Self-Guided Scavenger Hunt: Annapolis Red Bricks & Blue Views offers a flexible way to explore Maryland’s charming capital. For $12.31 per person, you get about two hours of discovering the city’s highlights using an app that guides you through historic streets, scenic harbor views, and hidden gems. No tour guide is involved—just you, your smartphone, and a curious spirit.
What we particularly enjoyed are the engaging puzzles and photo challenges that make the walk feel more like a game. You’ll also get a good dose of local color, from sailboats bobbing in the harbor to George Washington’s secret passages — or at least stories about them. The experience is perfect for birthday parties, team-building, or even a laid-back afternoon wandering through historic streets.
A potential consideration is that some travelers have found the app experience a bit convoluted or frustrating, especially with check-ins and technical hiccups. It’s worth noting that support is available, but you might need patience if you’re not tech-savvy. Overall, if you’re looking for a fun, independently paced adventure that combines history with a bit of friendly competition, this scavenger hunt should fit well with your plans.
This tour is ideal for groups who enjoy a little problem-solving and exploration. If you’re okay with a self-guided activity that requires a smartphone and some patience, you’ll find this a worthwhile way to spend a couple of hours soaking up Annapolis’s sights and stories.
Key Points

- Flexible self-guided format allows you to start and finish at your convenience.
- Engaging challenges like trivia questions and photo tasks make it more fun and interactive.
- Rich visual rewards such as harbor views and historic buildings make the walk memorable.
- Cost-effective at just over $12 per person, offering a budget-friendly way to explore.
- Potential technical issues noted by some users highlight the importance of a fully charged device and patience.
- Suitable for a variety of groups including families, friends, and colleagues looking for a casual adventure.
A Detailed Look at the Annapolis Red Bricks & Blue Views Scavenger Hunt

When you step into Annapolis, you’re entering a city woven with history, charm, and beautiful waterfront scenery. This scavenger hunt is a chance to see those sights without the rigidity of a scheduled tour, giving you the freedom to explore at your own pace. The activity kicks off at 100 State Cir, a central location easy to reach via public transportation or by car, and meanders through the historic downtown, the harbor, and lesser-known corners.
What Makes This Experience Stand Out?
Firstly, the app-led format is designed to challenge your wits with trivia and problem-solving tasks. Whether you’re competing with friends or colleagues, this makes the walk more engaging and competitive. Secondly, it offers a variety of photo challenges that encourage you to look for the perfect shot—be it a sailboat, a red-brick building, or a historic marker—making the journey visually stimulating.
However, a note of caution: some reviews point out technical issues. One reviewer recounted a “horrible experience” where app check-ins failed repeatedly, and support lines were unhelpful. While this isn’t a universal complaint, it does suggest that travelers should have patience and ensure devices are fully charged before starting. The app’s reliability is crucial to the smooth flow of the game, so be prepared for potential hiccups.
Who Is This Tour Best For?
If you enjoy self-paced exploration and don’t mind troubleshooting a bit, you’ll find this a great way to see Annapolis beyond the typical tourist spots. It’s especially perfect for groups who thrive on friendly competition or want a fun activity during a family trip or weekend outing. Keep in mind that no guide is present, so this isn’t ideal if you prefer a more structured or guided experience.
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The Itinerary: What You’ll Discover

Once you start at State Circle, the app guides you through the city’s core, where the red brick architecture gives the city much of its character. As you wander, you’ll encounter key landmarks, including the State House, known for its importance in American history. The hunt also takes you through Colonial Annapolis Historic Downtown, where cobblestone streets and historic facades transport you back in time.
One of the highlights is hunting for hidden oyster houses—an homage to Annapolis’s seafood traditions—and solving riddles about George Washington’s alleged secret passages. You might also find yourself wondering about the Kunta Kinte-Alex Haley Memorial, a tribute to African American heritage, which adds a meaningful layer to the walk.
Throughout the adventure, the harbor views are spectacular. Watching boats bobbing on the water or the Colonial-era buildings reflected in the calm surface of the Bay makes for some memorable photos and quiet moments. The app challenges you to spot these sights and answer questions about their history, adding an educational element to the fun.
What about the challenges?
Some users say they had to go around in circles because the app didn’t always register their location properly. This can be frustrating, especially if you’re trying to keep to a schedule or if the instructions aren’t entirely clear. It’s worth noting that support staff is helpful, but you might need to seek assistance if technical issues arise.
The overall pacing is flexible, so you can linger at particular spots or skip ahead, making it adaptable whether you’re on a tight schedule or have plenty of time. The activity ends back at the starting point, making logistics straightforward.
What’s Included and What’s Not

For the price, you’re receiving all taxes and fees included, as well as digital photos of your scavenger hunt moments—a nice souvenir of your day. The app access provides maps, riddles, photo challenges, and leaderboards, adding a competitive edge that can motivate your group.
However, attraction fees, food, drinks, and transportation are not included, so plan accordingly. Since there’s no tour guide, you’re responsible for your own pace and safety. Support is available via phone, email, or chat if needed, but it’s wise to be prepared.
The Final Word: Who Should Consider This?

This scavenger hunt offers a fun, interactive way to explore Annapolis for those comfortable with using smartphone apps and willing to troubleshoot minor technical issues. It’s ideal for groups looking for a casual, independent adventure that combines stunning waterfront views, historic landmarks, and some playful competition.
If you’re traveling with kids, teenagers, or friends who enjoy problem-solving, you’ll likely find this a refreshing alternative to traditional tours. It’s not the best choice if you prefer a guided experience, or if your group isn’t comfortable with self-guided tech-based activities, especially given some reviews about app glitches.
All in all, if you’re seeking a budget-friendly, flexible way to see Annapolis, this activity is worth considering, especially for those who value authentic city exploration mixed with a game.
FAQ

Is this tour suitable for all ages?
Yes, there’s no minimum age requirement, making it suitable for families and groups of all ages. Just ensure the kids are comfortable navigating with a smartphone.
How long does the scavenger hunt last?
It’s approximately two hours, but you can take more or less time depending on your pace and interest in particular sights.
Can I start the hunt at any time?
Absolutely, since it’s self-guided and fully flexible, you can start at a time that suits you within the hours of 7:00 AM to 10:00 PM.
What if I encounter technical issues?
Support is available via phone, email, or chat. However, some users have experienced difficulties with app check-ins or location tracking.
Do I need to pay separately for attractions or food?
Yes, attraction fees, food, and drinks are not included, so budget accordingly.
Is prior booking necessary?
Yes, booking is recommended, especially since most users book about 10 days in advance. You will receive instructions for app download and start.
What should I bring for the tour?
Bring a fully charged smartphone, a power bank if possible, comfortable shoes, and weather-appropriate clothing. Check the weather forecast before heading out.
Is this a private activity?
Yes, only your group participates, making it a personalized adventure.
To sum it up, the Annapolis Red Bricks & Blue Views scavenger hunt combines the joy of discovery with the convenience of self-guided exploration. While it’s not perfect—some tech issues have been reported—it offers a charming way to see the city from a different perspective, especially if you enjoy interactive challenges and scenic harbor views. Perfect for groups wanting independence and a bit of friendly competition, it’s a fun addition to your Annapolis itinerary that balances history, scenery, and a touch of adventure.
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