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

Hunting for a new experience with your kids, teens, family, or your significant other?

Indulge in a Puzzling Adventure, a fusion of self-guided tour, scavenger hunt, and The Amazing Race. Delight in this outdoor escapade, exploring the city in a refreshing way. Follow the route by deciphering clues and tackling challenges to unlock the next phase of your journey. All you need is your mobile device and you're all set for an entertaining new adventure!

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 The Village

What are people saying about Puzzling Adventures?

Customer Reviews

Highly recommend to anyone for a fun day out in the city!
Molly C.
Had a blast! Would definitely do it again!
Candice B.
We had a great time. Great bonding experience for the whole family.
Angie B.
Image © Hey Darnold
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Puzzling Adventures Highlights

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

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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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Mapping 25 Northwest St., Annapolis, MD 21401

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directions
25 Northwest St., Annapolis, MD 21401

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Directory

Walking Tour

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

Treasure Hunt

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

Escape Room

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

Scavenger Hunt

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

Amazing Race

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

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