Puzzling Adventures Customer Photo Are you a fan of the Amazing Race? Grab some teammates and dash around the city while deciphering questions and searching for answers. You will need to be the quickest and the smartest to win top spot on our Puzzling Adventures leaderboard!

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

Looking for things to do with your date, friends, kids, teenagers, or other family?

Puzzling Adventures are a cross between a scavenger hunt, an amazing race, and a self-guided walking tour. Enjoy this unique outdoor activity and experience sightseeing in a fun new way. Each city route consists of a series of locations that you are guided to where you answer questions or solve puzzles to receive your next instruction. All you need is your own mobile device with a data connection.

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 Watergate Village

What are people saying about Puzzling Adventures?

Customer Reviews

This is a great way to explore and learn about a city!
Stacy H.
Really enjoyed learning things we didn't know about the history and culture of the city.
Dianne M.
We had a great time. Great bonding experience for the whole family.
Angie B.
Image © Hey Darnold

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Puzzling Adventures Highlights

  • Exploration
  • No reservations
  • Kid friendly
  • Team building
  • Flat rate price
  • Informative
  • 250+ Locations
  • Photo Challenges
  • Enriching
  • Accessible
  • Outdoor activity
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Some of the benefits of time spent outside can include improvements in sleep, blood pressure, cognitive function and physical activity, as well as reduced risks of chronic disease, such as type 2 diabetes, cardiovascular disease and cancer.
Harvard University

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directions
25 Northwest St., Annapolis, MD 21401

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Directory

Amazing Race

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

Escape Room

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

Scavenger Hunt

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

Treasure Hunt

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

Walking Tour

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