Puzzling Adventures Customer Photo Embark on an exhilarating outdoor escapade with a Puzzling Adventure. Uncover the enigmatic mysteries of your city with an interactive sightseeing 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!

Fun for all ages...

Kids, teens, tweens, young adults, seniors, groups, couples, or individuals. Almost all of our adventures are designed to be wheelchair and stroller friendly and all are carefully crafted to be entertaining and informative with something to appeal to everyone.

Embark on your journey, your way, your time...

As our adventures are self-guided, you have the freedom to play whenever suits you with no need for reservations. Whether you're racing for first place or savoring each moment, the choice is yours. Immerse your senses in all of the locations you'll encounter, all at your own pace.

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Puzzling Adventures near Pendennis Mount

What are people saying about Puzzling Adventures?

Customer Reviews

I got this as a gift for my wife and we loved it!
Alvin M.
This was really fun, it was a nice day and we learned a lot!
Bill S.
I liked how each clue showed us little known facts about the city. It made finding local eateries and sights easy. Very fun!
Taylor V.
Image © Hey Darnold
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Puzzling Adventures Highlights

  • 250+ Locations
  • Flat rate price
  • Kid friendly
  • Exploration
  • Team building
  • Accessible
  • Photo Challenges
  • Outdoor activity
  • Informative
  • Enriching
  • No reservations
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Time in the outdoors offers the benefit of mental rest and rejuvenation, it has been shown to improve memory, attention, impulse control, and creativity in the general population. For example, in children, it has led to improved school performance.
McLean Hospital
https://www.mcleanhospital.org/essential/nature
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directions
25 Northwest St., Annapolis, MD 21401
More Information

Available 24 Hours a day 7 days a week

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Directory

Amazing Race

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

Scavenger Hunt

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

Escape Room

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

Walking Tour

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

Treasure Hunt

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