If you’re looking for a different way to experience Annapolis, this scavenger hunt packs a punch. Priced at just $29 per person, it promises about two hours of citywide adventure, exploring both well-known sites and secret corners. Led remotely by a lively host, you’ll navigate the historic streets either by foot or car (a car-free option is available), solving clues, completing challenges, and getting to know the city from a fresh perspective.
What truly makes this experience stand out are its blend of fun and discovery. We loved how it taps into the city’s vibrant culture, encouraging interaction with locals and offering a chance to uncover hidden treasures. The second highlight? The flexibility — you can extend your adventure at no extra cost if you’re having a great time and want even more exploration.
On the flip side, a possible consideration is that some of the check points may not be precisely where expected, as one reviewer noted, which can make following the intended path a bit tricky. Nonetheless, most found the experience rewarding and full of surprises.
This scavenger hunt is ideal for families, groups of friends, corporate teams, or curious solo travelers. If you enjoy interactive activities that combine sightseeing with a bit of challenge and humor, this is a fantastic way to dive into Annapolis’ lively streets and hidden stories.
Key Points

- Interactive and fun way to explore Annapolis with clues, challenges, and local interactions.
- Flexible format includes driving or walking options, plus extension at no extra cost.
- Suitable for families, groups, and corporate outings — dogs and kids are welcome.
- Authentic experience with opportunities to meet locals and discover hidden gems.
- Moderate price point offers good value for a two-hour adventure.
- Some reviewers noted check point inaccuracies, so flexibility is key.
A Closer Look at the Annapolis Scavenger Hunt Experience

Embarking on this scavenger hunt means diving into the heart of Annapolis with a modern twist. Starting at Brown Mustache Coffee, a cozy and popular spot, you’re greeted by your remote host—who sends your digital quest filled with clues and challenges. This setup adds an interactive layer, making you feel like a detective wandering through the city’s streets, parks, and quirky spots.
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The Itinerary: What Makes Each Stop Special
The hunt guides you around a carefully curated list of landmarks, local businesses, and offbeat locations. One reviewer shared that the adventure kicks off in a beloved bookshop/coffee shop called The Old Fox, setting a warm, welcoming tone. Expect to visit places that might not be on traditional tourist routes—think hidden courtyards, colorful murals, or tucked-away shops.
The clues involve solving riddles, taking photos, and accepting playful challenges, which keeps the activity lively. Communication with your host—who cheerfully supports you via text—is a highlight, especially when you need a hint or want to confirm if you’ve got the right spot. Several reviews mention how the interactions with locals add a genuine flavor to the experience, making it more than just sightseeing.
Walking vs. Driving: Which suits you?
You have the option to walk or drive between sites, depending on your pace and stamina. For families or those with mobility considerations, the car-free option might be more suitable, allowing more time to enjoy each location. The flexibility to extend the hunt for free means you can linger at particularly interesting spots or explore further if you’re having a blast.
The Balance of Indoors and Outdoors
The tour is designed to alternate between indoor and outdoor locations, which helps keep energy levels high and provides variety. For instance, you might start inside a cozy shop, then move outdoors to a scenic spot overlooking the harbor. The challenges vary from photo documentation to interactive tasks, encouraging you to get out of your comfort zone and engage with your surroundings.
Family and Pet-Friendly Nature
This experience is family-friendly and dog-friendly. Kids will enjoy the playful challenges, and dogs are welcome as long as they’re leashed and well-behaved. This inclusivity makes it a perfect outing for a family day or a pet-loving group.
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What Could Be Better?
Some participants noted that a few check points might not be exactly where suggested, leading to some confusion. While most found this manageable, it’s worth being prepared for some minor detours or misdirection. Having a fully charged smartphone with GPS and messaging capabilities is essential, as the game relies heavily on digital communication.
Who Is This Tour Best For?
This scavenger hunt suits those who enjoy interactive, self-paced adventures. It’s especially appealing for families, groups celebrating birthdays or bachelor parties, corporate team-building, or anyone curious to see a different side of Annapolis. If you love discovering local secrets, relishing in playful challenges, and meeting people along the way, this activity will suit you perfectly.
Fully Exploring Annapolis in a Different Light

