Puzzling Adventures Customer Photo 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

Hunting for a new experience with your kids, teens, family, or your significant other?

Indulge in a Puzzling Adventure, a fusion of self-guided tour, scavenger hunt, and The Amazing Race. Delight in this outdoor escapade, exploring the city in a refreshing way. Follow the route by deciphering clues and tackling challenges to unlock the next phase of your journey. All you need is your mobile device and you're all set for an entertaining new adventure!

Perfect for all generations...

Whether you're spending special time with your friends, children, parents, grandchildren, or grandparents, our adventures are tailored to accommodate everyone. Our wheelchair and stroller-friendly experiences are crafted to be both entertaining and informative, appealing to a diverse audience. With activities designed to engage all ages, Puzzling Adventures goal is to provide a memorable experience for everybody who participates.

Play on your own schedule at your own pace...

Since our adventures are self-guided, you have the freedom to play whenever suits you with no need for reservations. Whether you're racing for first place or savoring each moment, the choice is yours. Immerse your senses in all of the locations you'll encounter, all at your own speed.

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Puzzling Adventures near Winchester On The Severn

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!
Lynne-Marie A.
Amazing experience. Very well set up.
Melissa S.
I liked how each clue showed us little known facts about the city. It made finding local eateries and sights easy. Very fun!
Taylor V.
Image © Hey Darnold
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Puzzling Adventures Highlights

  • Photo Challenges
  • Outdoor activity
  • Exploration
  • Accessible
  • Flat rate price
  • Kid friendly
  • 250+ Locations
  • Enriching
  • Team building
  • No reservations
  • Informative
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As little as 5 minutes of outdoor activity can help improve your self-esteem. This is especially true if you're near water or green space. And it's not high-intensity exercise that does it best. More relaxed activity like a walk, bike ride, or work in the garden seems to work even better.
Web MD
https://www.webmd.com/balance/ss/slideshow-health-benefits-nature
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directions
25 Northwest St., Annapolis, MD 21401
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More Information

Available 24 Hours a day 7 days a week

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Directory

Escape Room

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

Amazing Race

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

Scavenger Hunt

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

Walking Tour

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

Treasure Hunt

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