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.

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.

Embark on your journey, your way, your time...

As 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 pace.


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Puzzling Adventures near Hillsmere Shores

What are people saying about Puzzling Adventures?

Customer Reviews

Had a lot of fun walking around, answering questions and being silly!
Eric G.
Very enjoyable!
Kelly L.
This was so much fun! What a great adventure!
Michele P.
Image © Hey Darnold

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Puzzling Adventures Highlights

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

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Some studies have shown that natural outdoor environments in urban spaces are more enticing for physical activity and are more likely to motivate people to exercise, leading to higher levels of fitness. Whether it is a park in your neighborhood or exploring the vast landscapes of national forests and grasslands, there are benefits to be had when we step outside.
United States Department of Agriculture
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directions
25 Northwest St., Annapolis, MD 21401
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Directory

Scavenger Hunt

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

Escape Room

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

Amazing Race

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

Walking Tour

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

Treasure Hunt

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

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