Puzzling Adventures Customer Photo Set off on an exciting outdoor expedition alongside friends or family, engaging in a Puzzling Adventure that unveils the concealed marvels of your city. Rediscover the art of sightseeing in a refreshingly unique manner!

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.

Explore at your leisure, on your terms...

Because our adventures are self-guided you can play any time on any day - no reservations required. Complete the adventure as quickly as possible to win first place or take your time to enjoy the sights, sounds, smells and tastes of the various locations you will visit.

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Puzzling Adventures near Winchester

What are people saying about Puzzling Adventures?

Customer Reviews

This was so fun!
Bob A.
This was really fun, it was a nice day and we learned a lot!
Bill S.
Our family had a great time!
Christi C.
Image © Hengineers
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Puzzling Adventures Highlights

  • Enriching
  • Accessible
  • Kid friendly
  • Team building
  • Outdoor activity
  • Flat rate price
  • Informative
  • Exploration
  • 250+ Locations
  • Photo Challenges
  • No reservations
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Physical activity is fundamental to overall health and well-being, yet woefully neglected in most of our daily lives. Along with maintaining good nutrition and emotional health, incorporating regular physical activity can help to prevent multiple chronic diseases and improve the odds of better outcomes should you become ill from various conditions.
United States Department of Health
https://health.gov/news/202205/physical-activity-we-all-can-and-must-do-more-0
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Mapping 25 Northwest St., Annapolis, MD 21401
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25 Northwest St., Annapolis, MD 21401
More Information

Available 24 Hours a day 7 days a week

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Directory

Walking Tour

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

Amazing Race

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

Scavenger Hunt

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

Escape Room

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

Treasure Hunt

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