Amazing Race near Annapolis Overlook, Maryland

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If you love the thrill of the Amazing Race, gather your teammates for an adrenaline-fueled dash across the city, tackling questions and hunting for clues. To claim the coveted top spot on our Puzzling Adventures leaderboard, speed and smarts are your ultimate allies!

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!

Enjoyed by people of all ages...

From children to seniors, from groups to individuals, our adventures cater to all ages and preferences. Nearly all our experiences are meticulously designed and accommodate wheelchairs and strollers, ensuring inclusivity for all. Each adventure is thoughtfully curated to blend entertainment and education, with something to captivate every participant.

Flexibility to explore at your own tempo...

Thanks to our self-guided adventures, scheduling is a breeze, no reservations required. Whether you're aiming for the top spot or opting for a more relaxed journey, it's entirely up to you. Take the time to dive deeper into each destination or race to be number one, the choice is yours!

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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.

Our family had a great time!

Christi C.

Image © MiguelPastore

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Puzzling Adventures Highlights

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

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More Information

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Directory

Walking Tour

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

Escape Room

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

Scavenger Hunt

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

Treasure Hunt

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

Amazing Race

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