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.

Suitable for all ages...

From grandkids to grandparents, our adventures are designed to entertain and engage everyone. With careful consideration for accessibility, almost all of our experiences are wheelchair and stroller friendly. Each adventure is curated to provide a mix of entertainment and enlightenment, ensuring there's something for every member of your group.

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 Parole

What are people saying about Puzzling Adventures?

Customer Reviews

This was so fun!

Bob A.

This was a great experience!

Natalie M.

Fun for the whole family and I highly recommend it to others.

Ginger K.

Image © Sammie

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Puzzling Adventures Highlights

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

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Spending time outdoors can improve overall health and wellness. The outdoors offers many opportunities to be physically active. Time outdoors may also promote mental health and stress reduction.

Centers for Disease Control and Prevention

https://www.cdc.gov/cancer/skin/basic_info/outdoors.htm

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directions

25 Northwest St., Annapolis, MD 21401

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More Information

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Directory

Scavenger Hunt

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

Amazing Race

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

Walking Tour

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

Treasure Hunt

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

Escape Room

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

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