Experience the fusion of self-guided walking tours and a scavenger hunt with Puzzling Adventures. Uncover the city's hidden mysteries while engaging your cognitive faculties. Transform your exploration into an exhilarating mental exercise!

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

Seeking an exciting outing with your kids, teens, tweens, other loved ones, or friends?

Engage in a Puzzling Adventure, a blend of a scavenger hunt, an amazing race, and a self-guided walking tour. This innovative outdoor challenge has you exploring sights as you navigate the city route, tackling questions and puzzles to unveil your next steps. Just grab your mobile device and you're set for an fascinating 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.

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 Gentry

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!

Lynne-Marie A.

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

Dianne M.

Our family had a great time!

Christi C.

Image © Going Gidget

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Puzzling Adventures Highlights

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

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As little as 5 minutes of outdoor activity can help improve your self-esteem. This is especially true if you're near water or green space. And it's not high-intensity exercise that does it best. More relaxed activity like a walk, bike ride, or work in the garden seems to work even better.

Web MD

https://www.webmd.com/balance/ss/slideshow-health-benefits-nature

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directions

25 Northwest St., Annapolis, MD 21401

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More Information

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Directory

Walking Tour

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

Escape Room

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

Scavenger Hunt

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

Treasure Hunt

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

Amazing Race

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

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