
St. Augustine has centuries of history—and plenty of stories about what may still linger.
Led by an intuitive guide, this after-dark experience explores the space between history and the unexplained, including local legends, mysterious encounters, quiet moments, and reported orb phenomena.
Rather than promising you what you'll see, we invite you to slow down, pay attention, and experience the night for yourself.
A chance to experience St. Augustine from a completely different perspective.
You'll hear the stories, visit places connected to them, and have an opportunity to decide for yourself what you make of the unexplained.
Perfect for: Curious adults, couples, friends, paranormal enthusiasts, and anyone who enjoys a good mystery.
After-dark walking experience
Adult (19+) $59.95
Senior (60+): $54.95
It's a walk through the darker side of St. Augustine's history.
Duration: 90-minute evening walking experience
Adult-oriented content
Local legends & documented history
Small-group experience
Comfortable walking shoes are recommended.
Come curious. Leave wondering what else the city isn't telling you.
Meeting point: TBD
Tour length: Approximately 90 minutes
Weekend Experiences • 90 minutes • Private Groups Only: 30 MAX
Historical and cultural experience for enrichment and entertainment. Some stories and subject matter may be mature.
Copyright © 2026 High Road Tours — All Rights Reserved.
High Road Tours is a licensed and insured tour company in St. Augustine, Florida. Our experiences are cultural and educational only and do not provide medical, psychological, therapeutic, counseling, or religious services. Alcohol, drugs, and intoxication are strictly prohibited. Guests who appear under the influence or behave disruptively may be refused participation without refund. We reserve the right to decline service to protect the safety and enjoyment of the group.
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