Amazing Race near Annapolis Overlook, Maryland

Puzzling Adventures Customer Photo Calling all Amazing Race enthusiasts! Team up with your fellow adventurers for a fast-paced quest around the city, deciphering questions and piecing together your answers along the way. Can you outsmart the competition and clinch the top spot on our Puzzling Adventures leaderboard?

Puzzling Adventures


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About Puzzling Adventures

Are you ready for a fun outdoor activity with your family, friends, or a special someone?

Embark on a Puzzling Adventure, a combintation of scavenger hunt, amazing race, and self-guided tour. Immerse yourself in this one-of-a-kind outdoor experience, discovering city sights in an exciting new way. Traverse the route by answering questions or solving riddles. All that's required is your mobile device and your desire to enjoy an unforgettable journey!

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.

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 Annapolis Overlook

What are people saying about Puzzling Adventures?

Customer Reviews

Had a lot of fun walking around, answering questions and being silly!
Eric G.
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 © Bowers33
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Puzzling Adventures Highlights

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

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directions
25 Northwest St., Annapolis, MD 21401

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Directory

Scavenger Hunt

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

Treasure Hunt

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

Escape Room

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

Amazing Race

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Walking Tour

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

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