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Top Outdoor Activities In Portland, Maine

Nestled between the enchanting Casco Bay and the vibrant Old Port District, Portland is a city where adventure awaits at every corner. Our outdoor activities offer an exhilarating way to explore this charming city, whether you are wandering through it's historic streets or discovering hidden gems. Dive into the heart of Portland's culture with our unique experiences that promise excitement and unforgettable memories.

Outdoor Experiences in Portland, Maine

Embark on a journey through our expertly curated list of outdoor activities in Portland. Each activity is designed to ignite your sense of adventure, offering unique ways to experience the city's charm and vibrancy. From exploring scenic neighborhoods to engaging in thrilling challenges, there is something exciting waiting for everyone.

Top Rated
The Maine Event card image
green star 4.9 (22 reviews)

The Maine Event

Downtown, Portland

Get ready to "whale" on this exciting scavenger hunt in Downtown Portland, Maine! Discover...

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East End Enticing Escapade card image
green star 4.9 (14 reviews)

East End Enticing Escapade

East End, Portland

Lobster isn‘t the only treasure in Portland, Maine! Discover East End‘s gems on a...

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Coastal Quest: Eastern Promenade Edition card image
green star 5.0 (23 reviews)

Coastal Quest: Eastern Promenade Edition

Downtown, Portland

Uncover hidden gems at Portland’s Eastern Promenade! From scenic gazebos to sandy...

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South Portland‘s Seaside Scavenger Spectacle card image
green star 5.0 (15 reviews)

South Portland‘s Seaside Scavenger Spectacle

South, South Portland

Get ready to explore the South neighborhood of South Portland like never before! Our...

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The Great Escapade at Cape Escapade card image
green star 5.0 (25 reviews)

The Great Escapade at Cape Escapade

Downtown, Cape Cottage

Join us on a thrilling journey through Cape Elizabeth's West neighborhood! Discover hidden...

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about outdoor activities

An epic Portland, Maine experience

Experience Portland like never before with our exhilarating scavenger hunts that take you from iconic landmarks like Casco Bay Views to hidden gems within vibrant neighborhoods.
Gather your team for trivia quests, daring photo challenges, and fun scavenger tasks that earn points and unlock achievements through our user-friendly app—share your scores and enjoy friendly competition!
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How Our Portland, Maine Outdoor Activities Work

Our team has meticulously researched over 3,050 cities worldwide—including more than 50 locations across Northeast—to bring you exceptional outdoor activities featuring trivia questions at historical sites alongside photo challenges set against stunning murals or public artworks. During each activity session conducted entirely on foot using our award-winning app platform participants tackle various interactive tasks earning points unlocking achievements comparing scores among fellow adventurers ensuring hours filled laughter learning exploration!

Man on a scavenger hunt walking tour

Top Outdoor Attractions In Portland

Portland's top attractions provide the perfect backdrop for unforgettable outdoor activities. Stroll along the Eastern Promenade Trails, admire the iconic Portland Head Light, or immerse yourself in the artsy vibe of Peaks Island Ferry. These locations not only showcase Portland's beauty but also offer exciting adventures for all ages. Click on each location to see related activities.

City Hall

Discover Portland's City Hall, a testament to resilience. It's grand facade and historic charm make it a must-see for visitors exploring downtown. Capture the essence of Portland's history here.

Long Wharf

Walk along Long Wharf and breathe in Casco Bay's salty air. This historic waterfront offers panoramic views—a perfect spot for maritime enthusiasts visiting Portland.

Custom House

Admire the Custom House's elegant exterior—a relic from Portland's golden age of trade. It is a must-see landmark for those exploring Maine's largest city.

Lincoln Park

Relax at Lincoln Park, Portland's oldest green space. It's iron fence and grand fountain offer a serene break in your city exploration, perfect for enjoying the tranquil atmosphere.

19th Century Fireman, Portland, ME

Pose with the 19th Century Fireman statue on Congress & Pearl. This tribute to firefighters adds historical flair to your scavenger hunt through Portland's vibrant streets.

Whaling Wall

Marvel at Whaling Wall’s marine mural at Maine State Pier—an artistic treasure trove that adds color and creativity to your scavenger hunt along Portland’s waterfront.

Sister City Statue

'Sister City Statue' celebrates global friendship with bright mailboxes from Shinagawa—perfect for capturing international flair during your guided tour story in downtown Portland.

1897: St Lawrence Congregational Church

Explore Portland's Pine Tree State Jewel, where history and outdoor fun collide. Enjoy a photo challenge amidst the scenic beauty and unravel the site's rich past on your adventure.

