Amazing Race near Annapolis Overlook, Maryland

Are you a fan of the Amazing Race? Grab some teammates and dash around the city while deciphering questions and searching for answers. You will need to be the quickest and the smartest to win top spot on our Puzzling Adventures leaderboard!

Embark on a thrilling adventure in Annapolis! Unravel the city's rich history, from its days as the US capital to its vibrant present. Discover the tales of Princess Anne, Abraham Lincoln, and Duke Ellington. Marvel at the city's architectural wonders, learn about the oldest living people in Maryland, and even snap a selfie with your favorite statue. Uncover secrets of the past and solve riddles that will challenge your mind. This is Annapolis like you've never seen it before!

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About Puzzling Adventures

Searching for an engaging activity to enjoy with your kids, teens, tweens, other family, friends or colleagues?

Step into the world of Puzzling Adventures, a captivating blend of scavenger hunt, self-guided walking tour and an amazing race. Experience the outdoors in a whole new light as you embark on this unique adventure. Navigate the city, solving puzzles and answering questions to uncover your next destination. All you need is a smartphone and an appetite for an unforgettable escapade!

Entertaining for all age groups...

Whether you're a grade-schooler, a young adult, or a senior, our adventures provide enjoyment for everyone. Almost all of our hand-crafted experiences are accessible to wheelchairs and strollers, prioritizing inclusivity. Each adventure is infused with elements of fun and learning, appealing to a wide range of interests and tastes.

Adventure at your own convenience...

With our self-guided experiences, there's no need to book ahead, just play whenever you like! Whether you're vying for victory or enjoying a leisurely day out, you set the pace. Indulge your senses in the various locales you'll discover, soaking in the ambiance at your own speed.

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Puzzling Adventures near Annapolis Overlook

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!

Lynne-Marie A.

Had a blast! Would definitely do it again!

Candice B.

We had a great time. Great bonding experience for the whole family.

Angie B.

Image © MaddisonO

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Puzzling Adventures Highlights

Exploration
Outdoor activity
Photo Challenges
Enriching
Flat rate price
No reservations
Kid friendly
Team building
Accessible
Informative
250+ Locations

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Hundreds of studies have linked spending time outside to better health outcomes like decreases in incidences of diabetes and cardio-vascular mortality, lower blood pressure and heart rate, and better immune system function. In fact, these positive effects that are so well-documented that more and more doctors are issuing 'nature prescriptions' to help treat a range of conditions from heart disease, hypertension, high cholesterol, and diabetes, to chronic stress, depression and anxiety, insomnia and even PTSD.

Forbes

https://www.forbes.com/sites/cassidyrandall/2020/04/09/why-going-outside-is-good-for-your-health-especially-right-now/?sh=18e3c6382de9

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Mapping 25 Northwest St., Annapolis, MD 21401

