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

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!

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.

Adventure at your own convenience...

With our self-guided experiences, there's no need to book ahead, just play whenever you like! Whether you're vying for victory or enjoying a leisurely day out, you set the pace. Indulge your senses in the various locales you'll discover, soaking in the ambiance at your own speed.

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Puzzling Adventures near Highlands

What are people saying about Puzzling Adventures?

Customer Reviews

I got this as a gift for my wife and we loved it!

Alvin M.

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 © Kenyon B Day

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Puzzling Adventures Highlights

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

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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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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

Amazing Race

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

Walking Tour

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

Escape Room

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

Treasure Hunt

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

Scavenger Hunt

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

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