Oldest Wooden School House Tours and Tickets

Learn more about one of the oldest cities in the US while enjoying a frightfully good time on a family-friendly ghost tour of St. Augustine. Combine visits to spooky sites with light-hearted fun and spine-tingling tales. Your costumed guide takes you to cemeteries, the ground of the Old Fort, and other haunted locations to discover the little-known legends that you wouldn’t learn any other way.

Step back in time with a visit to enchanting St Augustine — one of America’s oldest towns — on this full-day tour from Orlando. This 10-hour excursion arrives in St Augustine by mid-morning, giving you hours to spend on your favorite activities. Stroll along cobbled pathways, admire Spanish Colonial architecture, indulge in delicious seafood at a waterside restaurant, see historic landmarks, and add on an optional sightseeing cruise or trolley tour.

Go beyond the guidebooks and discover a different side of St. Augustine on a haunted walking tour that combines ghost stories with visits to local bars. The tour explores the city's haunted history while stopping at historic watering holes, where you'll have time to purchase drinks along the way. Blending local legends, historical storytelling, and a lively social atmosphere, it's a unique alternative to a traditional ghost tour.

St. Augustine, renowned as the oldest city in the United States, is more than just a historical destination; it’s a vibrant community offering a unique blend where the past and present seamlessly intertwine. The history and charm captivate every visitor. A day spent strolling its historical streets is not just a walk-through time, but an opportunity to make lasting memories. Begin your journey with some of the city's most iconic landmarks.

Your tour blends St. Augustine’s haunted legends with real history, atmospheric streets, and some of the city’s most iconic landmarks. Led by an engaging local guide, this walking experience is spooky, fun, and easy to enjoy, with stories that bring the nation’s oldest city to life after dark. Rather than relying on cheap scares, we focus on powerful storytelling, atmospheric locations, and the strange, fascinating events that have shaped St. Augustine for centuries. Guests will visit iconic historic sites, hear chilling local legends, and experience the city’s old streets after dark with an engaging guide who brings each stop to life. It is spooky, entertaining, and rooted in the history that makes St. Augustine unforgettable.

Go at your own pace, anytime. This is a location aware smart phone guided walking tour. Get our app, put your phone in your pocket and let our patented technology guide you through St. Augustine and share stories written by tour guides, told by professional narrators and infused with music. On our historic adventure I’ll be guiding you to the historic sites linked to the history of the oldest city in America. You’ll see the Old City Gates, the narrowest street in America, the oldest schoolhouse, historic St. George Street, the old churches, shrines, forts, monuments, parks, statues and so much more. And along the way I’ll share with you the stories of the Spanish, Ponce De Leon and how he enslaved an island, Pirates of the Seas, The Red Coats, the Americans, the history of Slavery in Florida, The Oldest Market, the Greek shrine, the Minorcans, and we are just getting started. Want to listen later? No problem. Your tour never expires.

Explore the historic heart of St. Augustine, the oldest continuously inhabited European-founded city in the United States, on this self-guided walking tour through its most iconic streets, plazas, and landmarks. Starting near the Castillo de San Marcos, you’ll follow a route through Old Town, St. George Street, Aviles Street, and the city’s civic core. Along the way, you’ll uncover how Spanish colonists, Indigenous peoples, enslaved Africans, and later civil rights leaders shaped a city defined by survival, adaptation, and cultural exchange. This immersive audio experience is designed for independent travelers who want more than surface-level sightseeing. Stories unfold as you walk, connecting fortifications to daily life, power to resistance, and past events to the living city around you. Unlike a group tour, this experience lets you explore at your own pace—pause, rewind, or linger wherever you like.

If you’re brave enough to stroll the streets of St. Augustine alone, this self-guided audio tour will take you through the haunted history of the country’s first city. Explore the historic alleys in search of the most haunted hotels, cemeteries, restaurants and homes surrounding the old city. Walk by the Oldest Wooden School House, the Old Powder House Inn Bed and Breakfast, and many more sites, some dating back hundreds of years.

As one of the oldest cities in the country, St. Augustine is known for its ghost stories and legends—and this paranormal tour offers the chance to get acquainted with specters and frights. Meet your guide after dark, and set off with just a small group for company. With the help of EMF meters, dousing rods, and other tools, you'll explore an 18th-century wooden schoolhouse, the St. Augustine Old Cemetery, and more.

Embark on a self-guided walking tour of St. Augustine, the nation's oldest city! Start your journey at the historic Castillo de San Marcos, exploring centuries-old fortifications. Next, uncover swashbuckling tales at the St. Augustine Pirate & Treasure Museum. Continue to Flagler College, marveling at its Gilded Age architecture. Conclude your adventure with a stroll across the iconic Bridge of Lions, witnessing breathtaking views and vibrant marine life. This tour connects you with the rich tapestry of St. Augustine's past and present. After booking, check your email/text to download the separate Audio Tour Guide App by Action while connected to WiFi or mobile data. Enter the password, download the tour, and enjoy it offline. Follow the audio instructions and route from the designated starting point. New, Lifetime access, no expiry. Use it anytime, on any trip, as many times as you want. This isn't an entrance ticket. Check opening hours before your visit.

On this self-guided audio tour, you will dig up the good, bad, and ugly stories buried under St. Augustine's historic streets. St. Augustine is the oldest, continuously occupied city in the United States. On this walking tour, you’ll follow the journey of founding father Pedro Menendez de Aviles, and the many others who gave everything they had to settle this hostile land. From the original city gates to Plaza de la Constitución in historic downtown St Augustine, I’ll show you the scars around every corner. Along the way, you’ll hear good, bad, and ugly tales about what it took to build a perfect fort, and how it was attacked many times but never taken. St. Augustine’s history is long, and its twisted tales are endless. This is a storytelling adventure into the lives and times of those who built this city. Whether you’re visiting St Augustine for the first time or are a curious local, this tour will give you a greater appreciation for the city and its rich cultural heritage.

From its jaw-dropping Bridge of Lions to the resilient fortress of Castillo de San Marcos, St. Augustine is like a historical theme park where the exhibits are real, and the stories are legendary! On this walking tour, you‘ll take in more than 350 years of fascinating history with Context Travel expert and storyteller, Jennifer Geraghty. As you walk, she‘ll bring the city‘s colorful characters to life, recount epic battles, and point out the many historical firsts that shaped the city. Wander through historic districts, spotting architectural influences, and visiting iconic sites like the Ximenez-Fatio House and the Cathedral Basilica. Get unlimited use of this tour before your booking date and after it. You can use the virtual tour option at home, too. Once you have booked, you will receive instructions and a unique code to download the tour. The app displays directions to the starting point; when you’re in the right place, tap start.