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

Hunting for a new experience with your kids, teens, family, or your significant other?

Indulge in a Puzzling Adventure, a fusion of self-guided tour, scavenger hunt, and The Amazing Race. Delight in this outdoor escapade, exploring the city in a refreshing way. Follow the route by deciphering clues and tackling challenges to unlock the next phase of your journey. All you need is your mobile device and you're all set for an entertaining new adventure!

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.

Play on your own schedule at your own pace...

Since our adventures are self-guided, you have the freedom to play whenever suits you with no need for reservations. Whether you're racing for first place or savoring each moment, the choice is yours. Immerse your senses in all of the locations you'll encounter, all at your own speed.

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Puzzling Adventures near Parole

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!

Lynne-Marie A.

This was a great experience!

Natalie M.

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

Ginger K.

Image © Newbies123

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Puzzling Adventures Highlights

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

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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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Mapping 25 Northwest St., Annapolis, MD 21401

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directions

25 Northwest St., Annapolis, MD 21401

More Information

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Directory

Scavenger Hunt

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

Treasure Hunt

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

Escape Room

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

Walking Tour

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

Amazing Race

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

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