If you’re looking for a way to see Annapolis that’s a little different from the typical walking tour, this self-guided scavenger hunt might catch your interest. Designed to be flexible and interactive, it promises an engaging way to explore Maryland’s charming capital — all at your own pace. While it’s not a guided tour with a person leading the way, it offers unique opportunities to learn about local landmarks while having fun with friends or family.
What we really like about this experience is how it combines learning and entertainment. The app-led format means you can choose when to start and how long to stay, which is great if you’re on a tight schedule or prefer to set your pace. Plus, the focus on discovering stunning views and iconic landmarks makes it a visually rewarding outing. A potential downside, however, is that some users have experienced logistical hiccups, like app glitches or confusing instructions, which could hamper your flow.
This scavenger hunt seems best suited for those who enjoy a casual, interactive way to see a city—especially if you value a mix of trivia, problem-solving, and scenic exploration. It’s not a rigid tour with a guide, so if you’re after a straightforward, stress-free sightseeing experience, this could work well. Just be prepared for some technical bumps and ensure your device is charged.
Key Points

- Flexible Schedule: Start whenever you want and go at your own pace, perfect for spontaneous plans.
- Interactive Fun: Combines trivia, photo challenges, and problem-solving with sightseeing.
- Affordable Price: At around $12.31 per person, it offers a budget-friendly way to explore.
- Scenic and Historic Stops: View iconic landmarks and learn interesting facts about Annapolis’ history.
- Technical Considerations: Some users report app glitches and check-in issues, so be prepared.
- Ideal for Groups: Suitable for friends, couples, or small groups looking for a fun, challenge-based activity.
A Closer Look at What You Can Expect

This self-guided scavenger hunt is all about discovering Annapolis through a mix of fun challenges and historical landmarks. The starting point is conveniently located at 100 State Cir, right in the heart of the city. From there, you’ll navigate using the Let’s Roam app, which provides maps, riddles, and photo challenges.
Planning more time in Annapolis? We've covered other experiences worth considering.
The Route and Highlights
The hunt takes you through Maryland’s capital, focusing on key areas like the city center, State Circle, and the Historic Downtown district. As you wander these streets, you’ll get to see notable sights such as the State House, the Kunta Kinte-Alex Haley Memorial, and perhaps even spot some of the city’s famous sailboats gliding across the harbor.
The experience is designed to uncover hidden gems like oyster houses and secret passages once used by George Washington — or at least that’s what the app suggests in its fun riddles. It encourages you to look for specific items, answer trivia questions, and take photos that will be uploaded for your digital album.
The Challenges and Interactivity
One of the more engaging elements is the photo challenges, where you can choose roles like “Braniac,” “Photographer,” or “Mapper,” which adds a little friendly competition. It’s a nice touch that encourages participation and makes the experience more personalized.
However, some reviews point out that instructions can sometimes be confusing, leading to some wandering in circles. One user mentioned, “Many of the instructions on the ground were confusing and we went round in a few circles,” which can be frustrating if you’re trying to keep a smooth pace. Support staff are available, but responses may not always be immediate.
The App and Technical Aspects
Since this is a self-guided adventure, your smartphone becomes your main tool. The app offers maps, riddles, and a leaderboard, making it easy to see how your team stacks up against others. But keep in mind, a fully charged device is essential — a dead phone could cut your adventure short.
A notable takeaway from the reviews is that the app can sometimes reject tickets or have trouble recognizing check-ins, which can be a real drag. One reviewer shared, “It rejected my ticket three times,” and they ended up abandoning the activity altogether. So, if you’re considering this, plan to have a backup plan or be prepared for possible technical delays.
The Value and Price Point
At just over $12 per person, this activity is a pretty affordable way to explore Annapolis in a fun and interactive manner. It’s a low-cost alternative to guided tours, which often cost much more. That said, the experience’s value depends heavily on how well the app functions that day and your patience with potential glitches.
For the price, you’ll get access to the app, some digital photos, and the thrill of discovering the city’s hidden corners. But remember, everything outside the scavenger hunt — like food, attractions, or transportation — is extra. And there’s no guide, so you won’t get personalized storytelling or insights beyond what the app provides.
What the Experience Feels Like

