Amazing Race near Pleasantdale, Maine

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 Portland! Unravel riddles, spot hidden gems, and learn fascinating trivia about the city's history. Snap photos, answer questions about your surroundings, and even pretend to be a bird! Discover the city's maritime past, its ties to Japan, and the story behind its name. Enjoy the charm of Portland while testing your knowledge and having a blast!

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About Puzzling Adventures

Searching for an engaging activity to enjoy with your kids, teens, tweens, other family, friends or colleagues?

Step into the world of Puzzling Adventures, a captivating blend of scavenger hunt, self-guided walking tour and an amazing race. Experience the outdoors in a whole new light as you embark on this unique adventure. Navigate the city, solving puzzles and answering questions to uncover your next destination. All you need is a smartphone and an appetite for an unforgettable escapade!

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.

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 Pleasantdale

What are people saying about Puzzling Adventures?

Customer Reviews

Highly recommend to anyone for a fun day out in the city!

Molly C.

Really enjoyed learning things we didn't know about the history and culture of the city.

Dianne M.

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 © Loserz

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Puzzling Adventures Highlights

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

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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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Rendering Map

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directions

Portland Self-Guided Scavenger Hunt, 25 Pearl St, Portland, ME 04101

More Information

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Directory

Scavenger Hunt

Doughty Landing Scavenger Hunt Portland Scavenger Hunt Willard Square Scavenger Hunt Waites Landing Scavenger Hunt Westbrook Scavenger Hunt Sunset Park Scavenger Hunt Delano Park Scavenger Hunt Pleasantdale Scavenger Hunt Cumberland Foreside Scavenger Hunt Scarborough Scavenger Hunt Cushing Island Scavenger Hunt Ponce Landing Scavenger Hunt Pleasant Hill Scavenger Hunt Great Diamond Island Landing Scavenger Hunt Eight Corners Scavenger Hunt Falmouth Scavenger Hunt Jones Wharf Scavenger Hunt Cliff Island Landing Scavenger Hunt Lone Creek Village Historical Scavenger Hunt South Gorham Scavenger Hunt North Deering Scavenger Hunt Danish Village Historical Scavenger Hunt Western Landing Scavenger Hunt West Falmouth Historical Scavenger Hunt Fort Preble Scavenger Hunt Rosemont Scavenger Hunt Evergreen Landing Scavenger Hunt Littlejohn Island Scavenger Hunt Sunset Landing Scavenger Hunt Higgins Beach Scavenger Hunt Long Island Scavenger Hunt Nasons Corner Scavenger Hunt Mountainview Park Scavenger Hunt Mckinley Estates Scavenger Hunt Cousins Island Scavenger Hunt Prides Corner Scavenger Hunt Lunts Corner Scavenger Hunt Elizabeth Park Scavenger Hunt Fort Gorges Scavenger Hunt Ligonia Scavenger Hunt Mosher Corner Scavenger Hunt Cumberland Mills Scavenger Hunt Stroudwater Scavenger Hunt Falmouth Foreside Scavenger Hunt Woodfords Corner Scavenger Hunt Pond Cove Scavenger Hunt York Landing Scavenger Hunt Town Landing Scavenger Hunt Jenks Landing Scavenger Hunt Fort Lyon Scavenger Hunt East End Scavenger Hunt Meeting House Hill Scavenger Hunt Ferry Village Scavenger Hunt Loveitts Field Scavenger Hunt Oak Hill Scavenger Hunt Riverton Scavenger Hunt Cliff Island Scavenger Hunt Sagamore Village Scavenger Hunt Peaks Island Scavenger Hunt East Deering Scavenger Hunt Morrills Corner Scavenger Hunt Stanwood Park Scavenger Hunt South Portland Gardens Scavenger Hunt Deering Scavenger Hunt Highlands Scavenger Hunt Grubb Hill Historical Scavenger Hunt West End Scavenger Hunt Summit View Park Historical Scavenger Hunt Mariner Scavenger Hunt Garrison Hills Estates Scavenger Hunt Cleaves Landing Scavenger Hunt Cape Cottage Scavenger Hunt Highland Lake Scavenger Hunt West Falmouth Corner Scavenger Hunt Oakdale Scavenger Hunt Chandler Cove Landing Scavenger Hunt Rosemont Scavenger Hunt Trefethen Scavenger Hunt Crocketts Corner Scavenger Hunt Knightville Scavenger Hunt Libbytown Scavenger Hunt Rigby Historical Scavenger Hunt Fort Levett Scavenger Hunt North Scarborough Scavenger Hunt Fort Scammel Scavenger Hunt Village Of Halidon Historical Scavenger Hunt Thornton Heights Scavenger Hunt Cumberland Center Station Scavenger Hunt Bradleys Corner Scavenger Hunt South Portland Scavenger Hunt Blackstrap Scavenger Hunt Woodfords Scavenger Hunt Little Diamond Island Landing Scavenger Hunt Cape Elizabeth Scavenger Hunt Broadview Park Scavenger Hunt Cash Corner Scavenger Hunt Deering Junction Scavenger Hunt Pleasant Hill Scavenger Hunt Brighton Corner Scavenger Hunt Munjoy Hill Scavenger Hunt

