Puzzling Adventures Customer Photo Take your friends or family on a fun outdoor journey with a Puzzling Adventure. Explore your city and discover some of its hidden secrets. Enjoy sightseeing in a whole new way!

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

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

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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

Escape Room

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

Treasure Hunt

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

Walking Tour

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

Amazing Race

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

Scavenger Hunt

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

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