Puzzling Adventures Customer Photo Are you ready to race like the competitors on the Amazing Race? Assemble your team and prepare for a heart-pounding adventure through the city, solving riddles and chasing clues to victory. On our Puzzling Adventures leaderboard, only the swiftest and cleverest prevail!

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.

Explore at your leisure, on your terms...

Because our adventures are self-guided you can play any time on any day - no reservations required. Complete the adventure as quickly as possible to win first place or take your time to enjoy the sights, sounds, smells and tastes of the various locations you will visit.


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Puzzling Adventures near The Ridings

What are people saying about Puzzling Adventures?

Customer Reviews

Had a lot of fun walking around, answering questions and being silly!
Eric G.
Fun fun fun! great way to experience a new area!
Rhonda R.
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

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

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A new study underscores that people can reap significant benefits from a comparatively small number of daily steps. Researchers analyzed 17 studies that looked at how many steps people took, typically in a weeklong period, and followed up on their health outcomes after around seven years. They concluded that a habit of walking just under 4,000 steps (30-45 minute walk or roughly two miles) per day reduced the risk of dying from any cause, including from cardiovascular disease and mortality risk decreased by 15 percent with an additional 1,000 steps.
New York Times

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Rendering Map
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directions
25 Northwest St., Annapolis, MD 21401

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Directory

Walking Tour

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

Treasure Hunt

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

Scavenger Hunt

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

Escape Room

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

Amazing Race

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