If you’re heading to St. Augustine and want to go beyond the typical tourist paths, the Side Streets and Secrets Tour offers a fascinating peek into the city’s lesser-known spots. Designed by Jax Tours, this 1.5-hour journey promises to uncover the hidden corners and tales that many visitors miss.
It’s an experience tailored for those who love discovering authentic stories, quirky locations, and the quiet magic that makes St. Augustine so special.
What makes this tour stand out? We love its focus on off-the-beaten-path sites like Ronnoc’s Trading Post and the Spanish Military Hospital Museum—places that feel like secret treasures. Also, the ability to explore hidden religious and historical artifacts adds a layer of depth that’s often missing from more conventional tours.
On the flip side, given its tight schedule and small group size, some might wish for a slightly longer or more in-depth experience.
Nonetheless, this tour is an excellent fit for travelers who enjoy walking through history with a local’s insight and who want a quick but enriching glimpse into St. Augustine’s secret stories.
Key Points
- Unique focus on less-known sites makes this tour a refreshing change from mainstream sightseeing.
- Short, manageable duration suits travelers short on time but eager for authentic stories.
- Small group size (max 14) ensures a more personalized experience.
- Includes entry to several sites like Ronnoc’s Trading Post and the Governor’s House.
- Offers plenty of surprising facts and quirky stories to keep curiosity alive.
- Great for history buffs and curious explorers wanting a different perspective on St. Augustine.
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- Key Points
- An Honest Breakdown of the St Augustine Side Streets and Secrets Tour
- Meeting Point and Duration
- The Itinerary: What You’ll See and Experience
- What Travelers Say (Based on Available Reviews)
- Analyzing the Value: Is It Worth the Price?
- Practical Tips for Enjoying the Tour
- Who Should Book This Tour?
- The Sum Up: Who Will Get the Most Out of This Tour?
- FAQ
- The Best Of St Augustine!
- More Tours in St Augustine
- More Tour Reviews in St Augustine
An Honest Breakdown of the St Augustine Side Streets and Secrets Tour
This tour is a well-curated stroll through some of the city’s most intriguing, lesser-explored spots, designed to combine history, mystery, and local flavor. It’s not a comprehensive sightseeing bus tour but a journey into the hidden life of St. Augustine, perfect for those who adore uncovering stories that most visitors overlook.
You can also read our reviews of more tours and experiences in St Augustine.
Meeting Point and Duration
The tour begins at 10:00 am at 2 Cuna St, a central location that’s easy to find and close to many shops and eateries. From there, you’ll spend roughly 90 minutes exploring with a small group of no more than 14 people. This intimate setting allows for more conversation, questions, and a relaxed pace—ideal for travelers who prefer depth over breadth.
The Itinerary: What You’ll See and Experience
Stop 1: Castillo de San Marcos National Monument (15 minutes)
Your journey kicks off at the oldest masonry fort in the continental U.S., built in the 1600s to safeguard against pirates and invaders. Made from coquina stone, the fort’s unique ability to absorb cannon fire hints at its durability. While many travelers just snap a quick photo here, this tour briefly explores its role in shaping the city’s defenses, offering insights you might not get if you simply walk around on your own.
What’s special: The stories of how coquina was used to withstand artillery and the strategic importance of the fortress through centuries. An ideal first stop that sets the tone for discovery.
Stop 2: Saint Photios Greek Orthodox National Shrine (15 minutes)
Hidden within the historic district, this shrine is a quiet gem. Inside, you’ll find stunning Byzantine frescoes and learn about the Greek community’s roots in St. Augustine—a multicultural thread often overshadowed by colonial Spanish influences.
Insight: Many visitors are surprised by the shrine’s presence and the depth of its cultural significance. It’s a peaceful spot that offers a glimpse into a different side of the city’s history.
Stop 3: Ronnoc’s Trading Post (15 minutes)
One of the quirkiest stops, Ronnoc’s feels like stepping into a time capsule. Filled with eclectic antiques, rare curiosities, and vintage oddities, this spot is a treasure trove for collectors and curious minds alike. The owner’s stories about local legends and the store’s history add a layer of charm.
Highlight: It’s a place where you can see locally loved artifacts, pirate games, and maybe even have a conversation about the city’s lesser-known stories. It’s a reminder that history isn’t just in books but also in odd objects and stories.
Stop 4: The Spanish Military Hospital Museum (15 minutes)
This stop offers a fascinating look at colonial-era medicine. You’ll see live surgical demonstrations, explore an herbal apothecary, and walk through reconstructed hospital rooms. It’s a glimpse into how early settlers and soldiers managed health and injuries in a time before modern medicine.
Why it matters: It’s a rare opportunity to witness history in action and understand the everyday lives of those who once lived here. The experience is both educational and slightly visceral.
Final Stop: Governor’s House Cultural Center and Museum (15 minutes)
The tour concludes at a historic residence once home to colonial governors. Now a museum, it features exhibits, historic architecture, and a peaceful courtyard. It’s a fitting end to a journey into the city’s powerful past and quiet present.
Bonus: Walking here from the meeting point is a short stroll through the heart of downtown, giving you a chance to soak in the city’s atmosphere and perhaps plan where to explore next.
What Travelers Say (Based on Available Reviews)