Walking into Annapolis with a map and a plan is fine, but this scavenger hunt offers a dynamic, real-time interaction with the city. You’ll uncover hidden gems—perhaps a quirky mural or a cozy café—while also ticking off landmarks like the State House or historic streets, all through a playful lens.
Why We Love It: Authenticity and Engagement
One of the best parts? You get to interact with local residents and business owners. As one reviewer pointed out, “The interaction we had with the locals when they knew we were on a scavenger hunt was awesome.” This kind of casual, unplanned contact can lead to stories and laughs that no guidebook can provide.
On top of that, the curated locations ensure you see a mix of stunning views, quirky shops, and historic sites. The possibility of encountering hidden corners or secret spots makes each hunt feel like a treasure hunt, with surprises around every corner.
The Value of the Experience
At $29, this activity offers great value—especially considering the two-hour duration, the interactive nature, and the chance to see parts of Annapolis you might otherwise overlook. The opportunity to extend your experience for free makes it even more attractive, letting you customize your day.
Practical Details and Tips
- Book 9 days in advance, as it’s popular.
- Bring a fully charged smartphone with GPS and messaging capabilities.
- The meeting point at Brown Mustache Coffee is centrally located and accessible by public transit.
- Confirm your contact info to ensure your hunt runs smoothly.
- Service animals are permitted, making it suitable for travelers with disabilities or pets.
Authenticity and Fun: From Reviews
Several travelers mentioned how fun and engaging the activity was. For example, one said, “We really enjoyed the experience, it was so fun and we discovered a lot from the city in a very small period of time.” Another shared, “Great fun!” and praised the interaction with locals.
While a minority of reviews pointed out some logistical hiccups, most found the overall experience delightful and memorable. The balance of indoor and outdoor challenges, combined with discovering hidden spots, makes it a meaningful way to connect with Annapolis beyond the usual tourist routes.
Who Should Consider This Tour?

If you’re a family or group looking for a lively activity that involves sightseeing and playful challenges, this adventure fits the bill. It’s also perfect for corporate outings, bachelor(ette) parties, or anyone interested in “doing something different” while exploring. The activity’s flexible format and social nature make it a hit for those who thrive on interaction and discovery.
If you’re visiting Annapolis for a quick trip but want to maximize your time and experiences, this scavenger hunt offers a fun, engaging way to see a variety of sights without the rush of a guided tour.
The Sum Up: Is It Worth It?
The Amazing Annapolis Scavenger Hunt offers a lively, engaging way to see this charming city through a playful lens. Its affordability, flexibility, and emphasis on interaction make it particularly appealing for groups of friends, families, and team-building outings. The opportunity to meet locals, uncover hidden spots, and enjoy a customized adventure makes it a worthwhile addition to any trip itinerary.
While some minor issues with check point accuracy exist, they are outweighed by the fun, discovery, and authentic experiences. This tour invites you to see Annapolis not just as a collection of historic sites but as a living, breathing city full of surprises waiting to be uncovered.
To sum it up, if you’re seeking a memorable, interactive exploration that combines culture, fun, and a dash of adventure—this scavenger hunt could be the highlight of your visit.
FAQ
How long does the scavenger hunt last?
It takes approximately two hours, but you can extend it for free if you want to explore more.
Can I participate if I don’t have a car?
Yes, a car-free option is available, allowing you to walk between checkpoints at your own pace.
What do I need to bring?
A fully charged smartphone with GPS and data capabilities is essential. You should also provide a working phone number during booking.
Is the tour suitable for families?
Absolutely. It’s family-friendly, and kids and dogs are welcome. The challenges are playful and engaging.
What if some check points aren’t where they should be?
Some participants noted that a few check points might be misplaced, but most found the experience still enjoyable, and the host is available to help.
Is it accessible via public transportation?
Yes, the meeting point at Brown Mustache Coffee is near public transit options.
Do I need to book far in advance?
Yes, the activity is usually booked about 9 days ahead, so planning early is wise to secure your spot.
This lively, interactive way to explore Annapolis not only guarantees fun but also offers a genuine glimpse into the city’s local flavor. Whether you’re a history buff, a local explorer, or simply seeking a unique activity, this scavenger hunt makes discovering Annapolis memorable.
More Tour Reviews in Annapolis
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