Puzzling Adventures Customer Photo Are you a fan of the Amazing Race? Grab some teammates and dash around the city while deciphering questions and searching for answers. You will need to be the quickest and the smartest to win top spot on our Puzzling Adventures leaderboard!

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

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

Amazing Race

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

Scavenger Hunt

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

Walking Tour

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

Escape Room

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

Treasure Hunt

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