While the tour currently has no formal ratings, the detailed itinerary and site choices suggest a well-thought-out experience that appeals to those eager for authentic stories and offbeat locations. The inclusion of hidden treasures like Ronnoc’s and less-touristed historic sites indicates that it’s designed for travelers who want more than just the standard highlights.
The small group size and focus on insider secrets imply a more personal and engaging atmosphere—something that many visitors find enhances their understanding and enjoyment of a place like St. Augustine.
Analyzing the Value: Is It Worth the Price?

At $33 a person, this tour offers access to several historically and culturally significant sites that you might pay extra for individually, especially the admission to places like the Spanish Military Hospital. The inclusion of doorway access, guided stories, and a small-group experience makes it a worthwhile investment, especially for those who prefer an in-depth, relaxed exploration rather than rushing through.
Given the tour’s duration and focus, it’s best suited for history buffs, curious travelers, or those with limited time but a strong desire to uncover authentic local stories. If you’re looking for an immersive, quirky look at St. Augustine’s secrets, this experience provides a great balance of depth, fun, and value.
Practical Tips for Enjoying the Tour

- Wear comfortable shoes, as the tour involves some walking on cobblestone streets.
- Bring a camera or smartphone—you’ll want to capture the unusual artifacts and scenic views.
- Arrive a few minutes early at the meeting point to settle in and ask any initial questions.
- The tour operates in good weather; if rain threatens, be prepared with an umbrella or raincoat.
- Small group size means a more personalized experience—feel free to ask questions!
Who Should Book This Tour?

This experience is perfect for adventurous souls who love uncovering lesser-known stories and enjoy intimate group settings. It’s especially suited for those interested in local secrets, quirky sites, and historical mysteries. If quick, generic sightseeing isn’t your style and you want to add a distinct flavor to your visit, this tour hits the mark.
Travelers who appreciate authentic, off-the-beaten-path experiences will find this tour a delightful way to see St. Augustine through a different lens. It’s also a good choice for visitors who like a mix of history, culture, and quirky surprises in a compact, manageable format.
The Sum Up: Who Will Get the Most Out of This Tour?

The St Augustine Side Streets and Secrets Tour offers a unique look at the city’s lesser-known corners, making it a great pick for those who want to go beyond the typical tourist trail. It’s especially well-suited for history lovers, curious explorers, and anyone seeking an intimate, story-rich experience. With its focus on hidden sites, local legends, and authentic artifacts, it provides a memorable way to connect with St. Augustine’s quieter, more personal side.
While it may not cover every landmark, the tour excels at revealing the city’s secret life and stories—the kind you’ll cherish long after your trip. With its reasonable price and small-group setting, it’s a practical choice for travelers who want an authentic, engaging, and fun introduction to this historic city.
St Augustine Side Streets and Secrets Tour
FAQ

How long does the tour last?
The tour is approximately 1 hour and 30 minutes long, making it a quick yet meaningful exploration of some of St. Augustine’s hidden spots.
Where does the tour start and end?
It begins at 2 Cuna St, and concludes at the Governor’s House Cultural Center and Museum at 48 King St, both located conveniently in the city center.
What sites are included in the tour?
Stops include Castillo de San Marcos, Saint Photios Greek Orthodox Shrine, Ronnoc’s Trading Post, the Spanish Military Hospital Museum, and the Governor’s House Museum.
Is there an admission fee?
Yes, the tour includes tickets to several sites like the shrine, trading post, hospital museum, and governor’s house, so you won’t need extra money for entry.
Is this tour suitable for children or people with mobility issues?
Most travelers can participate, and service animals are allowed. However, some walking and steps may be involved, so consider your mobility needs.
Can I cancel the tour if my plans change?
Yes, you can cancel for free up to 24 hours in advance for a full refund. Cancellations less than 24 hours ahead are non-refundable.
In summary, the St Augustine Side Streets and Secrets Tour is a cleverly crafted adventure for those eager to discover the city’s hidden stories and charming secrets. Its focus on authentic sites, engaging storytelling, and small groups makes it a top choice for travelers seeking an intimate, offbeat perspective on this historic city.





















