Spooky Road Trip - Halloween is a scream in the Nation’s oldest city of St. Augustine!
- Shane Walton
- Sep 26
- 4 min read
Spooky season is the perfect time to pack up your doom buggy and enjoy a Halloween Road Trip to St Augustine.
When it comes to haunted Halloween destinations, St. Augustine, Florida, is tough to beat...
With its long and storied history of violence and conquest, St. Augustine is the perfect vacation destination for history buffs, ghost seekers, and believers in the paranormal who are looking to experience the haunts and frights that awaits, particularly during spooky season!
Seriously, you won’t find a more haunted Halloween destination than the Nation’s oldest city, St. Augustine, Florida.
With more than 450 years of history, ancient narrow streets, two historic cemeteries with graves dating back hundreds of years, a brooding Spanish fortress, and endless stories of roaming spirits, it’s the place to be for all things other-worldly.
Haunted Tours
For spooky fun throughout October, nightly tours delve into the spookier side of history, telling the stories of the past.
Night Watchman Ghost Tours tells the stories of the past from the perspective of the Night Watchmen, who patrolled the darkened streets of St. Augustine.
The Ghosts & Gravestones tour, on the other hand, welcomes visitors of all ages on board the Trolley of Doom to visit spooky sites throughout Historic Downtown.
Other nightly tours include St. Augustine Dark History Tour, Ghost Tours of St. Augustine, Old Jail After Dark, Nightly Spirits Ghost Tours, A Ghostly Encounter, GhoSt Augustine, and After Dark Investigations.
Weekends Are For The Ghouls And Ghosts!
Haunted history comes to life on the water with Florida Water Tours’ Moonlit Mysteries: Haunted History Boat Tour, offered Thursdays through Saturdays.
The Beetlejuice Pub Crawl with Tasting Tours on Fridays and Saturdays is a spine-chilling adventure led by The Tasting Tours’ resident ‘dead guy,’ who ferries visitors in electric vehicles to haunted venues where eerily delicious cocktails await.
St. Augustine Haunted in Pink takes off October 30-November 2, ushering guests in glamorous pink carts while they hear chilling ghost stories.
Every Friday and Saturday in October, the Ximenez-Fatio House Museum brings history to life with "Mortality & Mourning: Women in Black," offering a powerful yet family-friendly look at how women coped with loss in 19th-century St. Augustine.
The St. Augustine Lighthouse & Maritime Museum opens its haunted grounds after dark every Friday, Saturday, and Sunday in October for the Dark of the Moon Ghost Experience. Beginning with spooky stories, guests can climb up the 219 steps to the top of the Lighthouse and explore the grounds.
On October 18, Old St. Johns County Jail: A Haunting Experience throws open the doors of the historic prison, once home to Florida’s most dangerous criminals.
The EstuSCARY Haunted Trail at GTM Research Reserve, on October 24-26, invites those who dare to explore the eerie South Beach Hammock Trail, filled with scares, surprises, and spooky fun.
On October 25, meet ghosts from the past and discover the real history behind the tales of sharks in the moat at Castillo by Candlelight: Sharks in the Moat.
Frightening Festivities
Packed with family-friendly fall fun, Sykes Family Farms Crop Maze is open every Friday, Saturday, and Sunday, October 4-November 2. It features a massive corn maze, a you-pick sunflower field, hayrides, playgrounds, farm animals, and more.
CROCtoberfest – Brew at the ZOO! is an adults-only event where guests can roam the zoo at night while sampling beer from local and regional breweries.
Improv Spooktacular at Third Space Improv is a hauntedly hilarious improv comedy night where performers conjure spooky scenes from audience suggestions, with costumes encouraged. Performances are on Saturdays beginning October 18-November 1.
“Dark and Stormy Night” at Limelight Theatre in St. Augustine invites you to an eerie evening of haunting storytelling by Tale Tellers of St. Augustine on October 22.
The Jail Break 5K on October 25 is a charity run/walk, followed by a huge Halloween party and costume contest
For true horror fans, Scream City Con 2025 is a must-visit. This immersive horror convention, October 25-26, features autograph sessions, Q&A panels, interactive horror-themed events, cosplay contests, and a massive vendor marketplace.
Scares pair with hair bands at the 9th Annual Headless Bangers Costume Ball on October 25. The costume contest recognizes the best, funniest, and most outrageous outfits, with food, dancing, candy, and live 80s and 90s rock music.
Poets of all abilities can read their finished or in-progress works while in costume at the October 26 Poetry Open Mic at The Waterworks: The Ghost in You.
Create intuitive art at Séance Sketches at St. Augustine Art Association, where an artist will lead a candlelit workshop that explores blind mark-making, pendulum movement, and automatic writing.
Trick Or Treat While Traveling
It’s all about the kids at the St. Alligator Farm Zoological Park’s Creatures of the Night, October 24-26. Trick-or-treating meets eerie bugs and beasts as kids journey through the darkened park collecting treats and creepy creature cards.
Trick-or-Treating and Harvest Festival at Ximenez-Fatio House Museum on October 25, offers a safe space for daytime trick-or-treating, where families can explore the historic home while collecting candy at every turn.
Tricks and Treats at the St. Augustine Beach Police Department on October 24 is a family-friendly trick-or-treat event featuring fire and police vehicles, games, popcorn, and more. On October 25, historic Hastings turns spooky with the Hastings Trunk or Treat & Movie in the Park.
The 20th Annual St. George Street Trick or Treat turns the famous walking street into a candy-haven, with participating stores handing out treats to costumed revelers.
For advance travel information, call 1.800.653.2489 or go to the Visitors and Convention Bureau website at www.FloridasHistoricCoast.com.
Before attending any of the events listed on Gotta Go Orlando, you should contact the organizer or venue to confirm that the event is taking place as information, changes, and cancellations can occur.
Never miss anything happening gain, we've got you covered with the latest and best things to see and do throughout Central Florida. Get the Latest Orlando News now!
Contact Us:
You can contact us here. To advertise with us, click here. To list your upcoming event, submit it here.
Newsletter:
Sign up for our newsletter and stay in the loop with all the latest news from Central Florida delivered daily to your mailbox.
Social Media:
Join the local conversation on X, Facebook, and Instagram, plus, for extended coverage, catch the latest on our YouTube channel.
Comments