Puzzling Adventures Customer Photo Are you a fan of the Amazing Race? Grab some teammates and dash around the city while deciphering questions and searching for answers. You will need to be the quickest and the smartest to win top spot on our Puzzling Adventures leaderboard!

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

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

Amazing Race

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

Scavenger Hunt

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

Escape Room

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

Treasure Hunt

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

Walking Tour

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

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