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

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!

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.

Adventure at your own convenience...

With our self-guided experiences, there's no need to book ahead, just play whenever you like! Whether you're vying for victory or enjoying a leisurely day out, you set the pace. Indulge your senses in the various locales you'll discover, soaking in the ambiance at your own speed.

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Puzzling Adventures near Gentry

What are people saying about Puzzling Adventures?

Customer Reviews

This scavenger hunt was great for the whole family. We had ages 3 to 63 on our team and we all had a wonderful time!

Karen B.

Had a blast! Would definitely do it again!

Candice B.

We had a great time. Great bonding experience for the whole family.

Angie B.

Image © Kuhntown

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Puzzling Adventures Highlights

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

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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

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Directory

Scavenger Hunt

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

Treasure Hunt

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

Walking Tour

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

Amazing Race

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

Escape Room

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

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