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

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!

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.

Embark on your journey, your way, your time...

As 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 pace.

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Puzzling Adventures near Annapolis Overlook

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 © Bubba Bear

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Puzzling Adventures Highlights

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

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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

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

Walking Tour

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

Escape Room

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

Treasure Hunt

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

Amazing Race

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

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