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

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

Amazing Race

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

Scavenger Hunt

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

Treasure Hunt

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

Walking Tour

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

Escape Room

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

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