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 Annapolis Overlook

What are people saying about Puzzling Adventures?

Customer Reviews

Had a lot of fun walking around, answering questions and being silly!
Eric G.
Really enjoyed learning things we didn't know about the history and culture of the city.
Dianne M.
Fun for the whole family and I highly recommend it to others.
Ginger K.
Image © Hey Darnold
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Puzzling Adventures Highlights

  • Photo Challenges
  • Enriching
  • Informative
  • No reservations
  • Exploration
  • Accessible
  • Flat rate price
  • Outdoor activity
  • Team building
  • Kid friendly
  • 250+ Locations
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Hundreds of studies have linked spending time outside to better health outcomes like decreases in incidences of diabetes and cardio-vascular mortality, lower blood pressure and heart rate, and better immune system function. In fact, these positive effects that are so well-documented that more and more doctors are issuing 'nature prescriptions' to help treat a range of conditions from heart disease, hypertension, high cholesterol, and diabetes, to chronic stress, depression and anxiety, insomnia and even PTSD.
Forbes
https://www.forbes.com/sites/cassidyrandall/2020/04/09/why-going-outside-is-good-for-your-health-especially-right-now/?sh=18e3c6382de9
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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

Treasure Hunt

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

Walking Tour

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

Scavenger Hunt

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

Escape Room

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

Amazing Race

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