If you love the thrill of the Amazing Race, gather your teammates for an adrenaline-fueled dash across the city, tackling questions and hunting for clues. To claim the coveted top spot on our Puzzling Adventures leaderboard, speed and smarts are your ultimate allies!

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

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!

Fun for all ages...

Kids, teens, tweens, young adults, seniors, groups, couples, or individuals. Almost all of our adventures are designed to be wheelchair and stroller friendly and all are carefully crafted to be entertaining and informative with something to appeal to everyone.

Flexibility to explore at your own tempo...

Thanks to our self-guided adventures, scheduling is a breeze, no reservations required. Whether you're aiming for the top spot or opting for a more relaxed journey, it's entirely up to you. Take the time to dive deeper into each destination or race to be number one, the choice is yours!

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Puzzling Adventures near Parole

What are people saying about Puzzling Adventures?

Customer Reviews

Highly recommend to anyone for a fun day out in the city!

Molly C.

Had a blast! Would definitely do it again!

Candice B.

This was so much fun! What a great adventure!

Michele P.

Image © Hey Darnold

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Puzzling Adventures Highlights

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

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Time in the outdoors offers the benefit of mental rest and rejuvenation, it has been shown to improve memory, attention, impulse control, and creativity in the general population. For example, in children, it has led to improved school performance.

McLean Hospital

https://www.mcleanhospital.org/essential/nature

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Mapping 25 Northwest St., Annapolis, MD 21401

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directions

25 Northwest St., Annapolis, MD 21401

Other Locations

More Information

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Directory

Scavenger Hunt

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

Amazing Race

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

Treasure Hunt

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

Escape Room

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

Walking Tour

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

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