Top Outdoor Activities In Portland, Maine
Step into Portland, Maine where salty ocean breezes meet the vibrant pulse of the Old Port District. Whether you are a first-time visitor or a local seeking new thrills, our outdoor activities offer the ultimate way to view Portland from fresh angles. Experience must-see sights, hidden alleyways, and colorful art scenes while exploring this lively city. Get ready for unforgettable adventures that turn every day trip into something extraordinary.
Outdoor Experiences in Portland, Maine
Our expertly curated list of outdoor activities in Portland is designed for those who crave adventure and discovery. Each activity brings a unique twist—think creative challenges, interactive sightseeing, and engaging quests through iconic neighborhoods and lesser-known corners. Whether you are with family or friends, prepare for laughter, teamwork, and surprises around every corner as you dive into these top experiences.
4.9 (22 reviews)
The Maine Event Scavenger Hunt
Downtown, Portland
Get ready to "whale" on this exciting scavenger hunt in Downtown Portland, Maine! Discover...
4.9 (14 reviews)
East End Enticing Escapade Scavenger Hunt
East End, Portland
Lobster isn‘t the only treasure in Portland, Maine! Discover East End‘s gems on a...
5.0 (18 reviews)
The Whispering Waterfront
Downtown, Portland
Experience a self-guided Downtown tour in Portland, Maine with an app-led ghost hunt...
5.0 (23 reviews)
Coastal Quest: Eastern Promenade Edition Scavenger Hunt
Downtown, Portland
Uncover hidden gems at Portland’s Eastern Promenade! From scenic gazebos to sandy...
5.0 (15 reviews)
University of Southern Maine Hunt
University of Southern Maine, Portland
Explore the University of Southern Maine tour with a self-guided, app-led scavenger hunt...
5.0 (16 reviews)
Maine College of Art & Design Hunt
Maine College of Art & Design, Portland
Experience a self-guided, app-led Maine College of Art & Design tour packed with gamified...
5.0 (15 reviews)
South Portland‘s Seaside Scavenger Spectacle Scavenger Hunt
South, South Portland
Get ready to explore the South neighborhood of South Portland like never before! Our...
4.9 (25 reviews)
The Great Escapade at Cape Escapade Scavenger Hunt
Downtown, Cape Cottage
Join us on a thrilling journey through Cape Elizabeth's West neighborhood! Discover hidden...
An epic Portland, Maine experience
How Our Portland, Maine Outdoor Activities Work
Our expert team researches every destination—including over 50 Northeast cities—to craft immersive routes packed with trivia questions at landmarks like public art installations or famous breweries. Each activity provides clear instructions so anyone can jump right in.
During your adventure teams explore on foot solving puzzles at murals or snapping photos by iconic sites using our award-winning app—earning points as they go! Compare scores citywide and unlock achievements along the way.
Top Outdoor Attractions In Portland
Outdoor activities in Portland bring you face-to-face with historic lighthouses along Casco Bay, bustling waterfronts filled with live music, and the colorful murals of Arts District Hub. Feel the energy at Eastern Promenade Trails or uncover secrets in the cobblestone streets near Portland Head Light. Every location is packed with fun facts and photo opportunities that make your day trip truly memorable. 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.
Glickman Family Library
Wander Portland's Eastern Promenade Trails for fresh Casco Bay views and a peek at Maine's largest city. Locals say sunrise here is unbeatable, with lobster boats dotting the horizon.
USM Bookstore
Discover outdoor art in Portland's Arts District Hub, where murals and sculptures surprise you at every turn. Locals love finding hidden gems tucked between galleries and craft beer spots.
Osher Map Library & Smith Center for Cartographic Education
Stroll near Portland Head Light for classic lighthouse views and salty breezes. The Lobster Capital's coastline is perfect for sightseeing, especially when fog rolls in for that moody Maine vibe.
Kate Cheney Chappell ’83 Center for Book Arts
Take in Casco Bay views from the Old Port District, where cobblestone streets meet working wharves. Locals know the best lobster rolls are found just steps from historic brick warehouses.
Sullivan Recreation & Fitness Complex
Walk Peaks Island Ferry landing for a fresh perspective on Portland attractions. The ferry ride itself is an outdoor adventure—locals wave as you pass by colorful houses on the bay.
Institute of Contemporary Art
Step outside and soak up Portland's sea breeze along the Eastern Promenade Trails. Locals love spotting Casco Bay views and catching glimpses of Peaks Island Ferry gliding by. Forest City charm awaits.
Porteous Building
Wander Portland's waterfront for outdoor fun. The Lobster Capital offers day trip delights with live music drifting from the Arts District Hub. Local tip: watch for seals near the ferry docks.
49 Oak Student Gallery
Take in fresh air at Portland Head Light, a favorite spot for locals seeking outdoor activities. The lighthouse stands tall over rocky shores, offering photo ops and a taste of Maine's coastal spirit.
Joanne Waxman Library
Enjoy Peaks Island Ferry rides with salty breezes and panoramic Casco Bay views. Locals say sunset crossings are magical, revealing why Portland is called Forest City. Perfect for outdoor explorers.
The Former Baxter Building
Stroll through the Arts District Hub where murals pop and live music fills the air. Outdoor art walks reveal hidden gems only locals know about—Portland's creative side shines brightest here.
“380 Cumberland” Drawing/Studio Wing
Meander along Old Port District cobblestones where sea air mingles with fresh lobster rolls. Outdoor patios buzz with energy—locals claim this is where Forest City truly comes alive after dark.
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.
Andys Old Port Pub
Step into Forest City and explore Portland's outdoor charm. Wander the Eastern Promenade Trails, catch Casco Bay views, and spot lighthouses galore. Locals say sunsets here are unforgettable.
