Puzzling Adventures Customer Photo Delight in a captivating outdoor odyssey with friends or family with a Puzzling Adventure. Unravel the clandestine wonders of your city. Transform your sightseeing exploration into an immersive experience!

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

Seeking an exciting outing with your kids, teens, tweens, other loved ones, or friends?

Engage in a Puzzling Adventure, a blend of a scavenger hunt, an amazing race, and a self-guided walking tour. This innovative outdoor challenge has you exploring sights as you navigate the city route, tackling questions and puzzles to unveil your next steps. Just grab your mobile device and you're set for an fascinating new adventure!

Entertaining for all age groups...

Whether you're a grade-schooler, a young adult, or a senior, our adventures provide enjoyment for everyone. Almost all of our hand-crafted experiences are accessible to wheelchairs and strollers, prioritizing inclusivity. Each adventure is infused with elements of fun and learning, appealing to a wide range of interests and tastes.

Flexibility to explore at your own tempo...

Thanks to our self-guided adventures, scheduling is a breeze, no reservations required. Whether you're aiming for the top spot or opting for a more relaxed journey, it's entirely up to you. Take the time to dive deeper into each destination or race to be number one, the choice is yours!


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Puzzling Adventures near Annapolis

What are people saying about Puzzling Adventures?

Customer Reviews

Had a lot of fun walking around, answering questions and being silly!
Eric G.
Amazing experience. Very well set up.
Melissa S.
Our family had a great time!
Christi C.
Image © Hey Darnold

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Puzzling Adventures Highlights

  • Informative
  • Flat rate price
  • Enriching
  • Exploration
  • 250+ Locations
  • Photo Challenges
  • Kid friendly
  • Outdoor activity
  • Team building
  • Accessible
  • No reservations
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Spending time outdoors can improve overall health and wellness. The outdoors offers many opportunities to be physically active. Time outdoors may also promote mental health and stress reduction.
Centers for Disease Control and Prevention
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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

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

Scavenger Hunt

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

Treasure Hunt

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

Amazing Race

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

Escape Room

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

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