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 © The Wise Men and Women

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Puzzling Adventures Highlights

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

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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

Escape Room

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

Walking Tour

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

Scavenger Hunt

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

Amazing Race

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

Treasure Hunt

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

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