Puzzling Adventures Customer Photo Inspired by the excitement of the Amazing Race, rally your team for a high-speed pursuit through the city streets, decoding questions and hunting down clues. Only the quickest and sharpest minds will triumph and secure their place atop 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

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.

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 Littlejohn Island

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!
Lynne-Marie A.
Fun fun fun! great way to experience a new area!
Rhonda R.
We had so much fun we can't wait to try another adventure. Such a fun family activity and a great way to see the city.
Sandi K.
Image © Bert and Ernie

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Puzzling Adventures Highlights

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

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Hundreds of studies have linked spending time outside to better health outcomes like decreases in incidences of diabetes and cardio-vascular mortality, lower blood pressure and heart rate, and better immune system function. In fact, these positive effects that are so well-documented that more and more doctors are issuing 'nature prescriptions' to help treat a range of conditions from heart disease, hypertension, high cholesterol, and diabetes, to chronic stress, depression and anxiety, insomnia and even PTSD.
Forbes

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

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Directory

Walking Tour

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

Treasure Hunt

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

Escape Room

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

Scavenger Hunt

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

Amazing Race

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

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