Puzzling Adventures Customer Photo Inspired by the excitement of the Amazing Race, rally your team for a high-speed pursuit through the city streets, decoding questions and hunting down clues. Only the quickest and sharpest minds will triumph and secure their place atop 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

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!

Suitable for all ages...

From grandkids to grandparents, our adventures are designed to entertain and engage everyone. With careful consideration for accessibility, almost all of our experiences are wheelchair and stroller friendly. Each adventure is curated to provide a mix of entertainment and enlightenment, ensuring there's something for every member of your group.

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 Dreams Landing

What are people saying about Puzzling Adventures?

Customer Reviews

Great experience for the whole family!
Alan B.
Very enjoyable!
Kelly L.
We had so much fun we can't wait to try another adventure. Such a fun family activity and a great way to see the city.
Sandi K.
Image © Hey Darnold
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Puzzling Adventures Highlights

  • Exploration
  • No reservations
  • Accessible
  • Flat rate price
  • 250+ Locations
  • Enriching
  • Photo Challenges
  • Informative
  • Outdoor activity
  • Team building
  • Kid friendly
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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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Mapping 25 Northwest St., Annapolis, MD 21401
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directions
25 Northwest St., Annapolis, MD 21401
More Information

Available 24 Hours a day 7 days a week

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Directory

Treasure Hunt

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

Scavenger Hunt

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

Amazing Race

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

Walking Tour

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

Escape Room

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