If you’re looking for a way to combine history, humor, and a little hair-raising fun, the Haunted Trolley Tour of St. Augustine offers an evening packed with stories of ghostly apparitions, haunted landmarks, and local legends. For $36.39 per person, you’ll hop aboard the open-air Trolley of the Doomed for about an hour of eerie storytelling that’s as theatrical as it is fascinating. Guides like Cassandra and Leotta have been praised for their engaging narration, making each stop feel like stepping into a supernatural soap opera.
What we love about this tour is how it balances entertainment with authentic stories rooted in research and local lore. The up-close view of haunted sites, like the Old Jail and Tolomoto Cemetery, makes the experience more visceral—and the chance to snap photos of potential spirits adds a fun, modern twist. Plus, the outdoor trolley design means you get unobstructed views of the historic streets, perfect for capturing that perfect ghostly shot.
However, one consideration is that the tour involves some walking and stairs—not ideal if you have mobility issues. Also, the stories are more theatrical than spine-chilling, making this a fun outing rather than a truly terrifying experience. It’s best suited for families, history buffs, or anyone who enjoys a well-performed ghost story with a sense of humor and theatrical flair.
If you enjoy a blend of history, storytelling, and a dash of supernatural, this tour is a delightful way to spend an evening in St. Augustine. It’s especially perfect if you’re traveling with kids or are new to ghost tours—fun, lighthearted, and full of local color.
Key Points

- Authentic stories based on research and local accounts make the tour engaging.
 - Open-air trolley provides excellent views and photo opportunities.
 - Varied stops, including the Old Jail and Tolomoto Cemetery, add depth to the spooky experience.
 - Professional guides bring stories vividly to life, making history entertaining.
 - Weatherproof: Operates in all conditions; just dress accordingly.
 - Not wheelchair accessible: Some locations require stairs, so check beforehand if mobility is a concern.
 
The Haunted Trolley Tour in Detail
When you arrive at 27 San Marco Avenue, you step into a world of ghostly tales and eerie shadows. The tour, which lasts about 60 minutes, kicks off with stories of St. Augustine’s most haunted spots. It’s not just about scares; it’s about understanding the stories that have been passed down, often rooted in local legend, personal accounts, and historical investigation.
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What to Expect on the Tour
The journey begins on the open-air trolley, which is a hit for picture-takers and anyone who appreciates a good view. The guide, a local storyteller with a flair for the theatrical, takes you past several haunted hotspots, each with its own chilling tale.
One of the first stops is Tolomoto Cemetery, where you may hear stories of spirits like five-year-old James or perhaps the Ghost Bride waiting in the dark. The guide might point out apparitions seen playing after hours, adding a sense of mystique. You’ll be encouraged to snap photos—and many guests report catching mysterious orbs or shadows in their pictures, which adds a fun, interactive element.
The Old Jail Museum
The highlight for many is a close-up visit to the Old Jail, a site rich with paranormal activity. Listed on both the Florida and National Register of Haunted Places, the jail has hosted countless documented ghost experiences. One memorable element is an EVP (Electronic Voice Phenomenon) recording that investigators captured, which the guide will share with you. This gives a tangible sense of the supernatural presence claimed to still linger.
Guests are recommended to bring their phones or cameras to try and capture unexplainable images through the jail’s windows. Several reviews mention that the pictures taken here often seem to show something unearthly, adding a layer of fun to the tour.
Other Stops and Stories
Another notable stop is the City Gates, where you might spot Elizabeth, a yellow fever victim, waving from the shadows. The tour also includes a visit to Potter’s Wax Museum, which adds a slightly lighter, more theatrical element—some reviews describe it as “frightening,” but it’s more playful than terrifying.
The Experience and Guides
Guests often laud the guides’ enthusiasm and knowledge. A reviewer named Michelle called Sage “an excellent ghost host,” and others appreciated the theatrical storytelling style that made the history come alive. It’s clear that the guides aim to entertain as much as they want to inform, which resonates well with those looking for a fun night rather than a full-blown scare.
Practical Details
- Start point: 27 San Marco Ave, with free parking.
 - Duration: approximately 60 minutes.
 - Weather: operates rain or shine—dress appropriately.
 - Accessibility: Not wheelchair accessible, as some locations involve stairs.
 - Children: Suitable for family-friendly audiences, rated PG-13.
 - Booking: Most guests book about 9 days in advance, which suggests popularity.
 
Value for Money
At just over $36, this tour offers a balanced mix of entertainment and historical storytelling. The inclusion of well-researched stories and engaging guides makes it a good value, especially compared to more touristy or less interactive options in other cities. Plus, visiting actual haunted sites like the Old Jail adds a layer of authenticity.
Authenticity and Entertainment: Balancing Spooky and Fun

Many reviews mention the theatrical flair—with actors like Chuckles and Madam Ivy playing their parts with gusto. Some guests find the performances “over-the-top,” but most agree it adds to the charm rather than detracting from the experience. It’s clear that a good dose of theatricality is part of the fun; it’s not a documentary but a lively storytelling show set against historic backdrops.
While some critics mention that the tour is “a little campy,” those same guests often note that it’s well worth the price for an evening of lighthearted ghostly entertainment. If you prefer your hauntings with a dash of humor and a flair for the dramatics, you’ll find plenty to enjoy here.
Who Will Love This Tour?

This haunted trolley experience is perfect for families, history buffs, or anyone seeking a lighthearted ghost adventure. If you enjoy tales of spirits, haunted landmarks, and local legends delivered in an engaging, theatrical style, you’ll find it hard to be disappointed. It’s also a good pick for those who want a comfortable, outdoor ride that allows for photos and crowd interaction.
However, if you’re looking for a spine-tingling, genuinely frightening ghost tour, you might feel it leans more toward entertainment than terror. Also, travelers with mobility issues should note that some locations require stairs, and the trolley itself is not wheelchair accessible.
FAQ

Is the Haunted Trolley Tour suitable for children?
Yes, it is rated PG-13, making it suitable for most families. Kids generally enjoy the theatrical elements and spooky stories.
How long is the tour?
The entire experience lasts about 60 minutes, giving you enough time to enjoy multiple stories without feeling overwhelmed.
Does it operate in bad weather?
Yes, the tour runs in all weather conditions, but it’s wise to dress accordingly. Severe weather could lead to cancellations, so check ahead if conditions look questionable.
Is the tour accessible for people with mobility issues?
Not fully. The trolley itself is accessible for those who can ambulate, but some stops involve stairs (like the jail), which may pose challenges. It’s best to check with the provider if you have specific needs.
Can I take photos during the tour?
Absolutely. Guests often take pictures of the haunted sites, and many report capturing mysterious shadows or orbs. Guides are happy to give tips for better shots.
Are food and drinks allowed?
Food and drinks are permitted, but alcoholic beverages are not, for safety reasons.
Final Thoughts

The Haunted Trolley Tour of St. Augustine offers a fun, theatrical peek into the supernatural side of this historic city. With knowledgeable guides, engaging storytelling, and scenic stops, it’s a lively way to spend an evening immersed in ghost stories and local legends. It’s not a terrifying experience, but rather an entertaining one that celebrates the spooky histories that still linger in the shadows.
For families, history lovers, or those who enjoy a good ghost story with a bit of flair, this tour delivers genuine value. It’s especially appealing if you want a comfortable and interactive experience that mixes outdoor sightseeing with theatrical storytelling. If you’re after authentic haunted sites, plenty of photo opportunities, and a dose of local lore, this tour will hit the right spot.
Just remember to arrive early, bring your camera, and keep an open mind. As the stories go, some spirits are quite fond of waving hello.
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