Amazing Race near Bloomsbury Square, Maryland

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!

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.

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 Bloomsbury Square

What are people saying about Puzzling Adventures?

Customer Reviews

Highly recommend to anyone for a fun day out in the city!
Molly C.
This was really fun, it was a nice day and we learned a lot!
Bill 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 © Hey Darnold
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Puzzling Adventures Highlights

  • No reservations
  • Outdoor activity
  • Kid friendly
  • Photo Challenges
  • Team building
  • 250+ Locations
  • Flat rate price
  • Exploration
  • Enriching
  • Informative
  • Accessible
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Some of the benefits of time spent outside can include improvements in sleep, blood pressure, cognitive function and physical activity, as well as reduced risks of chronic disease, such as type 2 diabetes, cardiovascular disease and cancer.
Harvard University
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directions
25 Northwest St., Annapolis, MD 21401

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Directory

Treasure Hunt

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

Walking Tour

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

Scavenger Hunt

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

Escape Room

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

Amazing Race

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