Puzzling Adventures Customer Photo Embark on an exhilarating outdoor escapade with a Puzzling Adventure. Uncover the enigmatic mysteries of your city with an interactive sightseeing experience!

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

Are you ready for a fun outdoor activity with your family, friends, or a special someone?

Embark on a Puzzling Adventure, a combintation of scavenger hunt, amazing race, and self-guided tour. Immerse yourself in this one-of-a-kind outdoor experience, discovering city sights in an exciting new way. Traverse the route by answering questions or solving riddles. All that's required is your mobile device and your desire to enjoy an unforgettable journey!

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.

Explore at your leisure, on your terms...

Because our adventures are self-guided you can play any time on any day - no reservations required. Complete the adventure as quickly as possible to win first place or take your time to enjoy the sights, sounds, smells and tastes of the various locations you will visit.


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Puzzling Adventures near Annapolis

What are people saying about Puzzling Adventures?

Customer Reviews

Had a lot of fun walking around, answering questions and being silly!
Eric G.
Fun fun fun! great way to experience a new area!
Rhonda R.
This was so much fun! What a great adventure!
Michele P.
Image © Skull Squadron
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Puzzling Adventures Highlights

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

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Some of the benefits of time spent outside can include improvements in sleep, blood pressure, cognitive function and physical activity, as well as reduced risks of chronic disease, such as type 2 diabetes, cardiovascular disease and cancer.
Harvard University
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Mapping Puzzling Adventures, 25 Northwest St., Annapolis, MD 21401
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directions
Puzzling Adventures, 25 Northwest St., Annapolis, MD 21401

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Directory

Amazing Race

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

Scavenger Hunt

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

Walking Tour

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

Escape Room

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

Treasure Hunt

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