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directions

25 Northwest St., Annapolis, MD 21401

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Directory

Scavenger Hunt

Lands End Scavenger Hunt Watergate Village Scavenger Hunt Tyler Heights Scavenger Hunt Pines On Severn Scavenger Hunt Forest Villa Scavenger Hunt Greenbriar Gardens Scavenger Hunt West Woods Scavenger Hunt Pendennis Mount Scavenger Hunt Winchester On The Severn Scavenger Hunt Gentry Scavenger Hunt Bay Ridge Junction Scavenger Hunt Heritage Scavenger Hunt Rundelac Farm Scavenger Hunt Captains Choice Scavenger Hunt Knightsbridge Scavenger Hunt Annapolis Scavenger Hunt Homewood Scavenger Hunt The Courtyards Scavenger Hunt Town Home Village Scavenger Hunt Harkness Creek Park Scavenger Hunt West Annapolis Scavenger Hunt Browns Woods Scavenger Hunt Riverview Manor Scavenger Hunt Dorsey Heights Scavenger Hunt Bestgate Terrace Scavenger Hunt Great Meadows Scavenger Hunt Dellwood Scavenger Hunt Bembe Beach Scavenger Hunt Providence Cove Scavenger Hunt Wardour Bluffs Scavenger Hunt Round View Scavenger Hunt Keys Farm Scavenger Hunt New Point Scavenger Hunt Bloomsbury Square Scavenger Hunt Georgetown East Scavenger Hunt Severnside Scavenger Hunt Baytowne Village Scavenger Hunt Colony Hills Scavenger Hunt Lincoln Heights Scavenger Hunt Browns Woods Villa Scavenger Hunt Dulls Corner Scavenger Hunt Dreams Landing Scavenger Hunt Severn Forest Scavenger Hunt Lindamoor On The Severn Scavenger Hunt Admiral Heights Scavenger Hunt Indian Hills Scavenger Hunt Beechwood On The Burley Scavenger Hunt Wardour Scavenger Hunt Hickory Hills Scavenger Hunt Bancroft Scavenger Hunt Eatons Landing Scavenger Hunt Loretta Heights Scavenger Hunt Annapolis Roads Scavenger Hunt Truxton Heights Scavenger Hunt Greenbriar Scavenger Hunt Bay View Heights Scavenger Hunt Weems Creek Scavenger Hunt Forest Meadows Scavenger Hunt Old Annapolis Neck Scavenger Hunt Eastport Terrace Scavenger Hunt Anchorage Scavenger Hunt Winchester Scavenger Hunt Hidden Point Scavenger Hunt Severn Grove Scavenger Hunt Manresa Scavenger Hunt The Meadows Scavenger Hunt Naval Academy Scavenger Hunt Elktonia Scavenger Hunt Parole Scavenger Hunt Victor Haven Scavenger Hunt Market Quay Scavenger Hunt Colonial Manor Estates Scavenger Hunt Romar Estates Scavenger Hunt Robinwood Scavenger Hunt Bywater Estates Scavenger Hunt Mariners Cove Scavenger Hunt Providence Historical Scavenger Hunt Painters Hill Scavenger Hunt Wilelinor Estates Scavenger Hunt Harness Woods Scavenger Hunt Hunt Meadows Scavenger Hunt Mariners Point Scavenger Hunt Luce Creek Scavenger Hunt Timber Creek Scavenger Hunt Sturbridge Scavenger Hunt Hillsmere Shores Scavenger Hunt The Village Scavenger Hunt Annapolis Overlook Scavenger Hunt Cedarwood Cove Scavenger Hunt Westwinds Scavenger Hunt Brice Manor Scavenger Hunt The Ridings Scavenger Hunt Wetheridge Estates Scavenger Hunt Eastport Scavenger Hunt Captains Walk Scavenger Hunt Threemile Oak Corner Scavenger Hunt Primrose Acres Scavenger Hunt Martins Cove Farm Scavenger Hunt Wilshire Scavenger Hunt Ferry Farms Scavenger Hunt

