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Explore St. Augustine’s history with this self-guided walking tour, featuring over 20 stops like the Castillo de San Marcos and the oldest wooden schoolhouse for $19.99.
The Americas Oldest City: A Self-Guided Walking Tour of St. Augustine offers an engaging way to uncover more than 350 years of history at your own pace. Priced at $19.99 per person, this tour provides approximately 1 hour and 15 to 30 minutes of walking adventure through Florida’s most historic city. It’s designed for those who want a flexible, affordable way to explore key sites with expert narration at their fingertips. The tour is available via the VoiceMap app for Android and iOS, with lifetime access and offline maps and audio, making it a practical choice for travelers who value convenience and independence.
One of the main attractions of this tour is its detailed itinerary, which begins at the Governor’s House Cultural Center and Museum. From there, you’ll visit iconic landmarks like the Cathedral Basilica of Saint Augustine, St. George Street, and the Castillo de San Marcos. The route also includes lesser-known gems like the Old Wooden Schoolhouse and the Ximenez-Fatio House, giving you a comprehensive look at the city’s architectural evolution and historical significance. While the tour does not include entrance fees or transportation, its rich narration and carefully curated stops make it a valuable addition to your visit.
Although the tour is largely self-paced, it is well-suited for those who appreciate detailed commentary paired with the freedom to explore at their leisure. Reviews highlight the knowledgeable narration and great value for the price, with many users enjoying the ability to learn on their own schedule. Just note that since it’s a self-guided experience, you’ll need your own smartphone and headphones, and entrance fees are not included. This makes it ideal for independent explorers who want a personalized, educational walk through St. Augustine’s historic district.


The tour kicks off at 48 King Street, right in the heart of historic St. Augustine. The meeting point is easy to find, and the app provides clear directions to ensure a smooth start. As you begin, the narration introduces the city’s origins as a Spanish outpost that grew into a Gilded Age haven, setting the tone for a journey through centuries of history.
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Your first major stop is the Cathedral Basilica, the oldest parish church in the United States. Its architecture reflects religious and cultural influences from the early settlers. The narration highlights its significance in the city’s spiritual life and its role as a symbol of resilience through the centuries.
The tour takes you along St. George Street, the historic heart of St. Augustine. You’ll admire architectural wonders like the Prince Murat Cottage and the Stanbury Cottage, known as the Gingerbread House. The narration explains how these buildings showcase Spanish, British, and American influences, revealing the layered history of the area.

Passing by the Peña-Peck House, travelers get insight into early colonial architecture. The tour points out features that reveal Spanish and British influences, helping you spot architectural styles across different eras. The Salcedo House & Kitchen further illustrates this diverse heritage.

A highlight is passing the St Photios Shrine Greek Orthodox National Shrine, which adds a diverse cultural dimension to the city’s history. The narration shares stories of the Greek community’s role in the city’s development, emphasizing St. Augustine’s multicultural roots.
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One of the most notable stops is the Old Wooden Schoolhouse, a structure that has withstood hurricanes and natural disasters. Its story highlights St. Augustine’s ability to endure and rebuild through centuries of weathering storms and conflicts.

Passing through the Old City Gates, you arrive at Plaza de la Constitución, the oldest public space in the U.S. The tour reveals the secrets of the obelisk and the square’s role as a community gathering place since colonial times.

The Castillo de San Marcos is a major highlight, famed for its “cheese-like” walls that made it impenetrable to English forces during its 23-year construction. The narration details the military defenses and legendary battles that shaped the city’s history.
Beyond the walls, you’ll learn about the construction and reconstruction of the Sea Wall, a testament to the city’s ongoing fight against flooding and natural challenges. The site’s impressive military architecture remains a favorite among visitors.
The Bridge of Lions serves as a symbol of St. Augustine’s triumphs and tribulations. The narration shares ghostly legends and stories connected to nearby sites like the Spanish Military Hospital and the Old Wooden Schoolhouse, adding a mysterious flavor to the walk.
Your route includes visits or passing by Ximenez-Fatio House, Father Miguel O’Reilly House, Gonzalez Alvarez House (the oldest house), and Saint Francis Barracks. Each site tells a story about the city’s evolution, from colonial times to modern military history.
The tour highlights Upham Winter Cottage and other historic palaces, showcasing architectural styles from various periods. You also see Ponce De Leon Hall and Stanbury Cottage, emphasizing the city’s varied architectural heritage.
Stops at Trinity Parish Church and Flagler College reveal religious and educational landmarks. The Historic Tours of Flagler College reflect the city’s long-standing dedication to culture and learning.
The tour begins at 12:00 PM and is available every day until 11:59 PM. It’s a private activity, suitable for most travelers, with near public transportation options. Participants need their own smartphone and headphones; entrance fees are not included. Once booked, instructions include a unique code to download the tour and start exploring.
Reviewers praise the knowledgeable narration by Jennifer Geraghty and the great value for money. The GPS feature gets positive mentions, allowing users to walk at their own pace. Many appreciate the ability to pause, replay, and stop for photos while learning about hidden stories and local legends.
This self-guided walking tour provides a comprehensive look at America’s oldest city, combining historical sites, architectural wonders, and cultural stories. Its affordable price and lifetime access make it an excellent choice for independent explorers who want to see the sights on their own terms.
While it doesn’t include entrance fees, the narrated stops and detailed map ensure you won’t miss the city’s most significant landmarks. It suits those interested in history, architecture, and legends, especially travelers who enjoy self-paced learning and flexibility. Overall, it offers excellent value alongside a rich, educational experience.
“The information that was given was great. Wish there was more information about more history other places or just about the town. Fill info. Otherw…”
Is this tour suitable for families with children?
Yes, the tour’s self-guided format and engaging narration make it suitable for families, though younger children may need supervision and interest in history.
Do I need an internet connection to use this tour?
No, once downloaded, the tour operates offline, thanks to offline maps and audio.
Are entrance fees included?
No, tickets to attractions like the Castillo de San Marcos or Flagler College are not included and need to be purchased separately.
How long does the tour take?
The average duration is between 1 hour and 15 minutes to 1 hour and 30 minutes but can be extended based on your pace and interest.
Can I start the tour at any time?
Yes, the tour is available 24/7, and you can start at your convenience using the provided instructions and code.
Is this tour accessible for people with mobility issues?
The tour involves walking through historic districts and sites, so mobility considerations should be taken into account, but specific accessibility features are not detailed.