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.

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 © Chubby pumpkins

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Puzzling Adventures Highlights

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

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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

Walking Tour

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

Amazing Race

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

Scavenger Hunt

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

Escape Room

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

Treasure Hunt

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

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