Treasure Hunt

Round View Treasure Hunt Bay Ridge Junction Treasure Hunt Colony Hills Treasure Hunt West Annapolis Treasure Hunt Annapolis Overlook Treasure Hunt Dreams Landing Treasure Hunt Captains Choice Treasure Hunt Pines On Severn Treasure Hunt Severn Forest Treasure Hunt Bestgate Terrace Treasure Hunt Greenbriar Gardens Treasure Hunt Market Quay Treasure Hunt Winchester Treasure Hunt Westwinds Treasure Hunt Forest Villa Treasure Hunt Wilshire Treasure Hunt Winchester On The Severn Treasure Hunt Riverview Manor Treasure Hunt Harness Woods Treasure Hunt Homewood Treasure Hunt West Woods Treasure Hunt Wilelinor Estates Treasure Hunt Mariners Point Treasure Hunt Bloomsbury Square Treasure Hunt Eatons Landing Treasure Hunt Severn Grove Treasure Hunt Great Meadows Treasure Hunt Providence Historical Treasure Hunt Rundelac Farm Treasure Hunt Wardour Treasure Hunt Colonial Manor Estates Treasure Hunt Severnside Treasure Hunt Lands End Treasure Hunt Wardour Bluffs Treasure Hunt Browns Woods Villa Treasure Hunt Timber Creek Treasure Hunt Old Annapolis Neck Treasure Hunt Hidden Point Treasure Hunt Ferry Farms Treasure Hunt Robinwood Treasure Hunt Greenbriar Treasure Hunt Primrose Acres Treasure Hunt Parole Treasure Hunt Sturbridge Treasure Hunt Manresa Treasure Hunt Mariners Cove Treasure Hunt Beechwood On The Burley Treasure Hunt Keys Farm Treasure Hunt Bancroft Treasure Hunt Eastport Terrace Treasure Hunt Dulls Corner Treasure Hunt Hillsmere Shores Treasure Hunt Brice Manor Treasure Hunt The Village Treasure Hunt Eastport Treasure Hunt Forest Meadows Treasure Hunt Gentry Treasure Hunt Watergate Village Treasure Hunt Indian Hills Treasure Hunt Bywater Estates Treasure Hunt Bay View Heights Treasure Hunt Tyler Heights Treasure Hunt Painters Hill Treasure Hunt Annapolis Treasure Hunt Baytowne Village Treasure Hunt Victor Haven Treasure Hunt Luce Creek Treasure Hunt The Ridings Treasure Hunt Truxton Heights Treasure Hunt Weems Creek Treasure Hunt Martins Cove Farm Treasure Hunt Providence Cove Treasure Hunt Hunt Meadows Treasure Hunt The Courtyards Treasure Hunt Georgetown East Treasure Hunt Cedarwood Cove Treasure Hunt Wetheridge Estates Treasure Hunt Dorsey Heights Treasure Hunt Elktonia Treasure Hunt Knightsbridge Treasure Hunt Dellwood Treasure Hunt New Point Treasure Hunt Annapolis Roads Treasure Hunt Bembe Beach Treasure Hunt Harkness Creek Park Treasure Hunt Romar Estates Treasure Hunt Browns Woods Treasure Hunt Loretta Heights Treasure Hunt Heritage Treasure Hunt Naval Academy Treasure Hunt Town Home Village Treasure Hunt Anchorage Treasure Hunt Lindamoor On The Severn Treasure Hunt Hickory Hills Treasure Hunt Admiral Heights Treasure Hunt The Meadows Treasure Hunt Pendennis Mount Treasure Hunt Threemile Oak Corner Treasure Hunt Captains Walk Treasure Hunt Lincoln Heights Treasure Hunt

Walking Tour

Keys Farm Walking Tour Lands End Walking Tour Forest Villa Walking Tour Rundelac Farm Walking Tour Winchester Walking Tour Bloomsbury Square Walking Tour Browns Woods Walking Tour Brice Manor Walking Tour Westwinds Walking Tour Annapolis Walking Tour Heritage Walking Tour Victor Haven Walking Tour Painters Hill Walking Tour Severnside Walking Tour Market Quay Walking Tour Georgetown East Walking Tour Hillsmere Shores Walking Tour Wetheridge Estates Walking Tour Captains Walk Walking Tour Truxton Heights Walking Tour Beechwood On The Burley Walking Tour Indian Hills Walking Tour West Annapolis Walking Tour Lindamoor On The Severn Walking Tour Cedarwood Cove Walking Tour Providence Historical Walking Tour Baytowne Village Walking Tour Dorsey Heights Walking Tour Greenbriar Walking Tour Old Annapolis Neck Walking Tour Ferry Farms Walking Tour Pendennis Mount Walking Tour Eastport Walking Tour Captains Choice Walking Tour Wardour Walking Tour Harness Woods Walking Tour The Village Walking Tour Hidden Point Walking Tour Romar Estates Walking Tour Timber Creek Walking Tour Eastport Terrace Walking Tour Anchorage Walking Tour Tyler Heights Walking Tour Watergate Village Walking Tour Harkness Creek Park Walking Tour Severn Grove Walking Tour Dulls Corner Walking Tour Hickory Hills Walking Tour Dreams Landing Walking Tour Martins Cove Farm Walking Tour Bay Ridge Junction Walking Tour Weems Creek Walking Tour Round View Walking Tour Homewood Walking Tour Wilelinor Estates Walking Tour Loretta Heights Walking Tour Hunt Meadows Walking Tour Elktonia Walking Tour Town Home Village Walking Tour Lincoln Heights Walking Tour Bay View Heights Walking Tour Mariners Point Walking Tour Bywater Estates Walking Tour Pines On Severn Walking Tour Parole Walking Tour Gentry Walking Tour Admiral Heights Walking Tour Manresa Walking Tour The Courtyards Walking Tour The Ridings Walking Tour Bembe Beach Walking Tour Great Meadows Walking Tour New Point Walking Tour Naval Academy Walking Tour Wilshire Walking Tour Sturbridge Walking Tour Browns Woods Villa Walking Tour Primrose Acres Walking Tour Threemile Oak Corner Walking Tour West Woods Walking Tour Annapolis Roads Walking Tour Forest Meadows Walking Tour Robinwood Walking Tour Eatons Landing Walking Tour Wardour Bluffs Walking Tour Riverview Manor Walking Tour Bancroft Walking Tour Dellwood Walking Tour Winchester On The Severn Walking Tour Providence Cove Walking Tour Bestgate Terrace Walking Tour Knightsbridge Walking Tour Luce Creek Walking Tour Severn Forest Walking Tour Annapolis Overlook Walking Tour The Meadows Walking Tour Mariners Cove Walking Tour Greenbriar Gardens Walking Tour Colonial Manor Estates Walking Tour Colony Hills Walking Tour

