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 © Ham Gals

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Puzzling Adventures Highlights

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

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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

Scavenger Hunt

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

Amazing Race

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

Escape Room

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

Treasure Hunt

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

Walking Tour

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

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