Puzzling Adventures Customer Photo Are you a fan of the Amazing Race? Grab some teammates and dash around the city while deciphering questions and searching for answers. You will need to be the quickest and the smartest to win 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.

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

  • Informative
  • Kid friendly
  • Enriching
  • Photo Challenges
  • Flat rate price
  • Exploration
  • Outdoor activity
  • Team building
  • No reservations
  • Accessible
  • 250+ Locations
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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
https://www.fs.usda.gov/features/wellness-benefits-great-outdoors
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directions
25 Northwest St., Annapolis, MD 21401
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More Information

Available 24 Hours a day 7 days a week

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Directory

Treasure Hunt

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

Escape Room

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

Scavenger Hunt

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

Walking Tour

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

Amazing Race

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