You Have Entered St. Augustine Dark Side Tours

Dare to venture off the beaten path and lurk in the shadows of Saint Augustine’s Dark Side. Whether you consider yourself a history buff, thrill seeker, fan of true crime, or an enthusiast of all things paranormal, the Dark Side has something for everyone. All tours are led by experienced local guides, who, with great knowledge and skills in StoryCraft, reveal the raw and unfiltered tales that no one else will dare to tell. But we don’t just tell stories…We bring these ancient tales back to life. So, join us if you dare, as we explore the darkest corners of the nation’s oldest city. 

You Have Entered
St. Augustine
Dark Side Tours

Dare to venture off the beaten path and lurk in the shadows of Saint Augustine’s Dark Side. Whether you consider yourself a history buff, thrill seeker, fan of true crime, or an enthusiast of all things paranormal, the Dark Side has something for everyone. All tours are led by experienced local guides, who, with great knowledge and skills in StoryCraft, reveal the raw and unfiltered tales that no one else will dare to tell. But we don’t just tell stories…We bring these ancient tales back to life. So, join us if you dare, as we explore the darkest corners of the nation’s oldest city. 

The Dark Side Tour ~
A Walk Into Mystery

This tour has a little bit of everything! Everything Dark that is! Our historians will lead you through ancient history, local myths and folklore, up to present-day true crime cases that will make your skin crawl. 

Tours last an hour and a half to two hours and will begin at the oldest Irish pub in Northeast Florida, Ann O’Malley’s Irish Pub*. Nestled between the Huguenot Cemetery and the Old City Gates, O’Malley’s is a beloved historic staple of St. Augustine and the perfect introduction to this ancient city. From there, your guide will lead you on a course for an adventure through this historic town, encountering the most iconic, scenic, and HAUNTED locations.   

*and yes, you might want to get yourself a drink before embarking on this dark and mystical tour ~ helps calm the nerves perhaps.

Important! The content of the tour is for mature audiences only, discretion is advised.

Book This Tour

A Walk In Mystery Tour Times:
Monday- Sunday 8pm & 10pm
~~~




A Walk In Mystery Tour Prices:
Adults*: $25
~~~

*Not Recommended For Kids Under 16!

A Walk In Mystery Tour Times:
Monday- Sunday 8pm & 10pm
~~~




A Walk In Mystery Tour Prices:
Adults*: $25
~~~

*Not Recommended For Kids Under 16!

St. Augustine Dark Side
~ Ghost Hunt ~

Coming Soon…

This tour is for those looking to experience the paranormal first hand. Guests and guides alike will have access to equipment used by professional paranormal investigators around the world, in an attempt to connect to the other side. If you have always wanted to understand the highly refined skill of ghost hunting, stay tuned, as the Dark Side has big plans for 2026! 


St. Augustine
Dark Side
~ Pub Crawl ~

Coming Soon…

What better way to experience the local culture than with a dark side pub crawl? Come follow our guides through the hottest spots in town, drinking and dining like a local, while you enjoy tales unique to Saint Augustine. We can’t wait to bring you crawling through town in the upcoming year. 


~ Please Be Advised ~

These tours are WALKING outdoor tours. A good portion of your time with your guide may be spent walking, or standing. Make sure you and your guests are comfortable with this amount of activity before booking. Please be mindful of weather forecasts as well. We are happy to reschedule your tour, but do not offer refunds due to weather conditions. Rain or shine, the show will go on! We also do not recommend the tours for children under the age of 16, however they are permitted with parental consent. 

** To confirm Tour Time Availability,
Click the "Book A Tour Button"

Contact St. Augustine Dark Side ~ If You Dare…

Call Now

You Can Also Reach Us By Phone

You Can Also Reach Us By Phone

About Dark Side Tours

Locally owned and operated, Dark Side Tours is committed to doing justice to this town’s rich history. All guides have passed testing through the city of Saint Augustine to acquire their tour guide license, so you know they are well informed. We can’t wait to give you a greater understanding of this city’s history with a chill up your spine to go with it.

A Walk In Mystery Tour Times:
Monday- Sunday 8pm & 10pm
~~~




A Walk In Mystery Tour Prices:
Adults*: $25
~~~

*Not Recommended For Kids Under 16!

The Dark Side Tour ~
A Walk Into Mystery

This tour has a little bit of everything! Everything Dark that is! Our historians will lead you through ancient history, local myths and folklore, up to present-day true crime cases that will make your skin crawl. 

Tours last an hour and a half to two hours and will begin at the oldest Irish pub in Northeast Florida, Ann O’Malley’s Irish Pub*. Nestled between the Huguenot Cemetery and the Old City Gates, O’Malley’s is a beloved historic staple of St. Augustine and the perfect introduction to this ancient city. From there, your guide will lead you on a course for an adventure through this historic town, encountering the most iconic, scenic, and HAUNTED locations.   

*and yes, you might want to get yourself a drink before embarking on this dark and mystical tour ~ helps calm the nerves perhaps.

Important! The content of the tour is for mature audiences only, discretion is advised.

Book This Tour

St. Augustine Dark Side
~ Ghost Hunt ~

Coming Soon…

This tour is for those looking to experience the paranormal first hand. Guests and guides alike will have access to equipment used by professional paranormal investigators around the world, in an attempt to connect to the other side. If you have always wanted to understand the highly refined skill of ghost hunting, stay tuned, as the Dark Side has big plans for 2026! 


St. Augustine
Dark Side
~ Pub Crawl ~

Coming Soon…

What better way to experience the local culture than with a dark side pub crawl? Come follow our guides through the hottest spots in town, drinking and dining like a local, while you enjoy tales unique to Saint Augustine. We can’t wait to bring you crawling through town in the upcoming year. 


~ Please Be Advised ~

These tours are WALKING outdoor tours. A good portion of your time with your guide may be spent walking, or standing. Make sure you and your guests are comfortable with this amount of activity before booking. Please be mindful of weather forecasts as well. We are happy to reschedule your tour, but do not offer refunds due to weather conditions. Rain or shine, the show will go on! We also do not recommend the tours for children under the age of 16, however they are permitted with parental consent. 

** To confirm Tour Time Availability,
Click the "Book A Tour Button"

About Dark Side Tours

Locally owned and operated, Dark Side Tours is committed to doing justice to this town’s rich history. All guides have passed testing through the city of Saint Augustine to acquire their tour guide license, so you know they are well informed. We can’t wait to give you a greater understanding of this city’s history with a chill up your spine to go with it.

About Dark Side Tours

Locally owned and operated, Dark Side Tours is committed to doing justice to this town’s rich history. All guides have passed testing through the city of Saint Augustine to acquire their tour guide license, so you know they are well informed. We can’t wait to give you a greater understanding of this city’s history with a chill up your spine to go with it.

Contact St. Augustine
Dark Side ~ If You Dare…

Call Now

You Can Also Reach Us By Phone