Puzzling Adventures Customer Photo Puzzling Adventures are part self-guided walking tour, part interactive game. Uncover hidden secrets of the city while exercising your mind as you explore the city from a completely new perspective.

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.

Fun for all ages...

Kids, teens, tweens, young adults, seniors, groups, couples, or individuals. Almost all of our adventures are designed to be wheelchair and stroller friendly and all are carefully crafted to be entertaining and informative with something to appeal to everyone.

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 Watergate Village

What are people saying about Puzzling Adventures?

Customer Reviews

This is a great way to explore and learn about a city!
Stacy H.
Really enjoyed learning things we didn't know about the history and culture of the city.
Dianne M.
We had a great time. Great bonding experience for the whole family.
Angie B.
Image © Hey Darnold

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Puzzling Adventures Highlights

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

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directions
25 Northwest St., Annapolis, MD 21401

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Directory

Amazing Race

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

Escape Room

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

Treasure Hunt

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

Walking Tour

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

Scavenger Hunt

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