90-minute guided walking and paranormal tours in St. Augustine revealing the city’s historic landmarks, haunted sites, and provocative past.
Choose from ghost investigations, guided history walks, and specialty tours that uncover St. Augustine’s complex past.
others · St. Augustine
Discover the daring history of St. Augustine with a private walking tour exploring bootleggers, brothels, and gambling dens. Experience the city's rebellious past through immersive storytelling and scenic streets. Perfect for history lovers seeking an exclusive adventure.
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.
“Every outing is organized with local river knowledge, basic safety instruction, and equipment checks before departure.”
History, ghost, and specialty tours
Standard duration for every tour
Included on the Guided History Tour
Ghost tour led by a paranormal investigator
Open the individual experience guide to confirm current availability, pricing, policies, conditions, and inclusions before booking.
The operator provides clear meeting points, departure times, and destination coordinates for all outings.
Personal flotation devices, emergency protocols, equipment checks, and paddling orientations are provided before departure.
Recommended layering, water shoes, sunscreen, and dry bags are detailed in each experience guide.
Guides share rich knowledge of regional flora, fauna, scenic landmarks, and river navigation.
A glimpse into the experiences, natural landscapes, and adventures waiting on your next trip.
Images supplied on the current Spyglass Travel listing.
Spyglass Travel offers a variety of guided outdoor excursions, scenic routes, rentals, and custom itineraries tailored for families, couples, and adventure enthusiasts.
Yes. Most trips feature comprehensive safety orientations, equipment fittings, and calm routes suited for first-time adventurers. Check the details on individual experience guides for specific age and skill requirements.
Standard safety equipment (such as certified life vests and essential gear) is supplied for each booking. Detailed checklists regarding weather-appropriate attire and personal items are provided prior to departure.
Secure spots for haunted history, specialty walking tours, or guided history walks — limited capacity on walking routes.
others · St. Augustine
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.
others · St. Augustine
Step into the shadowy past of St. Augustine with a 90-minute ghost tour led by a paranormal investigator. Discover haunted sites, learn investigation techniques, and experience true ghost stories that will send chills down your spine—an unforgettable night in America’s oldest city.
land-adventures · St. Augustine
Step into the past with Spyglass Travel's 90-minute walking tour through St. Augustine’s historic district. Discover iconic landmarks, fascinating stories, and hidden gems on this engaging journey through one of America’s oldest cities. Perfect for history enthusiasts and curious travelers alike.
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