ST. AUGUSTINE WALKING TOUR FIELD GUIDE
Haunted History After Dark: A Walk Into St. Augustine’s Shadowed Streets
An hour-and-a-half to two-hour guided walking tour that begins in a historic Irish pub and threads through St. Augustine’s most notorious myths, haunted sites, and true-crime tales.
Haunted History After Dark: A Walk Into St. Augustine’s Shadowed Streets.
Uncover the darker chapters of America’s oldest city on The Dark Side Tour ~ A Walk Into Mystery. Guides lead small groups from Ann O’Malley’s Irish Pub — the oldest Irish pub in Northeast Florida — through narrow streets and past cemeteries, recounting ancient history, local folklore and present-day true crime that linger in St. Augustine’s stone and shadow.
Highlights
Outing Highlights
Start at an Old-World Pub
The tour convenes at Ann O’Malley’s Irish Pub, a beloved historic staple tucked between the Huguenot Cemetery and the Old City Gates — a deliberate launch point that sets the tone before you step into the city’s darker stories.
A Walking Course Through History and Hauntings
Expect a guided, outdoor walk that threads the most iconic and eerie corners of the old town, where guides pause to tell folklore, local myths and true-crime accounts tied to specific sites.
Historians, Myths and Modern True Crime
The narrative mixes ancient history and folklore with present-day true-crime cases, delivered by historians who frame each stop as part history lesson, part ghost story.
What the day feels like
What the Tour Feels Like
Over ninety minutes to two hours you move from a cozy pub into open-air streets and plazas, stopping often to listen as your guide unspools a mix of folklore, archival history and contemporary true-crime accounts. The rhythm is conversational and atmospheric — much standing, some walking — and designed to reveal how the city’s past and present collide under the cover of night.
Suitability
Who it's for
Who this tour suits — and who should think twice.
Practical planner
Details to review before reserving
Tours run approximately one and a half to two hours.
The tour begins at Ann O’Malley’s Irish Pub, located at 23 Orange St, St. Augustine, FL 32084, adjacent to the Huguenot Cemetery and the Old City Gates.
Prepare for an outdoor walk: dress for the forecast and for standing; consider a light jacket or rain protection if needed. You might also stop at the pub beforehand if you’d like a drink.
Tours run rain or shine. The operator can reschedule around weather but does not offer refunds due to weather conditions.
Review cancellation policies before reserving.
Frequently asked questions
Planning Your Outing
How long does the tour last?
Tours last approximately one and a half to two hours.
Where does the tour start?
The group meets at Ann O’Malley’s Irish Pub at 23 Orange St, between the Huguenot Cemetery and the Old City Gates.
Is this an outdoor walking tour?
Yes — these are walking, outdoor tours; a good portion of the time may be spent walking or standing.
Can children join the tour?
Children under 16 are not recommended; they are permitted only with parental consent.
What is the weather policy?
Tours run rain or shine. The operator is willing to reschedule your tour but does not offer refunds due to weather.
Should I arrive early?
Arrive at the meeting pub a few minutes before the scheduled start to check in with your guide; you may also choose to have a drink before departing.