Amazing Race near Annapolis Overlook, Maryland

Are you a fan of the Amazing Race? Grab some teammates and dash around the city while deciphering questions and searching for answers. You will need to be the quickest and the smartest to win 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

Looking for things to do with your date, friends, kids, teenagers, or other family?

Puzzling Adventures are a cross between a scavenger hunt, an amazing race, and a self-guided walking tour. Enjoy this unique outdoor activity and experience sightseeing in a fun new way. Each city route consists of a series of locations that you are guided to where you answer questions or solve puzzles to receive your next instruction. All you need is your own mobile device with a data connection.

Entertaining for all age groups...

Whether you're a grade-schooler, a young adult, or a senior, our adventures provide enjoyment for everyone. Almost all of our hand-crafted experiences are accessible to wheelchairs and strollers, prioritizing inclusivity. Each adventure is infused with elements of fun and learning, appealing to a wide range of interests and tastes.

Play on your own schedule at your own pace...

Since our adventures are self-guided, you have the freedom to play whenever suits you with no need for reservations. Whether you're racing for first place or savoring each moment, the choice is yours. Immerse your senses in all of the locations you'll encounter, all at your own speed.

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Puzzling Adventures near Annapolis Overlook

What are people saying about Puzzling Adventures?

Customer Reviews

This is a great way to explore and learn about a city!

Stacy H.

Amazing experience. Very well set up.

Melissa S.

Our family had a great time!

Christi C.

Image © Hey Darnold

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Puzzling Adventures Highlights

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

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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

Scavenger Hunt

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

Treasure Hunt

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

Amazing Race

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

Escape Room

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

Walking Tour

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

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