Obelisk Memorial to George Cleeves

At Lobster Haven's granite landmark, enjoy the sea breeze while testing your trivia skills. This outdoor spot offers a unique way to connect with Portland's coastal charm.

Bas-Relief of Jacob Cousins

Honor local history at this Casco Bay Gem with an outdoor activity. Take on a photo challenge and reflect on the bravery that shaped this iconic location.

Portland Maine Fort Allen Park USS Portland Memorial

Discover Old Port Charm as you test teamwork and trivia skills. Let history guide your mission at this iconic location, offering views of Portland's vibrant district.

The Eastern Promenade

Embrace fresh salt air on this scenic walking tour. Discover hidden gems and let art set the stage for memorable challenges in Portland's vibrant outdoor setting.

Portland Observatory

Let your hunt lead you to this maritime history site by Casco Bay. Tackle riddles about it's past and enjoy photo challenges in this unique architectural setting.

Maine Narrow Gauge Railroad

Step into the past with this culinary coast adventure. Explore historic engines and soak up the spirit of Casco Bay along it's scenic rails.

Gazebo in Fort Allen Park

Explore the iconic Portland Head Light, a must-see for any Portland visitor. Enjoy the stunning Casco Bay views and learn about it's rich history. Perfect for a day trip with scenic trails.

East End Beach

Stroll through the lively Old Port District, where cobblestone streets meet vibrant shops and eateries. Discover unique things to do and soak in the charm of Portland's arts district.

Cleeves and Tucker Memorial

Enjoy outdoor activities at Eastern Promenade, offering panoramic views of Casco Bay. Ideal for picnics or a leisurely walk, this spot is a favorite among locals and visitors alike.

Common Share Community Garden

Take the Peaks Island Ferry for an unforgettable adventure. Experience Maine's largest city's coastal beauty from the water, making it a unique thing to do in Portland.

Major Charles Loring Memorial Park

Discover outdoor art installations in Portland's Arts District Hub. This area is brimming with creativity and offers unique sights that make it a must-see during your visit.

See our Top Outdoor Activities By Neighborhood

Explore Portland's diverse neighborhoods through our outdoor activities that capture the essence of each area. Whether you are visiting Forest City or enjoying live music in Arts District Hub, there is always something new to discover. Click on these neighborhoods to see the related activity.

Top Rated
Downtown card image
green star 4.9 (1 reviews)

Downtown

Downtown, Portland

Downtown Portland is a must-visit for anyone exploring Maine's largest city. With attractions like Monument Square and the Custom House Wharf, it is perfect for day...

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East End card image
green star 4.9 (1 reviews)

East End

East End, Portland

The East End in Portland is a must-visit for sightseeing enthusiasts. With landmarks like the St Lawrence Congregational Church and Fort Allen Park, it offers a unique...

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Downtown card image
green star 5.0 (1 reviews)

Downtown

Downtown, Portland

Downtown Portland is a must-visit for it's Casco Bay Views and lively atmosphere. Stroll through the Eastern Promenade or relax at East End Beach. With it's rich history...

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See what people say about our outdoor activities in Portland

Our outdoor activities have earned rave reviews from happy customers who love exploring Portland with us. With glowing testimonials and high star ratings, it is clear why we are trusted by many as a leading provider of unique experiences in this beautiful city.

5 star reviews

I loved using the ScavengerHunt.com app to explore downtown. It made our adventure engaging and informative!

Kevin L.

5 star reviews

The Bas-Relief of Jacob Cousins is a must-see! This walking tour helped me discover parts of Portland I'd never noticed before.

Megan C.

5 star reviews

I enjoyed this unique experience in the East End neighborhood. The app guided us through interesting spots effortlessly.

Brian L.

5 star reviews

This scavenger hunt was such a fun thing to do! It made exploring Lincoln Park feel fresh and exciting.

Laura H.

5 star reviews

The Eastern Promenade offers stunning views and rich history. A great outdoor activity that I highly recommend!

Daniel M.

5 star reviews

Exploring downtown Portland was amazing. I loved seeing iconic sites like the Portland Observatory on this self-guided tour.

Jessica G.

5 star reviews

A perfect date night experience! Strolling along Long Wharf while learning about local history was unforgettable.

David B.

5 star reviews

This was such a great family activity in Portland. We learned so much about the history while having fun together.

Sarah W.

5 star reviews

What a fantastic way to see the East End. I loved discovering hidden gems while enjoying this interactive walking tour.

Michael S.

5 star reviews

I had a blast exploring the Portland Maine Fort Allen Park. The history here is fascinating and perfect for a fun day out.

