Discover the stories behind Old St. Augustine’s historic streets on a lively 90-minute guided walk with Spyglass Travel. Immerse yourself in centuries of history, from Spanish founding to Gilded Age revival, all with engaging storytelling and personal touches.
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Difficulty
easy
Duration
about 1.5 hours
Fitness Level
Suitable for most fitness levels, no strenuous activity required
Wildlife
History
St. Augustine’s strategic location made it a focal point of colonial conflict and commerce, shaping Florida’s early history.
Conservation
The city actively maintains its historic sites and promotes sustainable tourism to preserve its heritage.
Spyglass Travel
Discover the stories behind Old St. Augustine’s historic streets on a lively 90-minute guided walk with Spyglass Travel. Immerse yourself in centuries of history, from Spanish founding to Gilded Age revival, all with engaging storytelling and personal touches.
Spyglass Travel is a guided-tour operator based in St. Augustine, Florida, that offers immersive 90-minute walking experiences focused on the city’s history and darker stories. The company presents four signature tours: Wicked St. Augustine: Bootleggers, Brothels & Gambling in the Ancient City; Ghost Tour of St. Augustine: The Original Haunted History Tour; Walking Guided History Tour of Old St. Augustine; and Walking History Tour of St. Augustine's Historic District. Each tour runs approximately 90 minutes and covers distinct themes — from the city's founding and Gilded Age revival to haunted sites and illicit industries that shaped local life.
The Ghost Tour specifically features a seasoned paranormal investigator who shares true ghost stories and demonstrates investigation techniques while visiting locations such as Huguenot and Tolomato Cemeteries. The Walking Guided History Tour emphasizes small group sizes and interactive storytelling to deliver a detailed, personable look at St. Augustine’s evolution.
Spyglass Travel’s itineraries include visits to iconic landmarks referenced on tour and narration grounded in historical research and local anecdotes. These guided experiences are designed for visitors seeking both education and entertainment, appealing to history buffs, paranormal enthusiasts, and curious travelers. Booking details, schedules, and current availability are provided by Spyglass Travel for each tour, allowing guests to select the experience that best fits their interests and visit to St. Augustine. Some walking routes cover nearly two miles and visit landmarks such as the Castillo de San Marcos and Flagler College, providing a thorough on-foot exploration of St. Augustine’s architectural and cultural highlights today.
Tours Offered
4 Tours
History, ghost, and specialty tours
Tour Length
90 Minutes
Standard duration for every tour
Small Groups
Available
Included on the Guided History Tour
Paranormal Expert
Seasoned Investigator
Ghost tour led by a paranormal investigator
Secure spots for haunted history, specialty walking tours, or guided history walks — limited capacity on walking routes.
Wear comfortable shoes
Strolling through historic streets requires good walking shoes to comfortably cover uneven terrain and cobblestones.
Bring water and sun protection
Florida sun can be intense, so hydrate and wear sunblock or a hat for a more comfortable experience.
Arrive early
Getting there a few minutes early ensures you’re ready to start on time and makes for a less rushed experience.
Use camera discreetly
Capture the sights and stories without disturbing the narrative or other guests during the tour.
Comfortable walking shoes
Proper footwear is vital for comfort while touring the historic streets on foot.
Hat and sunscreen
Protection from the sun helps keep you comfortable during outdoor touring in sunny weather.
summer
Water bottle
Stay hydrated as you walk through the city’s historic sites.
Camera or smartphone
Capture the scenic and historic points along the tour for memories.