It’s October in Florida. And that means cooler weather, longer nights, and some seasonal flair. It also means that spooky season is upon us. And here in St. Augustine, Halloween is a month-long festival of frights. As America’s oldest city, St. Augustine has a rich history peppered with fascinating stories of residents past who may have passed on — but who left behind echoes that continue to resonate today. As such, we’re arguably the most haunted city in the nation! If you’re interested in meeting some of our fair city’s most famous dearly departed denizens, then check out our guide to the spookiest St. Augustine ghost tours. 

Ghosts and Gravestones of St. Augustine

Ghosts and Gravestones is one of St. Augustine’s longest-running and most popular creepy crawls, and for good reason. Guests are invited to hop on an Old Town trolley for this tour, which whisks everyone to some of the city’s most haunted highlights. Among them: The Old Jail, which was the final stop for many of the area’s most maligned miscreants — many of whom met gruesome ends. Despite the macabre nature of the tour, it’s a great family-friendly  attraction. 

27 San Marco Ave, St. Augustine FL, 32084

GhoSt. Augustine

If you’re looking for a small-group tour that’s certain to be a hair-raising trek, GhoSt. Augustine is a frightfully fantastic option. Both walking tours and shuttle-based trips are offered, with each taking guests to some truly spooky spots. As an added bonus, guests are also free to use specialized paranormal activity equipment to detect any potential ripples that may be happening nearby. The guides on this tour are also exceptionally entertaining, so strap in!  

162 St. George St Suite 19, St. Augustine, FL 32084

Dark of the Moon Tour

The St. Augustine Lighthouse and Maritime Museum — widely known to be one of the most haunted spots in the country — will be hosting spooky summer ghost tours on weekend evenings throughout October. Your tour guide will take you and your group on a creepy trek through the facility and share true tales from the storied history of this chilling place. Admission is just $25 ($20 for kids 12 and under) and helps support maritime research at the museum. 

100 Red Cox Dr, St. Augustine, FL 32080

Afterlife Tours

If you’re a history buff, you can’t go wrong with Afterlife Tours. These guided go-’rounds feature a special focus on the city’s incredibly colorful past, filled as it was with pirates, conquistadors, lawless early days, and even plagues. These tours offer stops at numerous historic cemeteries, as well as a fair number of exceptionally eerie dark corners where other tours don’t dare go. Fair warning: Afterlife Tours can be genuinely unsettling, and may not be for everyone — particularly younger children. But for paranormal aficionados looking for an especially spine-chilling experience, you’d have a hard time topping this tour.  

1 King St, St. Augustine, FL 32084

Sheriff’s Ghost Walking Tours

Sheriff’s Ghost may be the only ghost tour in the city led by an actual ghost. Sheriff Guy White was a St. Augustine lawman who passed on 1911, but he still returns from time to time to lead guests on a weird walk through the city’s past, pointing out some of its most cobweb-covered corners. Those who have taken this tour appreciate the thoroughly researched history, unique stops, and the ephemeral enthusiasm of Sheriff White himself. Bring your camera!

32 St. George Street, St. Augustine, FL 32084 

Spirits With Spirits Paranormal Pub Crawl

There’s only one thing that could make a great ghost tour even better — and that’s being able to enjoy a few adult beverages along the way. Spirits With Spirits tours accomplish just that. Embark on an excursion that will take you into some of the city’s most haunted hangouts, and knock back a few cocktails in the bargain. You’ll even start with one complimentary drink right out of the gate to start the fun! Obviously, these yours are limited to those 21 and older. 

23 Orange St, St. Augustine, FL 32084

Regardless of which tour — or tours — you opt to take, there will be at least one aspect of your adventure that isn’t scary at all. Specifically, your stay at St. George Inn. Feel free to take a look at our Special Offers page, select the St. Augustine travel deal that’s right for you, and let the anticipation begin!