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

Looking for things to do with your date, friends, kids, teenagers, or other family?

Puzzling Adventures are a cross between a scavenger hunt, an amazing race, and a self-guided walking tour. Enjoy this unique outdoor activity and experience sightseeing in a fun new way. Each city route consists of a series of locations that you are guided to where you answer questions or solve puzzles to receive your next instruction. All you need is your own mobile device with a data connection.

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.

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 Gentry

What are people saying about Puzzling Adventures?

Customer Reviews

Had a lot of fun walking around, answering questions and being silly!
Eric G.
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

  • Photo Challenges
  • Kid friendly
  • Team building
  • Informative
  • Outdoor activity
  • 250+ Locations
  • Enriching
  • Flat rate price
  • No reservations
  • Exploration
  • Accessible
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Time in the outdoors offers the benefit of mental rest and rejuvenation, it has been shown to improve memory, attention, impulse control, and creativity in the general population. For example, in children, it has led to improved school performance.
McLean Hospital
https://www.mcleanhospital.org/essential/nature
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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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More Information

Available 24 Hours a day 7 days a week

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Directory

Walking Tour

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

Amazing Race

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

Treasure Hunt

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

Scavenger Hunt

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

Escape Room

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