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

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

Scavenger Hunt

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

Amazing Race

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

Walking Tour

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

Escape Room

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

Treasure Hunt

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

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