Puzzling Adventures Customer Photo If you love the thrill of the Amazing Race, gather your teammates for an adrenaline-fueled dash across the city, tackling questions and hunting for clues. To claim the coveted top spot on our Puzzling Adventures leaderboard, speed and smarts are your ultimate allies!

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.

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.

Adventure at your own convenience...

With our self-guided experiences, there's no need to book ahead, just play whenever you like! Whether you're vying for victory or enjoying a leisurely day out, you set the pace. Indulge your senses in the various locales you'll discover, soaking in the ambiance at your own speed.

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Puzzling Adventures near Winchester

What are people saying about Puzzling Adventures?

Customer Reviews

This is a great way to explore and learn about a city!
Stacy H.
This was really fun, it was a nice day and we learned a lot!
Bill S.
Our family had a lot of fun on the scavenger hunt!
Lynn C.
Image © Hey Darnold
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Puzzling Adventures Highlights

  • Outdoor activity
  • Kid friendly
  • No reservations
  • Flat rate price
  • Accessible
  • Exploration
  • 250+ Locations
  • Informative
  • Enriching
  • Photo Challenges
  • Team building
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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
https://www.hsph.harvard.edu/news/hsph-in-the-news/spend-time-outdoors-itll-improve-your-health-say-experts/
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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

Scavenger Hunt

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

Amazing Race

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

Treasure Hunt

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

Walking Tour

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

Escape Room

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