Amazing Race near Highlands, Maine

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

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!

Fun for all ages...

Kids, teens, tweens, young adults, seniors, groups, couples, or individuals. Almost all of our adventures are designed to be wheelchair and stroller friendly and all are carefully crafted to be entertaining and informative with something to appeal to everyone.

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 Highlands

What are people saying about Puzzling Adventures?

Customer Reviews

Great experience for the whole family!
Alan B.
Very enjoyable!
Kelly L.
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 © The Reynolds rollers
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Puzzling Adventures Highlights

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

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As little as 5 minutes of outdoor activity can help improve your self-esteem. This is especially true if you're near water or green space. And it's not high-intensity exercise that does it best. More relaxed activity like a walk, bike ride, or work in the garden seems to work even better.
Web MD
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directions
Portland Self-Guided Scavenger Hunt, 25 Pearl St, Portland, ME 04101

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Directory

Escape Room

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

Scavenger Hunt

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

Treasure Hunt

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

Amazing Race

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

Walking Tour

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