Puzzling Adventures Customer Photo If you love the thrill of the Amazing Race, gather your teammates for an adrenaline-fueled dash across the city, tackling questions and hunting for clues. To claim the coveted top spot on our Puzzling Adventures leaderboard, speed and smarts are your ultimate allies!

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

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

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

Escape Room

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

Walking Tour

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

Treasure Hunt

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

Scavenger Hunt

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