Time and Temperature Building
Enjoy outdoor activities along the Peaks Island Ferry route. Feel the sea breeze as you glide past lobster boats and historic lighthouses. Locals love spotting seals near Portland Head Light.
Charles Clapp House
Stroll through the Arts District Hub where murals brighten every block. Outdoor art installations surprise around corners, making this a favorite spot for creative explorers in Portland.
McLellan House
Take in panoramic Casco Bay views from the Eastern Promenade Trails. Locals recommend early mornings when fog hugs the water—a peaceful way to experience Maine's largest city outdoors.
Casco Bay (Promenade Overlook)
Explore Peaks Island by bike or foot for an outdoor adventure just off Portland's coast. The ferry ride itself offers sweeping bay vistas—locals say it is prime territory for spotting seabirds.
See our Top Outdoor Activities By Neighborhood
From the artsy buzz of downtown to the scenic charm of East End and university vibes near University of Southern Maine, there is an outdoor adventure waiting in every corner of Portland. Explore craft beer spots or stroll past local galleries—click on these neighborhoods to see the related activity.
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...
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...
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...
5.0 (1 reviews)
University of Southern Maine
University of Southern Maine, Portland
The University of Southern Maine neighborhood offers more than just campus life - it is packed with intriguing spots like the Glickman Family Library and USM Bookstore....
5.0 (1 reviews)
Maine College of Art & Design
Maine College of Art & Design, Portland
Explore a vibrant slice of Portland at Maine College of Art & Design. Wander past student galleries and the Joanne Waxman Library, soaking up Arts District Hub energy....
See what people say about our outdoor activities in Portland
Locals and visitors rave about our outdoor activities in Portland! With glowing five-star ratings and testimonials like 'the best way to discover hidden gems,' our experiences have earned a trusted reputation for family friendly fun and excitement across all ages.
I loved using the ScavengerHunt.com app to explore downtown. It made our adventure engaging and informative!
Kevin L.
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.
I enjoyed this unique experience in the East End neighborhood. The app guided us through interesting spots effortlessly.
Brian L.
This scavenger hunt was such a fun thing to do! It made exploring Lincoln Park feel fresh and exciting.
Laura H.
The Eastern Promenade offers stunning views and rich history. A great outdoor activity that I highly recommend!
Daniel M.
Exploring downtown Portland was amazing. I loved seeing iconic sites like the Portland Observatory on this self-guided tour.
Jessica G.
A perfect date night experience! Strolling along Long Wharf while learning about local history was unforgettable.
David B.
This was such a great family activity in Portland. We learned so much about the history while having fun together.
Sarah W.
What a fantastic way to see the East End. I loved discovering hidden gems while enjoying this interactive walking tour.
Michael S.
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.
What a great way to explore East End! I loved how engaging this experience was, making it easy to appreciate local history.
Daniel W.
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.
We had an incredible time on this scavenger hunt adventure in downtown. It truly highlighted some hidden gems of the city.
James H.
This interactive walking tour was perfect for tourists wanting to see iconic spots in Portland without feeling rushed.
Laura M.
Exploring Long Wharf was an amazing outdoor experience. I loved seeing all the boats and learning about Portland's maritime history.
Chris G.
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.
A great family activity! The kids loved exploring Fort Allen Park and learning about its history while enjoying the outdoors.
David B.
This was such a fun date idea in the city. We enjoyed discovering the historic sites like the Portland Observatory together.
Sarah W.
What a fantastic experience wandering around downtown. The Bas-Relief of Jacob Cousins was a highlight and so interesting to learn about.
Michael S.
I had a blast exploring the Eastern Promenade. It's a beautiful walking tour that showcases Portland's stunning waterfront.
Emily J.
This is one of the best things to do in Portland! I loved how it combined exploration with learning about local culture.
Kevin L.
A great way to spend an afternoon! The walking tour around the Whaling Wall was both fun and informative.
Laura C.
The custom house is a must-see when you're in town. This tour helped me appreciate its history even more.
Daniel H.
We had so much fun on this scavenger hunt in downtown Portland! It made for an exciting and interactive experience.
Ashley M.
Exploring the Bas-Relief of Jacob Cousins was such an interesting part of our adventure in the city. Highly recommend!
Chris G.
The experience at Fort Allen Park was unforgettable. A beautiful outdoor activity in Portland with stunning views.
Jessica D.
This self-guided tour was a great way to explore downtown Portland. I saw landmarks I never noticed before.
David B.
What a fantastic date idea! We enjoyed wandering through the East End while discovering hidden gems together.
Sarah W.
Our family loved the walking tour around City Hall. It was engaging and educational, perfect for kids and adults alike.
Michael S.
I had a blast exploring the Eastern Promenade. Such a fun way to see Portland's waterfront and learn about its history.
Emily J.
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.
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.
This interactive walking tour offered an engaging way to see unique spots like the Bas-Relief of Jacob Cousins, highly recommend it!
Daniel R.
I really enjoyed this outdoor activity around Fort Allen Park. It was refreshing to walk while soaking up Portland's rich history.
Laura M.
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.
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.
A great date night experience! We explored Lincoln Park and enjoyed each other's company while discovering local history.
David B.
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.
The walking tour around downtown was an amazing experience. I discovered hidden gems and enjoyed the vibrant atmosphere of this charming city.
Michael S.
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.
What are some fun Outdoor Activities in Portland?
Are scavenger hunts good for groups in Portland?
I am new to Portland what do you recommend?
I am a Portland local would this be fun for me?
What is the full list of all the scavenger hunts and activities that I can do in Portland
Fun Portland Facts and Hidden Gems
Once called Forest City thanks to it's lush green spaces lining Casco Bay Views and beyond—this city has always been a magnet for artists and adventurers alike.
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