Amazing Race near Pleasantdale, Maine

If you love the thrill of the Amazing Race, gather your teammates for an adrenaline-fueled dash across the city, tackling questions and hunting for clues. To claim the coveted top spot on our Puzzling Adventures leaderboard, speed and smarts are your ultimate allies!

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!

Entertaining for all age groups...

Whether you're a grade-schooler, a young adult, or a senior, our adventures provide enjoyment for everyone. Almost all of our hand-crafted experiences are accessible to wheelchairs and strollers, prioritizing inclusivity. Each adventure is infused with elements of fun and learning, appealing to a wide range of interests and tastes.

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

This was so fun!

Bob 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 © megalynn

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Puzzling Adventures Highlights

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

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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

https://www.webmd.com/balance/ss/slideshow-health-benefits-nature

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directions

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

More Information

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Directory

Treasure Hunt

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

Walking Tour

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

Scavenger Hunt

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

Amazing Race

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

Escape Room

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

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