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    5. /Explore St. Augustine's Vice History Walking Tour
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    Explore St. Augustine's Vice History Walking Tour

    Walk St. Augustine’s hidden vice history with an author-guide

    5.0 stars• 92 reviews

    Duration

    90 minutes

    Highlights

    Explore the dark side of St. Augustine history on a 90-minute walking tour focused on bootleggers, brothels, and gambling. Learn how the city prospered through its hidden history of vice.

    • Join a 90-minute guided walking tour
    • Learn about vice in the oldest city’s past
    • Hear stories of bootleggers, brothels, and gambling
    • Meet your guide in period-appropriate apparel
    • Start at the Lightner Museum courtyard

    Things to know

    Ages 13+ only. Arrive 10 minutes early to check in, and plan extra time to find parking.

    Cancellation Policy

    In the event of cancellation due to weather etc, by Spyglass Travel, guests will receive a full refund within 48 hours.

    Product ID: ZKZMBM

    FAQs

    Your guide is Blanche Altavilla, the alter ego of Wicked St. Augustine author Ann Colby. She leads the tour in period-appropriate apparel.

    Arrive 10 minutes before your start time to check in with your guide.

    Give yourself plenty of time to find parking before the tour starts.

    Meeting details

    courtyard of the Lightner Museum (75 King Street)

    Experience provided by Spyglass Travel

    Perfect for

    • History buffs curious about America's oldest city
    • Girls' trips looking for quirky local stories
    • Teens interested in dark, untold histories

    Related locations

    How can we help?

    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

    Call or text 1-877-GREET-WELL

    Report an issue

    Person

    $33.75

    Ages 13+

    0

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    Discover what we've curated for you

    Review summary

    5.0
    Excellent
    92 reviews•Google Maps
    87
    0
    0
    0
    1

    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.

    What people are saying

    Review 1 of 5
    5/5

    Kevin was a great guide. Very informative and not a tourist trap like most other haunted tours. Wait until you meet "Zoe".

    Photo of Craig Tedrow

    Craig Tedrow

    August 11, 2026

    Review 1 of 1
    5/5

    Kevin was a great guide. Very informative and not a tourist trap like most other haunted tours. Wait until you meet "Zoe".

    Photo of Craig Tedrow

    Craig Tedrow

    August 11, 2026

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