Are you ready to race like the competitors on the Amazing Race? Assemble your team and prepare for a heart-pounding adventure through the city, solving riddles and chasing clues to victory. On our Puzzling Adventures leaderboard, only the swiftest and cleverest prevail!

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

Searching for an engaging activity to enjoy with your kids, teens, tweens, other family, friends or colleagues?

Step into the world of Puzzling Adventures, a captivating blend of scavenger hunt, self-guided walking tour and an amazing race. Experience the outdoors in a whole new light as you embark on this unique adventure. Navigate the city, solving puzzles and answering questions to uncover your next destination. All you need is a smartphone and an appetite for an unforgettable escapade!

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.

Adventure at your own convenience...

With our self-guided experiences, there's no need to book ahead, just play whenever you like! Whether you're vying for victory or enjoying a leisurely day out, you set the pace. Indulge your senses in the various locales you'll discover, soaking in the ambiance at your own speed.

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Puzzling Adventures near Gentry

What are people saying about Puzzling Adventures?

Customer Reviews

Great experience for the whole family!

Alan B.

Really enjoyed learning things we didn't know about the history and culture of the city.

Dianne M.

We had so much fun we can't wait to try another adventure. Such a fun family activity and a great way to see the city.

Sandi K.

Image © Call it rain delay

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Puzzling Adventures Highlights

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

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Time in the outdoors offers the benefit of mental rest and rejuvenation, it has been shown to improve memory, attention, impulse control, and creativity in the general population. For example, in children, it has led to improved school performance.

McLean Hospital

https://www.mcleanhospital.org/essential/nature

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directions

25 Northwest St., Annapolis, MD 21401

More Information

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Directory

Scavenger Hunt

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

Amazing Race

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

Walking Tour

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

Treasure Hunt

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

Escape Room

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

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