Amazing Race

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Escape Room

Eatons Landing Escape Room Providence Cove Escape Room Parole Escape Room Georgetown East Escape Room Round View Escape Room Great Meadows Escape Room Dorsey Heights Escape Room Pendennis Mount Escape Room The Meadows Escape Room Town Home Village Escape Room Keys Farm Escape Room Bay View Heights Escape Room Market Quay Escape Room Severn Forest Escape Room Riverview Manor Escape Room Elktonia Escape Room Gentry Escape Room Wardour Bluffs Escape Room Lincoln Heights Escape Room Bembe Beach Escape Room Hunt Meadows Escape Room Annapolis Escape Room Lindamoor On The Severn Escape Room Eastport Terrace Escape Room Tyler Heights Escape Room Ferry Farms Escape Room Dreams Landing Escape Room Browns Woods Escape Room Wardour Escape Room Annapolis Overlook Escape Room Wilelinor Estates Escape Room Lands End Escape Room Timber Creek Escape Room Wetheridge Estates Escape Room Severnside Escape Room Winchester Escape Room Luce Creek Escape Room New Point Escape Room Bestgate Terrace Escape Room Mariners Cove Escape Room Captains Walk Escape Room Knightsbridge Escape Room Watergate Village Escape Room Bay Ridge Junction Escape Room Heritage Escape Room Harness Woods Escape Room Martins Cove Farm Escape Room Captains Choice Escape Room West Annapolis Escape Room Primrose Acres Escape Room Loretta Heights Escape Room The Courtyards Escape Room Baytowne Village Escape Room Anchorage Escape Room Providence Historical Escape Room Forest Meadows Escape Room Bancroft Escape Room The Village Escape Room Brice Manor Escape Room Wilshire Escape Room Eastport Escape Room Manresa Escape Room Weems Creek Escape Room Greenbriar Gardens Escape Room West Woods Escape Room Greenbriar Escape Room Colony Hills Escape Room Homewood Escape Room Hillsmere Shores Escape Room Pines On Severn Escape Room Threemile Oak Corner Escape Room Bloomsbury Square Escape Room Winchester On The Severn Escape Room The Ridings Escape Room Indian Hills Escape Room Bywater Estates Escape Room Annapolis Roads Escape Room Dulls Corner Escape Room Colonial Manor Estates Escape Room Beechwood On The Burley Escape Room Victor Haven Escape Room Harkness Creek Park Escape Room Old Annapolis Neck Escape Room Sturbridge Escape Room Admiral Heights Escape Room Naval Academy Escape Room Severn Grove Escape Room Mariners Point Escape Room Hidden Point Escape Room Painters Hill Escape Room Robinwood Escape Room Browns Woods Villa Escape Room Cedarwood Cove Escape Room Hickory Hills Escape Room Dellwood Escape Room Westwinds Escape Room Truxton Heights Escape Room Forest Villa Escape Room Rundelac Farm Escape Room Romar Estates Escape Room

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