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Discover St. Augustine’s highlights through a self-guided scavenger hunt with engaging challenges, perfect for exploring at your own pace and creating fun memories.
Exploring St. Augustine with the Old Town Legends Scavenger Hunt: A Practical Review
If you’re looking for a different way to experience the historic charm of St. Augustine, the Saint Augustine Scavenger Hunt offered by Lets Roam might just be the ticket. Priced at $14.99 per person, this app-led adventure promises an active, interactive way to discover the city’s iconic landmarks, hidden gems, and intriguing stories—all while having fun and challenging your brain.
Two things we really appreciate about this experience are its flexibility—you can start whenever it suits you—and its interactive nature, which keeps everyone engaged through trivia, puzzles, and photo challenges. It’s a great way to turn a sightseeing outing into a playful quest.
However, one thing to keep in mind is that this is a self-guided tour, which means no official guide or group will be leading the way. Travelers who prefer a structured, guided experience might find it less immersive. Still, for those who enjoy independence and flexibility, this can be a real plus.
This scavenger hunt is ideal for independent travelers, small groups, families, or anyone wanting to add a fun, interactive layer to their sightseeing in St. Augustine. If you enjoy a mix of history, puzzles, and the freedom to explore at your own pace, it could be a perfect fit.


Looking for more options in St Augustine? Here are some other experiences worth considering.

Starting at Castillo de San Marcos National Monument—a flagship site of St. Augustine’s history—you’ll find the tour is entirely self-guided. Once you purchase your ticket online and download the Lets Roam app from the Play Store or App Store, you register and redeem your tickets directly through the app. This process is straightforward, and the app will guide you throughout the activity, providing questions, puzzles, and photo challenges.
You can begin at any time within the opening hours (8:00 AM to 5:00 PM, daily), giving you the flexibility to plan around your sightseeing schedule. The activity lasts approximately 1.5 hours, but you might extend or shorten it depending on your pace and interests.
The tour begins at the Castillo de San Marcos, a fortress that dates back to the late 17th century. As the city’s oldest masonry fort, it’s an impressive place to start, and the app will likely pose questions or challenges linked to its history or architecture.
From there, the route guides you through the Old Town, pointing out landmarks, plaques, and public art that reveal stories about St. Augustine’s past. Expect to encounter questions that require pairing visual clues with historical facts, making each stop not just a photo opportunity but an educational moment.
Because this is self-guided, you will have the chance to linger or move quickly—perfect for those who want to soak in the atmosphere without feeling rushed.

A major feature of this experience is the photo challenges. Each participant receives texted prompts that encourage creative photos. For example, you might be asked to capture a specific monument from a certain angle or recreate a scene with your group. These challenges add a playful element and are a great way to gather memorable photos.
The app assigns an interactive role to each person, keeping everyone involved and giving everyone a chance to contribute. This approach helps to make the activity inclusive—whether you’re traveling with kids, friends, or a partner.

The brain-teasing puzzles and trivia questions are designed to deepen your understanding of the city’s history and architecture. When we looked at reviews, one traveler mentioned, “We loved the way the questions made us look closely at plaques and statues we might have otherwise overlooked.” The questions are generally about landmarks and stories that can only be answered on site, encouraging you to pay attention to your surroundings.

At only $14.99, this activity offers considerable value. It’s a wallet-friendly way to entertain yourself and learn about St. Augustine without paying for a guided tour or hop-on-hop-off trolley. Plus, because it’s mobile, it’s easy to pause, restart, or skip sections if you’re short on time.

One of the biggest draws here is flexibility. You aren’t tied to a schedule or a tour group, which suits travelers who prefer to explore at their own rhythm. The app technology also makes it interactive and engaging, rather than just passive sightseeing.
Travelers seem to appreciate the balance of education and fun. As one reviewer put it, “It wasn’t just a walk—it was a treasure hunt, and we learned a lot while having a good time.” It’s especially appealing for families or groups who enjoy a little friendly competition.
The route is designed to cover the city’s highlights but also includes some lesser-known spots, giving a fuller picture of St. Augustine’s character. The ending point is back at the starting location, making logistics simple.

While the activity is accessible—near public transportation and suitable for most with moderate physical fitness—it’s worth noting that you’ll need a smartphone with the app installed and a bit of data or Wi-Fi. Also, since it’s self-guided, it’s best suited for those comfortable navigating independently.
In terms of group size, only your party participates, making it a private, personalized experience. This is perfect for a family outing or a small friends’ adventure.
Though the experience has no official reviews yet, the feedback from similar app-based scavenger hunts suggests that participants enjoy the interactive challenges and the ability to customize their pace. The app’s ease of use and the variety of challenges keep the activity lively and engaging.
This scavenger hunt is ideal for travelers who love independent exploration and want a cost-effective way to see St. Augustine. It’s especially suited for those who enjoy a mix of history, puzzles, and photography. Families with kids, groups celebrating special occasions, or anyone interested in a fun, active way to learn about the city will find this a worthwhile addition to their itinerary.
It’s less suited for visitors seeking a guided, narrative tour or those with mobility limitations, but most should find it manageable and enjoyable.
The Saint Augustine Scavenger Hunt by Lets Roam is a creative, flexible, and engaging way to explore one of America’s oldest cities. It offers a good mix of challenges, sightseeing, and fun photo opportunities—all at an affordable price. The self-guided format means you can tailor the experience to your interests and schedule, making it a practical choice for many travelers.
If you’re curious to discover St. Augustine on your own terms, enjoy a bit of friendly competition, or simply want to add a playful twist to your sightseeing, this scavenger hunt could well be worth the price.
Is this tour suitable for children?
Yes, the interactive questions, puzzles, and photo challenges make it suitable for families. Kids can enjoy the activity, especially if you frame it as a fun treasure hunt.
Can I start this activity at any time?
Absolutely. The tour is self-guided and can be started whenever you choose during the opening hours of 8:00 AM to 5:00 PM.
How long does the scavenger hunt take?
The estimated duration is about 1.5 hours, but you can adjust your pace depending on how many stops you want to make or how much time you want to spend at each.
What equipment do I need?
A smartphone with the Lets Roam app downloaded and a stable internet connection are necessary to receive challenges and navigate the route.
Where does the activity start and end?
It begins at the Castillo de San Marcos and ends back at the same point, simplifying logistics.
Is this a private tour?
Yes, only your group will participate, making it a personalized experience without strangers.
In summary, this self-guided scavenger hunt offers a playful, flexible way to uncover St. Augustine’s landmarks and stories—perfect for those wanting independence, a bit of exercise, and lots of fun.