Puzzling Adventures Customer Photo Take your friends or family on a fun outdoor journey with a Puzzling Adventure. Explore your city and discover some of its hidden secrets. Enjoy sightseeing in a whole new way!

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

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

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

Treasure Hunt

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

Amazing Race

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

Walking Tour

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

Scavenger Hunt

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