Amazing Race near Gentry, Maryland

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!

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.

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 Gentry

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!

Lynne-Marie A.

Very enjoyable!

Kelly L.

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 © Skull Squadron

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Puzzling Adventures Highlights

Enriching
Outdoor activity
Kid friendly
Flat rate price
Accessible
Informative
250+ Locations
Photo Challenges
Team building
Exploration
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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directions

25 Northwest St., Annapolis, MD 21401

More Information

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Directory

Amazing Race

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

Scavenger Hunt

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

Escape Room

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

Walking Tour

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

Treasure Hunt

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

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