Escape Room

Mountainview Park Escape Room Munjoy Hill Escape Room Fort Levett Escape Room Cliff Island Escape Room Nasons Corner Escape Room Garrison Hills Estates Escape Room Falmouth Foreside Escape Room Knightville Escape Room Loveitts Field Escape Room West Falmouth Corner Escape Room Oak Hill Escape Room Doughty Landing Escape Room West Falmouth Historical Escape Room Jenks Landing Escape Room York Landing Escape Room Rosemont Escape Room Scarborough Escape Room Fort Preble Escape Room Chandler Cove Landing Escape Room Meeting House Hill Escape Room Cushing Island Escape Room Fort Scammel Escape Room Westbrook Escape Room Great Diamond Island Landing Escape Room Ponce Landing Escape Room Crocketts Corner Escape Room Sunset Park Escape Room South Gorham Escape Room Summit View Park Historical Escape Room Ligonia Escape Room Lunts Corner Escape Room Pleasant Hill Escape Room Higgins Beach Escape Room Highlands Escape Room Waites Landing Escape Room Long Island Escape Room Pleasant Hill Escape Room Riverton Escape Room Ferry Village Escape Room Mosher Corner Escape Room Fort Gorges Escape Room Rigby Historical Escape Room Elizabeth Park Escape Room Falmouth Escape Room Thornton Heights Escape Room Cape Elizabeth Escape Room Cousins Island Escape Room North Scarborough Escape Room Delano Park Escape Room North Deering Escape Room Peaks Island Escape Room South Portland Gardens Escape Room Littlejohn Island Escape Room Sunset Landing Escape Room Lone Creek Village Historical Escape Room Blackstrap Escape Room Oakdale Escape Room Cliff Island Landing Escape Room Jones Wharf Escape Room Fort Lyon Escape Room Portland Escape Room Highland Lake Escape Room East Deering Escape Room Mariner Escape Room Town Landing Escape Room Cleaves Landing Escape Room Deering Junction Escape Room Bradleys Corner Escape Room Broadview Park Escape Room Prides Corner Escape Room Pleasantdale Escape Room Stroudwater Escape Room Danish Village Historical Escape Room Western Landing Escape Room Pond Cove Escape Room Grubb Hill Historical Escape Room Cash Corner Escape Room Brighton Corner Escape Room Little Diamond Island Landing Escape Room Eight Corners Escape Room Cape Cottage Escape Room West End Escape Room East End Escape Room Deering Escape Room Stanwood Park Escape Room Willard Square Escape Room Cumberland Mills Escape Room Woodfords Escape Room Rosemont Escape Room Village Of Halidon Historical Escape Room Libbytown Escape Room South Portland Escape Room Sagamore Village Escape Room Trefethen Escape Room Cumberland Center Station Escape Room Mckinley Estates Escape Room Cumberland Foreside Escape Room Morrills Corner Escape Room Evergreen Landing Escape Room Woodfords Corner Escape Room

