St. Augustine After Dark: Haunted History Walk





Trip Highlights

Small groups up to 15 — no actors, no jump scares, just haunted history

Hear haunted tales at Casablanca Inn, Stogies & Old Fay’s House

Walk narrow Treasury Street and hidden corners of the Historic District

Explore St. Augustine after dark with a local licensed historian

Visit historic Tolomato & Huguenot Cemeteries

Small groups up to 15 — no actors, no jump scares, just haunted history

Hear haunted tales at Casablanca Inn, Stogies & Old Fay’s House

Walk narrow Treasury Street and hidden corners of the Historic District

Explore St. Augustine after dark with a local licensed historian
Description
Itinerary
Product Info
Why choose this experience?
Historian-Led Storytelling
Discover St. Augustine’s darker history, local legends, and paranormal accounts with a knowledgeable local licensed guide.
Small Groups — Maximum 15 Guests
A more personal experience with plenty of opportunity to hear, interact, and ask questions.
No Actors. No Jump Scares.
No scripted theatrics or gimmicks—just fascinating haunted history, real locations, and compelling stories.
90 Minutes on the Move
Cover approximately 1.25 miles through the Historic District on a moderate-paced walk designed to keep you exploring.
Meet Your Guide

Jennifer Blasi Clitheroe Jennifer brings 15+ years of paranormal investigation experience and has led haunted tours in Rome, Boston, Charleston, and St. Augustine. She blends real history, ghostly legends, and firsthand paranormal experience into an engaging evening of storytelling.
The Ghost of Henry Flagler

Flagler College Opened in 1888 as the luxurious Hotel Ponce de Leon, this landmark holds a chilling legend. During Henry Flagler's funeral in 1913, the massive wooden doors reportedly slammed shut on a perfectly still day. Some even believe an image of his spirit remains trapped in the floor tiles.
Hidden Streets & the Legend of the Yellow Roses

Casa Horruytiner At historic Casa Horruytiner, Brigitta Gomez reportedly encountered two ghostly women in her garden and offered them yellow roses. Her husband dismissed the encounter, until a mysterious bouquet appeared on their doorstep the following morning.
Taverns, Tragedy & Lost Souls

Old Fay's House & the Casablanca Inn Local legend says Miss Fay died after falling down the deteriorating staircase of her home, and neighbors soon reported an angry elderly woman's face in the windows. During Prohibition, a widowed innkeeper at the Casablanca Inn used a rooftop lantern to signal rumrunners. Some believe her ghost still walks the rooftop, waiting for ships that will never return.
The Ghost of Elizabeth

City Gates & Castillo de San Marcos The walk ends near the City Gates, in sight of the Castillo de San Marcos. Legend says Elizabeth, a 12-year-old girl who died during the yellow fever epidemic of 1821, still wanders the gates in her nightgown, greeting visitors just as she once did alongside her father.
Frequently asked questions
Things to know
Activity Level
What to Bring
Cancellation Policy
Pet Friendly
Weather Policy
Guide Expertise
Activity Level
What to Bring
Cancellation Policy
Pet Friendly
Weather Policy
Guide Expertise
Check Availability
Why book with us?
- Small Groups. Personal Service.
- Licensed Local Historians
- 5-Star Rated by Our Guests
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