother who still “keeps watch,” adding a human touch to the ghost tales.

The Spanish Military Hospital Museum, on the oldest street in the U.S., offers a darker chapter—discussing its grim past as a hospital and the ghosts that reportedly linger among the walls. A ten-minute stop that’s both sobering and chilling.

The next site, the now-closed Antiques and Uniques Collectibles, was once the Old City jail. Here, investigators have refused to go inside due to the activity—an indication of how seriously some take the stories. It’s a quick stop, but one that leaves an impression.

Finally, the Ximenez-Fatio House Museum, a stunning three-story coquina stone home, offers a chance to glimpse the spirits of past residents still lingering in the halls. While the tour doesn’t include admission, it’s a highlight for its captivating architecture and ghostly lore.

The Experience and Its Unique Flavors

This tour is designed as a walk—less than a mile overall—so comfortable shoes are a must. The streets are uneven in places, adding to the old-world feel, and the lanterns cast flickering shadows that set the perfect haunted mood. Guides use their own storytelling flair, and at times, they’ll bring out dowsing rods or encourage guests to try ghost apps on their phones—adding a fun interactive element.

The price of $20 per person is reasonable considering the length and depth of the stories shared. For families or groups, it’s a budget-friendly way to add some spooky fun without breaking the bank, especially since reviews consistently praise the guides’ knowledge and engaging delivery.

Many reviews highlight the guides’ storytelling skills—Ephraim, in particular, earns high praise for his enthusiasm and local knowledge. One reviewer even notes that the tour “brings another side of St. Augustine and its paranormal history,” which is perfect for those tired of the same old ghost stories.

The one-hour to hour-and-ten-minute duration makes it a manageable activity, even after a full day of sightseeing. Because it’s a small group—capped at 14 travelers—you get a personalized experience and plenty of opportunity to ask questions or share your own stories.

Why This Tour Offers Great Value

For just $20, you’re getting a tour that’s packed with history, local color, and ghostly intrigue. The combination of a knowledgeable guide, authentic sites, and the atmospheric lantern-lit setting makes it a memorable experience. Plus, the tour’s focus on lesser-known haunted spots offers a different perspective than more commercial ghost tours, adding to its authenticity.

It’s especially appealing to travelers who want a deeper connection with St. Augustine’s past, beyond the typical tourist sites. If you enjoy a good story, a little spooky fun, and walking through historic streets at night, this tour is a solid pick.

Who Should Consider This Tour?

• History buffs seeking more than just facts, but stories that linger
• Families with teens looking for an entertaining, spooky evening
• Travelers interested in local legends and haunted sites
• Budget-conscious visitors wanting a meaningful experience at an affordable price
• Anyone who appreciates atmospheric settings and storytelling over commercialized attractions

FAQs

What’s included in the tour?
You’ll walk through historic streets with a guide sharing stories, and at times, you might use dowsing rods or ghost apps on your phone. The tour is led on foot, so comfortable shoes are recommended.

How long does the tour last?
Expect about 1 hour to 1 hour and 10 minutes, making it a relaxed way to end the evening.

What is the meeting point?
The tour starts and ends at the Casa Monica Resort & Spa at 95 Cordova St, St. Augustine.

Is this tour suitable for all ages?
Most travelers can participate, including families. However, because it’s a walking tour at night with spooky storytelling, younger children should be prepared for some eerie tales.

Do I need to book in advance?
Yes, booking at least a week in advance is recommended, as it’s popular and books around 8 days ahead on average.

What should I bring?
Wear comfortable shoes, and consider bringing your phone loaded with ghost apps if you’re interested in the interactive elements. It’s also a good idea to bring a light jacket or flashlight if you prefer.

Are beverages or food included?
No, there are no food or drinks provided, and alcohol is prohibited on the tour.

Final Thoughts

The Walk the Oldest Streets of South St. Augustine Haunting Tour offers a fascinating blend of history and ghost stories, delivered in an engaging, atmospheric setting. It’s a perfect activity for those who want to experience St. Augustine’s haunted side in an intimate, authentic way.

With knowledgeable guides, a historic backdrop, and a nighttime lantern-lit ambiance, it’s a worthwhile addition to your itinerary—especially if you’re curious about the city’s darker legends. Whether you’re a local revisiting familiar streets or a visitor eager for a unique memory, this tour provides a glimpse into the mysterious stories that still whisper through St. Augustine’s ancient stones.

If you love history, stories of hauntings, or just a good spooky tale to tell your friends, this tour is hard to beat. It’s well-priced, well-reviewed, and filled with authentic charm.