Puzzling Adventures Customer Photo Set off on an exciting outdoor expedition alongside friends or family, engaging in a Puzzling Adventure that unveils the concealed marvels of your city. Rediscover the art of sightseeing in a refreshingly unique manner!

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!

Suitable for all ages...

From grandkids to grandparents, our adventures are designed to entertain and engage everyone. With careful consideration for accessibility, almost all of our experiences are wheelchair and stroller friendly. Each adventure is curated to provide a mix of entertainment and enlightenment, ensuring there's something for every member of your group.

Embark on your journey, your way, your time...

As 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 pace.

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Puzzling Adventures near The Village

What are people saying about Puzzling Adventures?

Customer Reviews

Highly recommend to anyone for a fun day out in the city!
Molly C.
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 © Hey Darnold
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Puzzling Adventures Highlights

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

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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 25 Northwest St., Annapolis, MD 21401

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directions
25 Northwest St., Annapolis, MD 21401

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Directory

Treasure Hunt

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

Amazing Race

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

Scavenger Hunt

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

Escape Room

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

Walking Tour

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

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