Historic Walking Tours in St. Augustine with Spyglass Travel
Difficulty
easy
Duration
2–2.5 hours
Fitness Level
Suitable for most fitness levels; requires moderate walking on uneven surfaces
Overview
Step into St. Augustine’s hidden past with Spyglass Travel’s Wicked St. Augustine tour. Discover the city’s bootlegging, gambling, and brothel stories on foot through its oldest historic streets.
Historic Walking Tours in St. Augustine with Spyglass Travel
Adventure Tips
Wear Comfortable Walking Shoes
The tour covers uneven cobblestone streets and sidewalks, so sturdy, supportive footwear is recommended.
Bring Water On Warm Days
Florida heat and humidity can build quickly; carry a water bottle to stay hydrated throughout the 2-hour tour.
Arrive Early for Check-In
Meet your guide on time as group sizes are typically small, and tours start promptly to maintain schedules.
Prepare for Limited Seating
This is a walking tour with limited opportunities to rest or sit, so plan accordingly if you have mobility concerns.
Local Insights
Wildlife
- Wading birds like herons in nearby waterfront areas
- Occasional sightings of manatees in the adjacent bay
History
St. Augustine was founded in 1565, and its layered colonial past includes Spanish, British, and American influences that shaped its unique urban fabric.
Conservation
Efforts to preserve St. Augustine’s historic streets and buildings contribute to maintaining its character while managing tourism impact responsibly.
Frequently Asked Questions
Recommended Gear
Comfortable Walking Shoes
To handle cobblestones and city sidewalks comfortably throughout the tour.
Reusable Water Bottle
Staying hydrated is crucial during Florida’s heat and humidity.
summer specific
Lightweight Layers
Provides comfort during cooler mornings and flexible warmth as temperatures rise.
fall specific
Small Backpack or Bag
Useful for carrying essentials like water, sunscreen, and a camera hands-free.