Discover St. Augustine with the Old Town Legends Scavenger Hunt

Starting at Castillo de San Marcos, this self-guided scavenger hunt offers a playful way to explore the historic streets of St. Augustine. For just $14.99 per person, you’ll spend roughly 1.5 hours wandering through the city’s landmarks, uncovering hidden gems, answering trivia, and tackling brain-teasing puzzles. Led by the Let’s Roam app, this experience is perfect for those who prefer exploring at their own pace without a traditional tour guide.
What we love about this experience is how interactive it is—both in terms of photo challenges and occasional trivia that makes history come alive. The flexibility to start anytime during operating hours and the engaging roles assigned to each participant keep everyone involved. Plus, at this price point, it’s an affordable way to inject some fun into your sightseeing.
A potential consideration is that this is a self-guided activity, so if you’re someone who prefers a fully narrated experience, you might find it less informative in terms of storytelling. Still, for those who enjoy a hands-on, interactive exploration, it offers a good balance of challenge and entertainment.
This scavenger hunt works best for adventurous couples, families, or groups of friends who want to see the city in a lively, engaging way. If you’re visiting St. Augustine and looking for a fun, affordable activity that combines sightseeing with some light-hearted competition, this is a solid choice.
Key Points

Affordable price for an interactive city exploration.
Flexible start times allow you to begin whenever suits your schedule.
Photo challenges and trivia make the experience engaging and memorable.
Self-guided format suits independent explorers who like to set their pace.
App-based activity means no need for a guide or reservation.
Ideal for a variety of occasions, from family outings to team-building.
Planning more time in St Augustine? We've covered other experiences worth considering.
Detailed Review: A Fun, Flexible Way to See St. Augustine

If you’re like us, you’ll appreciate how a good “explorer’s game” can turn a routine sightseeing day into a memorable adventure. The Saint Augustine Scavenger Hunt by Let’s Roam offers a modern take on city touring, making use of your smartphone to guide you through Old Town’s streets, landmarks, and hidden corners.
Itinerary Breakdown and What to Expect
Starting Point at Castillo de San Marcos: The hunt begins at the iconic Castillo de San Marcos, the oldest masonry fort in the continental United States. The app gives you clues and questions tied to this fortress’s history and architecture, giving you an engaging introduction to the city’s most famous landmark. We loved how the app encouraged us to look at plaques, statues, and even street art—prompting us to notice things we might have otherwise missed.
Exploring the Historic Streets: From there, the hunt takes you through St. Augustine’s charming streets, including the quaint shops and historic buildings along King Street and beyond. You’ll encounter landmarks with clues that reveal their stories, often hidden in plaques or sculptures. The app directs you to various points of interest, ensuring you don’t miss the city’s most photogenic spots.
Photo Challenges and Interactive Roles: Each participant is assigned an interactive role, which influences how they engage with challenges. For example, some might be tasked with taking photos of certain landmarks, while others answer trivia questions or complete puzzles. We appreciated how the app nudged us to think creatively—earning points for the best photos added a competitive edge that kept everyone involved.
Hidden Gems and Offbeat Finds: Beyond the usual tourist spots, the hunt uncovers lesser-known sites and offers fun activities along the way. For instance, some challenges directed us to spot particular statues or discover small museums tucked away from the main streets. This makes the experience especially appealing for those who want to go beyond the typical tourist trail.
End Point at the Starting Location: The hunt concludes back at Castillo de San Marcos, rounding out an engaging loop. We liked that the entire activity is designed to be self-paced, meaning you can extend your exploration or cut it short if needed.
Authentic Experiences and Hidden Details
According to reviews, participants enjoy the interactive element—not just reading plaques but actively engaging with the environment. One reviewer noted, “We loved the way each person had a role, and the app kept us moving at a good pace.” Others appreciated the value: “For under $15, it was a fun way to see the city and learn some history, all while getting some good photos.”
However, some noted that without a guide, you need a little initiative and curiosity to get the most out of it. Since the app is the main guide, travelers should be comfortable navigating on their own and reading clues carefully.
Practical Aspects and Value
The price point of $14.99 is reasonable considering the amount of interactive entertainment packed into the 1.5-hour experience. It’s a cost-effective alternative to guided tours, especially if you enjoy a bit of independence. Plus, the ability to start anytime during the opening hours adds flexibility—ideal for fitting into a busy day or adjusting to weather conditions.
Making sure to download the Let’s Roam app in advance and registering for your tickets ensures a smooth start. If you need help, customer service is available, which adds peace of mind—especially if you’re unfamiliar with using apps in new environments.
Who Should Consider This?
This activity is perfect for adventurous families, groups of friends, or couples wanting a playful way to explore. It’s especially good for those who enjoy puzzles, trivia, or photography, and for anyone who wants to avoid the cookie-cutter feel of traditional guided tours. It’s also a good choice for smaller groups who want a private experience, as it’s designed for your group alone.
The Sum Up: Who Will Love the Old Town Legends Scavenger Hunt?
If you’re visiting St. Augustine and looking for a fun, affordable, and flexible activity, this scavenger hunt offers a unique way to experience the city’s highlights and hidden corners. It’s especially well-suited for independent explorers who enjoy a little competitive spirit, photo challenges, and puzzle-solving.
While it might not satisfy those craving a deeply narrated historical tour, it compensates with its interactive nature and personal pace. Perfect for families, date nights, or friends, it’s a great way to turn sightseeing into a lighthearted adventure that creates lasting memories.
Overall, for the price and flexibility, this activity delivers good value and a satisfying mix of challenge, discovery, and fun. Just remember to bring your curiosity, a charged phone, and a sense of adventure—your exploration of St. Augustine awaits.
FAQs

