Trace West Augustine's hidden vice history with the author of Wicked St. Augustine
1.5 hrs
Guided walking tour, historic sites
Explore West Augustine's former "Country Club," where illegal liquor, gambling and prostitution shaped the city's past. Hear the author of Wicked St. Augustine reveal the stories behind its shadier history.
This is a typical itinerary for this product
Stop At: Bog Brewing Company, 218 W King St, St. Augustine, FL 32084-4144
Today a local brewery and pub, but its history is quite different. Your guide will divulge the shadier side of this locations history.
Duration: 15 minutes
Stop At: Leo C. Chase & Associate's Inc. Funeral Home, 262 W King St, St. Augustine, FL 32084, USA
Today a thriving funeral home, but this was the center of the vice industry for years in the West Augustine area. The main location of the city's most famous, or infamous madam.
Duration: 15 minutes
Stop At: Sweet City Cupcakes, 233 W King St # A, St. Augustine, FL 32084, USA
One of numerous stops along the way involved in notorious vice industries in St. Augustine's dark history.
Duration: 15 minutes
Stop At: Bog Brewing Company, 218 W King St, St. Augustine, FL 32084-4144
Back to the beginnings, discovering several of the many notorious locations which make up the shadier side of the area of West Augustine. Enjoy the libations at this famous local pub after your tour as your guide recalls the area's hidden history.
Duration: 15 minutes
Free cancellation up to 24 hours before start. Full refund if the operator cancels due to weather.
Product ID: MC6XAY
This is an outdoor walking tour.
Wear comfortable walking shoes and plan for changing weather.
Arrive 10 minutes before your scheduled start time.
BOG Brewing Co., 218 West King St, St. Augustine, FL
Kevin clearly knows his stuff when it comes to St. Augustine history, and reviewers can't stop talking about how engaging he makes these tours. Multiple visitors mention he regularly goes over the allotted time because he's genuinely passionate about sharing the city's story, from Henry Flagler's influence on Florida to the architectural details that bring centuries past to life. His background as a paranormal investigator adds credibility to the ghost tours, which guests appreciate for being fact-based rather than gimmicky. Several reviews recommend booking early in your trip so you can use Kevin's insights to plan the rest of your visit. The personal touches stand out too. Kevin (who owns the company with his wife) is flexible with weather-related rescheduling, provides ponchos when needed, and even follows up after tours with additional historical context. The walking pace is described as slow and mobility-friendly. One reviewer mentions a tour with Angie that was equally delightful, though Kevin leads most experiences. Guests consistently say these walking tours beat the trolley alternatives for depth and completeness, making this a solid choice for anyone wanting to truly understand the oldest city in America.
Kevin was a great guide. Very informative and not a tourist trap like most other haunted tours. Wait until you meet "Zoe".
Craig Tedrow
August 11, 2026
Kevin was a great guide. Very informative and not a tourist trap like most other haunted tours. Wait until you meet "Zoe".
Craig Tedrow
August 11, 2026
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