Treasure Hunt

Lone Creek Village Historical Treasure Hunt Rosemont Treasure Hunt Mckinley Estates Treasure Hunt West Falmouth Historical Treasure Hunt Fort Scammel Treasure Hunt North Scarborough Treasure Hunt Meeting House Hill Treasure Hunt Highlands Treasure Hunt Scarborough Treasure Hunt Portland Treasure Hunt Western Landing Treasure Hunt Sunset Landing Treasure Hunt West Falmouth Corner Treasure Hunt Crocketts Corner Treasure Hunt Cleaves Landing Treasure Hunt Town Landing Treasure Hunt Knightville Treasure Hunt Cousins Island Treasure Hunt Falmouth Treasure Hunt Deering Treasure Hunt Summit View Park Historical Treasure Hunt Bradleys Corner Treasure Hunt Grubb Hill Historical Treasure Hunt York Landing Treasure Hunt Falmouth Foreside Treasure Hunt Blackstrap Treasure Hunt Higgins Beach Treasure Hunt Fort Levett Treasure Hunt Prides Corner Treasure Hunt Village Of Halidon Historical Treasure Hunt Fort Lyon Treasure Hunt Lunts Corner Treasure Hunt Deering Junction Treasure Hunt Great Diamond Island Landing Treasure Hunt Cape Elizabeth Treasure Hunt Morrills Corner Treasure Hunt Mariner Treasure Hunt East Deering Treasure Hunt Stanwood Park Treasure Hunt West End Treasure Hunt Pleasant Hill Treasure Hunt Chandler Cove Landing Treasure Hunt Littlejohn Island Treasure Hunt Eight Corners Treasure Hunt East End Treasure Hunt South Portland Treasure Hunt Cash Corner Treasure Hunt Rosemont Treasure Hunt Munjoy Hill Treasure Hunt Thornton Heights Treasure Hunt Highland Lake Treasure Hunt Cliff Island Landing Treasure Hunt Little Diamond Island Landing Treasure Hunt South Portland Gardens Treasure Hunt Riverton Treasure Hunt Oak Hill Treasure Hunt Stroudwater Treasure Hunt Jones Wharf Treasure Hunt Brighton Corner Treasure Hunt North Deering Treasure Hunt Sunset Park Treasure Hunt Cumberland Mills Treasure Hunt Long Island Treasure Hunt Mosher Corner Treasure Hunt Ferry Village Treasure Hunt Pleasant Hill Treasure Hunt Libbytown Treasure Hunt Mountainview Park Treasure Hunt Cliff Island Treasure Hunt Westbrook Treasure Hunt Willard Square Treasure Hunt Waites Landing Treasure Hunt Jenks Landing Treasure Hunt Delano Park Treasure Hunt Danish Village Historical Treasure Hunt Pleasantdale Treasure Hunt Cushing Island Treasure Hunt Elizabeth Park Treasure Hunt Cumberland Foreside Treasure Hunt Fort Preble Treasure Hunt Trefethen Treasure Hunt Evergreen Landing Treasure Hunt Doughty Landing Treasure Hunt Peaks Island Treasure Hunt Ligonia Treasure Hunt Cape Cottage Treasure Hunt Fort Gorges Treasure Hunt Broadview Park Treasure Hunt South Gorham Treasure Hunt Sagamore Village Treasure Hunt Cumberland Center Station Treasure Hunt Pond Cove Treasure Hunt Garrison Hills Estates Treasure Hunt Loveitts Field Treasure Hunt Ponce Landing Treasure Hunt Woodfords Corner Treasure Hunt Rigby Historical Treasure Hunt Nasons Corner Treasure Hunt Woodfords Treasure Hunt Oakdale Treasure Hunt

Walking Tour

Munjoy Hill Walking Tour Thornton Heights Walking Tour Highland Lake Walking Tour Cumberland Foreside Walking Tour Grubb Hill Historical Walking Tour Pleasantdale Walking Tour Highlands Walking Tour Deering Walking Tour Rigby Historical Walking Tour Cape Elizabeth Walking Tour Stroudwater Walking Tour Loveitts Field Walking Tour Western Landing Walking Tour Cushing Island Walking Tour Knightville Walking Tour Jones Wharf Walking Tour Eight Corners Walking Tour Cleaves Landing Walking Tour Morrills Corner Walking Tour Long Island Walking Tour Riverton Walking Tour North Scarborough Walking Tour Town Landing Walking Tour Oak Hill Walking Tour Delano Park Walking Tour Waites Landing Walking Tour Fort Preble Walking Tour Brighton Corner Walking Tour Blackstrap Walking Tour Sunset Landing Walking Tour Littlejohn Island Walking Tour Elizabeth Park Walking Tour Cousins Island Walking Tour Garrison Hills Estates Walking Tour Little Diamond Island Landing Walking Tour Fort Scammel Walking Tour Prides Corner Walking Tour Cape Cottage Walking Tour Bradleys Corner Walking Tour Sagamore Village Walking Tour Ligonia Walking Tour East Deering Walking Tour Lunts Corner Walking Tour Jenks Landing Walking Tour Rosemont Walking Tour Crocketts Corner Walking Tour Cash Corner Walking Tour Scarborough Walking Tour Mariner Walking Tour Rosemont Walking Tour Evergreen Landing Walking Tour Lone Creek Village Historical Walking Tour Village Of Halidon Historical Walking Tour Fort Gorges Walking Tour Peaks Island Walking Tour Sunset Park Walking Tour Cumberland Mills Walking Tour Nasons Corner Walking Tour Libbytown Walking Tour Westbrook Walking Tour Cliff Island Landing Walking Tour Summit View Park Historical Walking Tour Falmouth Walking Tour Higgins Beach Walking Tour Willard Square Walking Tour West Falmouth Corner Walking Tour Stanwood Park Walking Tour Mountainview Park Walking Tour Great Diamond Island Landing Walking Tour East End Walking Tour Doughty Landing Walking Tour Pleasant Hill Walking Tour Mosher Corner Walking Tour Woodfords Walking Tour South Portland Walking Tour Ferry Village Walking Tour Cumberland Center Station Walking Tour Woodfords Corner Walking Tour South Gorham Walking Tour North Deering Walking Tour Deering Junction Walking Tour Pleasant Hill Walking Tour Mckinley Estates Walking Tour Broadview Park Walking Tour Meeting House Hill Walking Tour Falmouth Foreside Walking Tour York Landing Walking Tour South Portland Gardens Walking Tour Danish Village Historical Walking Tour Fort Lyon Walking Tour Chandler Cove Landing Walking Tour West End Walking Tour Fort Levett Walking Tour Portland Walking Tour Trefethen Walking Tour West Falmouth Historical Walking Tour Cliff Island Walking Tour Oakdale Walking Tour Ponce Landing Walking Tour Pond Cove Walking Tour

