Walking Tour near Annapolis Overlook, Maryland

Puzzling Adventures are part self-guided walking tour, part interactive game. Uncover hidden secrets of the city while exercising your mind as you explore the city from a completely new perspective.

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 © Awesome People

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Puzzling Adventures Highlights

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

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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

Walking Tour

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

Scavenger Hunt

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

Amazing Race

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

Escape Room

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

Treasure Hunt

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

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