Emily J.

5 star reviews

What a great way to explore East End! I loved how engaging this experience was, making it easy to appreciate local history.

Daniel W.

5 star reviews

The 19th Century Fireman statue was such an interesting find during our walk. This is definitely one of my favorite things to do here!

Olivia L.

5 star reviews

We had an incredible time on this scavenger hunt adventure in downtown. It truly highlighted some hidden gems of the city.

James H.

5 star reviews

This interactive walking tour was perfect for tourists wanting to see iconic spots in Portland without feeling rushed.

Laura M.

5 star reviews

Exploring Long Wharf was an amazing outdoor experience. I loved seeing all the boats and learning about Portland's maritime history.

Chris G.

5 star reviews

I highly recommend this as a unique thing to do in Portland. The self-guided tour allowed us to explore at our own pace.

Jessica D.

5 star reviews

A great family activity! The kids loved exploring Fort Allen Park and learning about its history while enjoying the outdoors.

David B.

5 star reviews

This was such a fun date idea in the city. We enjoyed discovering the historic sites like the Portland Observatory together.

Sarah W.

5 star reviews

What a fantastic experience wandering around downtown. The Bas-Relief of Jacob Cousins was a highlight and so interesting to learn about.

Michael S.

5 star reviews

I had a blast exploring the Eastern Promenade. It's a beautiful walking tour that showcases Portland's stunning waterfront.

Emily J.

5 star reviews

This is one of the best things to do in Portland! I loved how it combined exploration with learning about local culture.

Kevin L.

5 star reviews

A great way to spend an afternoon! The walking tour around the Whaling Wall was both fun and informative.

Laura C.

5 star reviews

The custom house is a must-see when you're in town. This tour helped me appreciate its history even more.

Daniel H.

5 star reviews

We had so much fun on this scavenger hunt in downtown Portland! It made for an exciting and interactive experience.

Ashley M.

5 star reviews

Exploring the Bas-Relief of Jacob Cousins was such an interesting part of our adventure in the city. Highly recommend!

Chris G.

5 star reviews

The experience at Fort Allen Park was unforgettable. A beautiful outdoor activity in Portland with stunning views.

Jessica D.

5 star reviews

This self-guided tour was a great way to explore downtown Portland. I saw landmarks I never noticed before.

David B.

5 star reviews

What a fantastic date idea! We enjoyed wandering through the East End while discovering hidden gems together.

Sarah W.

5 star reviews

Our family loved the walking tour around City Hall. It was engaging and educational, perfect for kids and adults alike.

Michael S.

5 star reviews

I had a blast exploring the Eastern Promenade. Such a fun way to see Portland's waterfront and learn about its history.

Emily J.

5 star reviews

What an enjoyable experience discovering historical sites like the Portland Observatory. This is definitely one of the best things to do in Portland!

Kevin L.

5 star reviews

A perfect way to explore Portland's hidden gems! The app made it easy to navigate while enjoying fascinating stories from our surroundings.

Megan H.

5 star reviews

This interactive walking tour offered an engaging way to see unique spots like the Bas-Relief of Jacob Cousins, highly recommend it!

Daniel R.

5 star reviews

I really enjoyed this outdoor activity around Fort Allen Park. It was refreshing to walk while soaking up Portland's rich history.

Laura M.

5 star reviews

Exploring downtown Portland on this self-guided tour was a highlight of my trip. I saw iconic landmarks like City Hall that I might have missed otherwise.

Chris G.

5 star reviews

This was such a cool thing to do in the East End. I loved wandering through historic spots and taking in all the sights at my own pace.

Jessica D.

5 star reviews

A great date night experience! We explored Lincoln Park and enjoyed each other's company while discovering local history.

David B.

5 star reviews

What a fantastic family activity in Portland. The kids loved finding clues and learning about the Sister City Statue while having fun together.

Sarah W.

5 star reviews

The walking tour around downtown was an amazing experience. I discovered hidden gems and enjoyed the vibrant atmosphere of this charming city.

Michael S.

5 star reviews

I had a blast exploring the Eastern Promenade. It was such a fun way to enjoy Portland's beautiful waterfront and learn some history.

Emily J.

FAQs.

LOCAL INSIGHTS

Fun Portland Facts and Hidden Gems

Did you know that Portland was originally named Falmouth until 1786? This historic city boasts a rich maritime heritage as one of America's oldest seaports.

With it's origins deeply rooted in shipbuilding and fishing industries, today's visitors can still feel echoes of it's past while enjoying modern-day attractions.
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