Calling all Amazing Race enthusiasts! Team up with your fellow adventurers for a fast-paced quest around the city, deciphering questions and piecing together your answers along the way. Can you outsmart the competition and clinch the top spot on 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

Seeking an exciting outing with your kids, teens, tweens, other loved ones, or friends?

Engage in a Puzzling Adventure, a blend of a scavenger hunt, an amazing race, and a self-guided walking tour. This innovative outdoor challenge has you exploring sights as you navigate the city route, tackling questions and puzzles to unveil your next steps. Just grab your mobile device and you're set for an fascinating new adventure!

Suitable for all ages...

From grandkids to grandparents, our adventures are designed to entertain and engage everyone. With careful consideration for accessibility, almost all of our experiences are wheelchair and stroller friendly. Each adventure is curated to provide a mix of entertainment and enlightenment, ensuring there's something for every member of your group.

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

Great experience for the whole family!

Alan B.

Fun fun fun! great way to experience a new area!

Rhonda R.

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 © Win win win no matter what

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Puzzling Adventures Highlights

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

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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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directions

25 Northwest St., Annapolis, MD 21401

More Information

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Directory

Scavenger Hunt

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

Escape Room

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

Amazing Race

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

Walking Tour

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

Treasure Hunt

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

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