Walking Tour near Westwinds, Maryland

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Puzzling Adventures are part self-guided walking tour, part interactive game. Uncover hidden secrets of the city while exercising your mind as you explore the city from a completely new perspective.

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!

Perfect for all generations...

Whether you're spending special time with your friends, children, parents, grandchildren, or grandparents, our adventures are tailored to accommodate everyone. Our wheelchair and stroller-friendly experiences are crafted to be both entertaining and informative, appealing to a diverse audience. With activities designed to engage all ages, Puzzling Adventures goal is to provide a memorable experience for everybody who participates.

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 Westwinds

What are people saying about Puzzling Adventures?

Customer Reviews

I got this as a gift for my wife and we loved it!

Alvin M.

Amazing experience. Very well set up.

Melissa S.

I liked how each clue showed us little known facts about the city. It made finding local eateries and sights easy. Very fun!

Taylor V.

Image © HottBuns

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Puzzling Adventures Highlights

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

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directions

25 Northwest St., Annapolis, MD 21401

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More Information

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Directory

Scavenger Hunt

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

Amazing Race

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

Walking Tour

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

Treasure Hunt

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

Escape Room

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

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