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

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

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

Amazing Race

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

Escape Room

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

Scavenger Hunt

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

Walking Tour

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

Treasure Hunt

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