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 © Murphys Law 61

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Puzzling Adventures Highlights

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

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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

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

Escape Room

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

Scavenger Hunt

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

Treasure Hunt

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

Amazing Race

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

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