Puzzling Adventures Customer Photo Take your friends or family on a fun outdoor journey with a Puzzling Adventure. Explore your city and discover some of its hidden secrets. Enjoy sightseeing in a whole new way!

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.

Play on your own schedule at your own pace...

Since 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 speed.


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Puzzling Adventures near Dellwood

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.
Fun for the whole family and I highly recommend it to others.
Ginger K.
Image © Hey Darnold

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Puzzling Adventures Highlights

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

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Physical activity is fundamental to overall health and well-being, yet woefully neglected in most of our daily lives. Along with maintaining good nutrition and emotional health, incorporating regular physical activity can help to prevent multiple chronic diseases and improve the odds of better outcomes should you become ill from various conditions.
United States Department of Health
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directions
25 Northwest St., Annapolis, MD 21401

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Directory

Treasure Hunt

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

Walking Tour

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

Amazing Race

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

Scavenger Hunt

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

Escape Room

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

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