Walking Tour near Gentry, Maryland

Puzzling Adventures Customer Photo Puzzling Adventures are part self-guided walking tour, part interactive game. Uncover hidden secrets of the city while exercising your mind as you explore the city from a completely new perspective.

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.

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.

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 Gentry

What are people saying about Puzzling Adventures?

Customer Reviews

This was so fun!
Bob A.
This was a great experience!
Natalie M.
This was so much fun! What a great adventure!
Michele P.
Image © Hey Darnold
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Puzzling Adventures Highlights

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

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Hundreds of studies have linked spending time outside to better health outcomes like decreases in incidences of diabetes and cardio-vascular mortality, lower blood pressure and heart rate, and better immune system function. In fact, these positive effects that are so well-documented that more and more doctors are issuing 'nature prescriptions' to help treat a range of conditions from heart disease, hypertension, high cholesterol, and diabetes, to chronic stress, depression and anxiety, insomnia and even PTSD.
Forbes

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directions
25 Northwest St., Annapolis, MD 21401

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Directory

Walking Tour

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

Amazing Race

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

Scavenger Hunt

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

Escape Room

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

Treasure Hunt

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