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

  • Team building
  • Flat rate price
  • Accessible
  • Kid friendly
  • Outdoor activity
  • Informative
  • Enriching
  • 250+ Locations
  • Photo Challenges
  • Exploration
  • 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

Treasure Hunt

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

Amazing Race

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

Scavenger Hunt

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

Walking Tour

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

Escape Room

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

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