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

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

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

Scavenger Hunt

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

Amazing Race

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

Walking Tour

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

Escape Room

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

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