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

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

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

Escape Room

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

Treasure Hunt

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

Scavenger Hunt

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

Walking Tour

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

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