Calling all Amazing Race enthusiasts! Team up with your fellow adventurers for a fast-paced quest around the city, deciphering questions and piecing together your answers along the way. Can you outsmart the competition and clinch the 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!

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.

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 Westbrook

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!

Lynne-Marie A.

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

Dianne M.

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 © Coopah

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Puzzling Adventures Highlights

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

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

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directions

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

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Directory

Treasure Hunt

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

Escape Room

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

Walking Tour

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

Scavenger Hunt

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

Amazing Race

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

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