Amazing Race

Long Island Amazing Race York Landing Amazing Race Pleasant Hill Amazing Race West End Amazing Race Great Diamond Island Landing Amazing Race Danish Village Historical Amazing Race South Portland Gardens Amazing Race Ferry Village Amazing Race Eight Corners Amazing Race Prides Corner Amazing Race Deering Junction Amazing Race Village Of Halidon Historical Amazing Race West Falmouth Historical Amazing Race Pond Cove Amazing Race Chandler Cove Landing Amazing Race Grubb Hill Historical Amazing Race Scarborough Amazing Race Thornton Heights Amazing Race Meeting House Hill Amazing Race Rosemont Amazing Race Cleaves Landing Amazing Race South Gorham Amazing Race Trefethen Amazing Race Ligonia Amazing Race Woodfords Corner Amazing Race Stroudwater Amazing Race Fort Gorges Amazing Race Libbytown Amazing Race Peaks Island Amazing Race Sunset Park Amazing Race Town Landing Amazing Race Oak Hill Amazing Race Fort Lyon Amazing Race South Portland Amazing Race Higgins Beach Amazing Race Cape Cottage Amazing Race Cumberland Foreside Amazing Race Cousins Island Amazing Race Mckinley Estates Amazing Race Cape Elizabeth Amazing Race Elizabeth Park Amazing Race Knightville Amazing Race Woodfords Amazing Race Rosemont Amazing Race Delano Park Amazing Race Mariner Amazing Race Western Landing Amazing Race North Scarborough Amazing Race Cushing Island Amazing Race Evergreen Landing Amazing Race Cliff Island Amazing Race Summit View Park Historical Amazing Race Littlejohn Island Amazing Race Riverton Amazing Race Loveitts Field Amazing Race Cumberland Center Station Amazing Race Cumberland Mills Amazing Race Stanwood Park Amazing Race Falmouth Foreside Amazing Race East Deering Amazing Race Portland Amazing Race Broadview Park Amazing Race Morrills Corner Amazing Race Jones Wharf Amazing Race Westbrook Amazing Race Bradleys Corner Amazing Race Doughty Landing Amazing Race Fort Levett Amazing Race Highlands Amazing Race East End Amazing Race Sagamore Village Amazing Race North Deering Amazing Race Oakdale Amazing Race Sunset Landing Amazing Race Munjoy Hill Amazing Race Rigby Historical Amazing Race Highland Lake Amazing Race Brighton Corner Amazing Race Pleasant Hill Amazing Race Little Diamond Island Landing Amazing Race Ponce Landing Amazing Race Lunts Corner Amazing Race Lone Creek Village Historical Amazing Race Jenks Landing Amazing Race Garrison Hills Estates Amazing Race Crocketts Corner Amazing Race Waites Landing Amazing Race Fort Preble Amazing Race West Falmouth Corner Amazing Race Pleasantdale Amazing Race Fort Scammel Amazing Race Willard Square Amazing Race Mosher Corner Amazing Race Mountainview Park Amazing Race Falmouth Amazing Race Deering Amazing Race Cash Corner Amazing Race Nasons Corner Amazing Race Blackstrap Amazing Race Cliff Island Landing Amazing Race

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