Experience Overview: A Self-Guided Adventure Through Old San Juan

Imagine wandering Old San Juan, a city packed with colorful colonial buildings, cobblestone streets, and historic landmarks, all at your own pace. For just $12.31 per person, this app-based scavenger hunt offers an interactive way to explore the city’s highlights and hidden corners over approximately two hours. All you need is your phone, and you’re set to go on a journey that blends cultural discovery with a bit of friendly competition.
What we love about this experience is how it caters to groups — whether you’re celebrating a bachelor party, a birthday, or just want to team up with friends or family — and how it encourages you to see Old San Juan beyond the usual tourist spots. Plus, unlike traditional guided tours, you’re in charge of your timing and routes. The second highlight is the opportunity to learn fun facts and local stories while getting some exercise and fresh air.
A possible drawback is the app’s usability, which some travelers have found confusing, leading to frustration. It’s important to be prepared for some potential technical hiccups, especially if you’re not comfortable troubleshooting apps on your own. Also, since there’s no guided commentary, you might miss out on some detailed historical context unless you do some pre- or post-visit research.
This scavenger hunt is best suited for those who enjoy independent exploration and don’t mind a bit of tech-based adventure. If your group values flexibility over a structured tour and likes a challenge, this activity could add a fun twist to your visit to Old San Juan.
Key Points
- Self-guided Exploration: Perfect for independent travelers who want control over their pace.
- Group-Friendly: Ideal for parties, team-building, or families seeking a shared activity.
- Cultural Insights: Learn about local sights and history through interactive challenges.
- Cost-Effective: At just over twelve dollars, it offers a fun, budget-friendly experience.
- Technical Considerations: App usability may vary; some travelers have found it confusing.
- Duration & Flexibility: About two hours, with the ability to pause or continue as you wish.
Planning more time in San Juan? We've covered other experiences worth considering.
Exploring Old San Juan Through a Scavenger Hunt
When considering a visit to Old San Juan, many travelers picture cobblestone streets, pastel-colored buildings, and centuries-old forts. This scavenger hunt quickly becomes a different way to experience the city, especially for those who prefer independent adventure over guided tours. For a modest price, you and your group are handed a digital map and a series of trivia questions and challenges that lead you through the city’s most iconic sites and some lesser-known treasures.
What’s Included and What’s Not
The tour provides all taxes, fees, and digital copies of photos, so there are no hidden costs on that front. However, you’ll need to budget separately for food, drinks, and transportation. The starting point is at 1 C. de San Sebastián, a central location easily accessible via public transit, and the activity wraps up back at the start, making logistics simple.
How the Activity Unfolds
Once you begin, the app guides you through a series of stops like Plaza San Jose and Puerta de la Bandera, where you’ll answer trivia and complete challenges. These points aren’t just random; they’re carefully chosen to give you a well-rounded snapshot of the city’s cultural, artistic, and historical highlights. The interactive nature means you’re actively engaged, rather than passively listening to a guide.
Authentic Experiences and Hidden Gems
What sets this scavenger hunt apart is its ability to blend the well-known sights with lesser-traveled spots. While many tours focus solely on El Morro or San Juan Cathedral, this activity encourages you to seek out local flavor and off-the-beaten-path finds. You might stumble upon small plazas or murals that reveal the city’s vibrant art scene.
Pros and Cons (Based on Actual Reviews)
One positive review from a family in 2024 highlights that the hunt was easy to follow, and they appreciated learning about local culture and history while stopping for side adventures along the way. The kids enjoyed the challenges, and the adults appreciated the educational aspect.
However, not all feedback is glowing. One reviewer in January 2025 described the app as very confusing, spending nearly half an hour on support calls. They couldn’t figure out the next steps at one location and ultimately abandoned the activity. This highlights that app usability can be inconsistent, and travelers should be prepared for potential technical hurdles.
What You Can Expect at Each Stop
Plaza San Jose: Expect to see a bustling square with historic buildings and local vendors. It’s a lively spot that often acts as a hub for the city’s cultural activities.
Puerta de la Bandera: This historic gate offers a glimpse into the city’s colonial past. It’s a perfect place for photo opportunities and learning about San Juan’s defenses.
Hidden Treasures and Local Color: As you move through side streets, you might find murals, small cafes, or quiet plazas that aren’t on most tourist maps. The app encourages you to look for these authentic details.
Who Will Enjoy This?

This activity is best for adventurous travelers who love self-guided exploration and don’t mind dealing with a digital interface. It’s particularly suited for families with teens, groups celebrating special occasions, or team-building groups that want a fun, interactive experience. If you’re comfortable with some technical challenges and enjoy a blend of education and challenge, you’ll find this scavenger hunt a worthwhile addition to your San Juan itinerary.
Final Thoughts: Is It Worth It?

Given the price point and the flexibility it offers, this scavenger hunt can be a great value for those who want to see Old San Juan on their own terms. The interactive format makes it more engaging than simply walking around with guidebook in hand, and it’s an easy way to cover a lot of ground in a short time. However, the mixed reviews on app functionality mean you should be prepared for some potential frustrations, especially if technical issues arise.
If your group enjoys learning through play and you’re excited about discovering hidden corners of the city while testing your knowledge, this activity offers a fun, budget-friendly way to explore. But if you prefer a more structured, guide-led experience or are worried about app glitches, you might want to consider other options.
Frequently Asked Questions

Is this scavenger hunt suitable for children?
Yes, there’s no minimum age, and children who enjoy puzzles and challenges will likely find it fun. Keep in mind, some walking and puzzle-solving is involved.
How long does the activity last?
Approximately two hours, but since it’s self-guided, you can take more or less time depending on your pace.
Do I need to download anything beforehand?
You will be instructed to visit the supplier’s website, and the app is used during the hunt. Having a smartphone with internet access is essential.
Can I do this activity if I don’t speak Spanish?
Most of the sights in Old San Juan speak English, and the app’s challenges are typically accessible to English speakers.
What if the app doesn’t work properly?
Some reviewers have experienced issues, and support is available. Be patient and consider having a backup plan, like a printed map or guidebook.
Is transportation needed during the hunt?
No, transportation isn’t included or needed beyond walking. The activity starts and ends at the same point.
Can I do this activity in the evening?
Yes, the activity operates from 7:00 AM to 10:00 PM, so you can choose a time that suits your schedule.
Is there a group size limit?
Yes, the maximum is 10 travelers, making it ideal for small groups.
Do I need to be physically fit?
Moderate physical activity is required since it involves walking around Old San Juan’s streets.
Is it a guided tour?
No, it’s a self-guided, app-led adventure allowing you to explore independently.
Final Word

The Lets Roams Old San Juan Scavenger Hunt offers a unique way to explore one of Puerto Rico’s most charming neighborhoods. It combines history, culture, and fun challenges at a very reasonable price, making it suited for adventurous, independent travelers who don’t mind tech quirks. If you’re looking for a flexible, interactive activity that gets you moving and thinking, this could be a highlight of your San Juan trip. Just remember to keep your phone charged, stay patient with the app, and enjoy the journey through colorful streets filled with stories waiting to be uncovered.
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