Amazing Race near Annapolis Overlook, Maryland

Are you ready to race like the competitors on the Amazing Race? Assemble your team and prepare for a heart-pounding adventure through the city, solving riddles and chasing clues to victory. On our Puzzling Adventures leaderboard, only the swiftest and cleverest prevail!

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

Great experience for the whole family!

Alan B.

This was really fun, it was a nice day and we learned a lot!

Bill S.

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 © Sugar Pops

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Puzzling Adventures Highlights

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

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Some studies have shown that natural outdoor environments in urban spaces are more enticing for physical activity and are more likely to motivate people to exercise, leading to higher levels of fitness. Whether it is a park in your neighborhood or exploring the vast landscapes of national forests and grasslands, there are benefits to be had when we step outside.

United States Department of Agriculture

https://www.fs.usda.gov/features/wellness-benefits-great-outdoors

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directions

25 Northwest St., Annapolis, MD 21401

More Information

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Directory

Amazing Race

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

Scavenger Hunt

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

Treasure Hunt

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

Walking Tour

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

Escape Room

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

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