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

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!

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.

Embark on your journey, your way, your time...

As 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 pace.

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Puzzling Adventures near Gentry

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!

Lynne-Marie A.

Amazing experience. Very well set up.

Melissa S.

We had a great time. Great bonding experience for the whole family.

Angie B.

Image © Tight butts sweaty nuts

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Puzzling Adventures Highlights

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

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Hundreds of studies have linked spending time outside to better health outcomes like decreases in incidences of diabetes and cardio-vascular mortality, lower blood pressure and heart rate, and better immune system function. In fact, these positive effects that are so well-documented that more and more doctors are issuing 'nature prescriptions' to help treat a range of conditions from heart disease, hypertension, high cholesterol, and diabetes, to chronic stress, depression and anxiety, insomnia and even PTSD.

Forbes

https://www.forbes.com/sites/cassidyrandall/2020/04/09/why-going-outside-is-good-for-your-health-especially-right-now/?sh=18e3c6382de9

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directions

25 Northwest St., Annapolis, MD 21401

More Information

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Directory

Treasure Hunt

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

Amazing Race

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

Scavenger Hunt

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

Walking Tour

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

Escape Room

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

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