Puzzling Adventures Customer Photo Calling all Amazing Race enthusiasts! Team up with your fellow adventurers for a fast-paced quest around the city, deciphering questions and piecing together your answers along the way. Can you outsmart the competition and clinch the 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.

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 © Team Calufornia1
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Puzzling Adventures Highlights

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

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

Scavenger Hunt

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

Escape Room

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

Treasure Hunt

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

Amazing Race

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