Imagine walking through Annapolis with a small team, your phone buzzing with challenges and trivia questions. You’ll be solving puzzles about local history, taking funny photos, and trying to find obscure landmarks. The scenery is part of the charm — the view of sailboats, colonial architecture, and lively streets all make for a picturesque backdrop.
The hunt focuses heavily on scenic views and historical landmarks, making it especially appealing for those who love a mix of learning and sightseeing. You’ll learn about Annapolis’ role in history, see the iconic State House, and maybe even stumble upon some hidden oyster houses. It’s a relaxing yet engaging way to spend a few hours, perfect for groups wanting a casual but memorable outing.
Authentic Feedback from Participants
Some users found the experience to be “nothing really memorable,” feeling it was similar to many other scavenger hunts they’ve tried, with a few frustrations around app usability. As one reviewer put it, “When we arrived at our destination, it never picked up that we were there,” which could lead to some dead ends or extra checking-in.
Conversely, others appreciated the support staff’s responsiveness, noting they were “excellent,” which can make a difference if you encounter issues. The variability in experience means your enjoyment might hinge on the day’s technical performance.
Who Should Consider This Tour?
If you’re someone who enjoys interactive challenges and exploring at your own pace, this scavenger hunt could be a fun addition to your Annapolis trip. It’s especially good for groups of friends, couples, or small teams who want to combine sightseeing with a bit of friendly competition.
However, if you prefer guided commentary or a seamless experience without the risk of technical glitches, you might find this a bit frustrating. It’s also worth noting that it’s not a guided tour with a person, so all the storytelling and insights come from the app.
Travelers who are comfortable with smartphones, enjoy solving puzzles, and want a flexible schedule will likely appreciate the approach. On the flip side, if you’re traveling with people who might get easily annoyed by app hiccups or navigation issues, it’s worth weighing those factors.
The Sum Up

The Self-Guided Scavenger Hunt: Annapolis Red Bricks & Blue Views offers a unique way to see the city through a playful, interactive lens. It’s budget-friendly and flexible, making it an attractive option for those who love a mix of history, scenic views, and a bit of friendly competition. The experience’s success depends on the app functioning smoothly and your patience for possible technical quirks.
This activity shines brightest for travelers who are self-motivated, enjoy solving puzzles, and don’t mind navigating on their own. It’s an enriching, if occasionally imperfect, way to discover Annapolis’ hidden corners and iconic sights. Just be sure your device is charged, and you’re ready to embrace the adventure — with all its little surprises.
Self-Guided Scavenger Hunt: Annapolis Red Bricks & Blue Views
“I've never experienced such a convoluted experience. After installing 2 different apps, it rejected my ticket number 3 times. I tried calling the…”
FAQ

Is this a guided tour with a person?
No, this is a self-guided experience that you navigate using the app on your own. You’ll be in charge of your pace and stops.
How long does the scavenger hunt take?
It’s designed for about 2 hours, but since it’s self-guided, you can take more or less time depending on your interest and pace.
What do I need to bring?
A fully charged smartphone is essential because you’ll be using it for maps, challenges, and photos. A power bank is a good idea if you’re planning to extend your time.
Can I start the scavenger hunt at any time?
Yes, it’s flexible — you can begin whenever you choose, within the open hours of 7:00AM to 10:00PM.
Is this experience family-friendly?
There’s no minimum age, and it’s suitable for anyone who enjoys puzzles and exploring. However, keep in mind that the activity involves walking and some technical aspects.
What about support if I encounter issues?
Support staff are available via phone, email, or chat. Some users have praised their responsiveness, but experiences may vary.
Are there any additional costs I should know about?
The tour price covers the scavenger hunt itself, including taxes and fees. Attractions, food, and transport are not included.
What landmarks will I see?
You’ll visit sights like the State House, Colonial Annapolis Historic Downtown, and the Kunta Kinte-Alex Haley Memorial, among others.
Will I need transportation?
No private transport is included, and the activity is walkable within Annapolis’ city center.
Is the app difficult to use?
While generally straightforward, some reviews mention occasional glitches or confusing instructions, so patience is key.
If you’re ready for a fun, flexible way to discover Annapolis’s charms, this scavenger hunt could be a delightful option. Just keep your expectations realistic about potential technical hiccups, and you’ll likely enjoy a memorable day exploring this picturesque city.
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- Haunted Annapolis: Ghosts of the Harbor & Old Town Tour
- Annapolis Historic Walking Tour at Harbor and Naval Academy
- Amazing Annapolis Scavenger Hunt
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