
St. Augustine Walking Tours
Most Visitors Never Hear These Stories
Join us for unforgettable sightseeing adventures today!

Join us for unforgettable sightseeing adventures today!

Explore hidden history, Black heritage, ghost stories, and family-friendly adventures with immersive walking tours in historic St. Augustine, Florida. Book your experience today.
There are plenty of tours that tell you what happened.
We help you understand why it mattered.
Every High Road Tour blends historical research, engaging storytelling, and authentic local knowledge to create an unforgettable experience.
You'll discover:
✔ Hidden history overlooked by traditional tours
✔ Sightseeing Tours of African American Heritage and the story of Lincolnville
✔ Local legends and fascinating characters
✔ The resilience that built St. Augustine
✔ Stories of people whose stories that inspire curiosity long after your vacation ends
When the walking tour ends, you'll leave with more than photographs.
You’ll walk away with a fresh perspective on America’s oldest city. Join the High Road Explorers and all the fun things we get to learn on the way, together!
We offer a variety of tours that cater to different interests and preferences. Whether you're interested in history, culture, or nature, we have a tour that's perfect for you. Our tour guides are knowledgeable and passionate about what they do, and they'll make sure you have a great time.
At High Road Tours , we're committed to providing the best possible experience for our customers. We strive to be environmentally responsible, socially conscious, and culturally respectful. We want to leave a positive impact on the places we visit and the people we meet.

Explore the hidden history of St. Augustine through a guided walking experience highlighting African, Indigenous, and Spanish Black history. Journey through historic streets, uncover overlooked stories, and discover the resilience and cultural legacy that shaped the city centuries before America became a nation.

As evening settles across the historic streets of St. Augustine, the city’s hidden stories begin to emerge. Quiet Resistance is a guided walking experience highlighting the courage, resilience, and everyday acts of survival that shaped African, Indigenous, and Spanish Black history beyond the traditional narrative.

Designed for ages 7 and up, Junior Explorer is a hands-on walking tour through St. Augustine where kids don’t just listen — they discover. With an interactive challenge and engaging storytelling, young explorers uncover it themselves.

Honor the past. Reflect on the stories of the present. Experience history through a broader lens. This guided walking experience explores the historical events, cultural influences, and human stories that helped shape St. Augustine across generations. Through storytelling and historical insight, guests are invited to consider how history continues to influence communities and everyday life today.

Experience the magic of St. Augustine during the holiday season with a festive evening walking experience through the city’s historic Nights of Lights display. Along the way, guests explore local history, seasonal traditions, and the stories that make this annual celebration a favorite for visitors and families alike.

Beyond St. Augustine’s well-known landmarks are hidden stories waiting to be explored. Truth Seekers is an interactive walking experience guiding guests through historic streets, overlooked details, and lesser-known locations that reveal another side of the city’s history.

Join our family-friendly haunted tour and listen for echoes fro Explore the mysterious side of St. Augustine through a family-friendly evening walking experience featuring local legends, historic mysteries, and hidden stories passed down through generations. the past, using gentle techniques to uncover the city’s spectral stories and hidden histories.

Looking for a wedding officiant in St. Augustine, Florida? High Road provides mobile officiant services for legal wedding ceremonies in historic St. Augustine, offering couples a memorable ceremony experience in one of Florida’s most romantic destinations.
Discover family-friendly, private, and specialty tours around St. Augustine. Whether you're into history, nature, or unique adventures, we’ll craft a personalized tour just for you. Contact us today to make your dream tour a reality!
Mon | Closed | |
Tue | Closed | |
Wed | By Appointment | |
Thu | By Appointment | |
Fri | By Appointment | |
Sat | 10:00 am – 06:00 pm | |
Sun | 10:00 am – 06:00 pm |
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Copyright © 2026 High Road Tours
- All Rights Reserved. High Road Tours is a licensed and insured tour company operating in St. Augustine, Florida. Our experiences are designed for educational, cultural, and historical purposes only. We do not provide medical, psychological, therapeutic, or religious services.
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