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 © Princess Zhang

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Puzzling Adventures Highlights

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

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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

Escape Room

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

Treasure Hunt

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

Amazing Race

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

Scavenger Hunt

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

Walking Tour

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

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