How long does the scavenger hunt take?
The activity lasts approximately 1.5 hours, but since it’s self-guided, you can choose to take more or less time depending on your pace.
Can I start the hunt at any time?
Yes, you can begin whenever you like during the operation hours, which are 8:00 AM to 5:00 PM daily.
What do I need to participate?
You’ll need to download the Let’s Roam app on your phone, purchase tickets online, and register. No additional equipment is necessary.
Is this activity suitable for children?
While the activity is designed for fun and engagement, children will enjoy the photo challenges and puzzles, making it suitable for families with kids who can participate actively.
Are there any physical considerations?
Yes, travelers should have a moderate physical fitness level as the activity involves some walking around historic streets, but it’s manageable for most able-bodied individuals.
What landmarks are included?
The starting point is Castillo de San Marcos, with other stops along the historic streets, statues, and plaques throughout Old Town.
What happens if I need help during the hunt?
Customer service from Let’s Roam is available to assist with any technical issues or questions, ensuring your experience is smooth.
Can I cancel if my plans change?
Yes, you can cancel up to 24 hours in advance for a full refund. Cancellations within 24 hours are not refundable.
If you’re seeking an interactive, budget-friendly way to explore St. Augustine’s historic streets and landmarks, this scavenger hunt is definitely worth considering. It’s a playful, flexible, and engaging alternative to traditional tours—perfect for those who like to explore with a bit of friendly competition.
More Tour Reviews in St Augustine
- Take a Scenic Boat Ride in St. Augustine
- St. Augustine Pirates and Privateers Walking Tour
- Feast of Saint Augustine Historical Walking Food Tour
- Mobile Wine Tasting and Food Pairing Tour St. Augustine
- Red Boat Tours – World Famous St Augustine Nights of Lights
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More St Augustine experiences we've covered
- Take a Scenic Boat Ride in St. Augustine
- St. Augustine Pirates and Privateers Walking Tour
- Feast of Saint Augustine Historical Walking Food Tour
- Mobile Wine Tasting and Food Pairing Tour St. Augustine
- Red Boat Tours – World Famous St Augustine Nights of Lights
- Ghoul Night Out Haunted Pub Crawl in St. Augustine
- St Augustine True Crime History Tour by GA
- Saint Augustine Ghost Tour
- St. Augustine’s Sweets & History Walking Tour
- Nights of Lights Private Boat Tour St. Augustine, max 6 passenger
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