Puzzling Adventures Customer Photo In the style of a traditional treasure hunt, Puzzling Adventures take you on a loop around the city discovering interesting sights that most people never even notice. Led by your smartphone, this interactive journey provides fun for all ages!

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

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

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

Escape Room

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

Walking Tour

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

Scavenger Hunt

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

Amazing Race

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

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