Top 7 Best Things to Do in Portland, Maine

Portland, Maine, is a small city by the ocean with a lot to offer. It has beautiful views, great food, and fun things to do for everyone. You can visit historic lighthouses, walk around old cobblestone streets, or try some of the best seafood in New England. The city is easy to explore, and there is always something happening, no matter the time of year.

If you love the outdoors, you can take a boat tour, go for a walk along the coast, or relax at a park. If you enjoy food and drinks, there are plenty of restaurants, breweries, and cafés to check out. Portland is the kind of place that feels welcoming and full of life.

1. Check Out Top Attractions

Portland has amazing places to visit, and skipping them would be a mistake. The city is small, so walking around and seeing a lot in one day is easy. From old buildings to famous lighthouses, there’s something for everyone. Tourists love these spots, but locals do too.

Portland Head Light: A Must-See Lighthouse

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The most famous lighthouse in Maine stands right on the rocky coast with the ocean stretching behind it. The view is perfect for pictures, and the whole area feels peaceful. Walking through the nearby park adds to the experience. Visiting Portland without seeing this lighthouse would be a huge miss.

Old Port: Cobblestone Streets and Great Shops

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Walking through Old Port feels like stepping back in time. The cobblestone streets and historic brick buildings make it one of the best parts of the city. Local shops, seafood restaurants, and cozy cafés line the streets. Even without buying anything, wandering around is fun.

2. Don’t Miss the Outdoor Activities

Portland isn’t just about city life—outdoor activities are everywhere. The fresh ocean air and beautiful scenery make it a perfect place to spend time outside. Whether it’s walking along the water, exploring a park, or heading out on the trails, there’s plenty to enjoy.

Explore the Water for the Best Views

Boat tours and ferry rides offer a whole new way to see the city. Casco Bay has several islands nearby, and hopping on a ferry lets you explore them easily. Kayaking and paddleboarding are also great ways to get closer to the ocean without leaving Portland.

Hiking Trails with Beautiful Scenery

For those who love walking, Portland has great trails. The Eastern Promenade Trail follows the coast, offering peaceful ocean views. Peaks Island Loop is perfect for those looking for a relaxing stroll. Fore River Sanctuary is another hidden gem with a mix of water and forest scenery.

Parks and Beaches for a Relaxing Break

Spending time in one of Portland’s parks is a great way to slow down and take in the surroundings. Fort Williams Park, home to Portland Head Light, is perfect for picnics and long walks. East End Beach is small but great for relaxing by the water. Crescent Beach State Park offers a sandy escape just outside the city.

3. Explore the Water

Spending time on the water is one of the best things to do in Portland. The city sits right on the coast, so there are plenty of ways to enjoy the ocean. Whether it’s a boat tour, a ferry ride, or paddling through the bay, the views are incredible. The salty air, crashing waves, and cool breeze make every water activity feel special.

Casco Bay Lines Ferry: A Cheap and Fun Ride

 

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The easiest way to get on the water is by taking the Casco Bay Ferry. It runs all day and takes people to nearby islands. Peaks Island is a popular stop with small beaches and cute shops. The Mailboat Run is another great option, giving a real look at island life as it delivers mail and supplies. It’s cheaper than a tour but still a great experience.

Portland Tall Ship Cruise: A Classic Sailing Experience

Sailing on an old-fashioned tall ship feels like stepping back in time. The boat glides across the water, and the crew even lets people help raise the sails. It’s a slower, peaceful ride that’s perfect for those who just want to relax and take in the scenery. Sunset cruises are the best option, offering stunning colors over the water.

Kayaking and Paddleboarding: Get Up Close to the Water

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For a more active adventure, renting a kayak or paddleboard is a great choice. Casco Bay has calm areas that are easy to explore, even for beginners. The best part is paddling near the small islands and spotting seals and seabirds. Several rental shops in the city offer lessons and guided tours for those who want a little extra help.

4. Hit the Trails

Walking through Portland’s scenic trails is an easy way to enjoy the outdoors. The city has a mix of paved paths, forest trails, and oceanfront walks. Some trails offer city views, while others take you into quiet natural areas. No matter the trail, fresh air and great scenery are guaranteed.

Eastern Promenade Trail: The Best Waterfront Walk

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This trail follows the coast and offers some of the best views in Portland. It’s an easy, flat path that runs past the marina, small beaches, and grassy parks. Benches along the way make perfect spots to sit and take in the ocean breeze. The trail is popular with walkers, runners, and bikers, but there’s plenty of space for everyone.

Peaks Island Loop: A Peaceful Island Escape

A short ferry ride from Portland, Peaks Island is the perfect place for a scenic walk. The loop trail circles the island, passing by rocky beaches, small coves, and cute seaside cottages. The walk is about four miles long but easy to do. Renting a bike is also an option for those who want to explore faster.

Fore River Sanctuary: A Hidden Gem with a Waterfall

A hike through Fore River Sanctuary
The Sanctuary is one of 80 miles of trails in Portland|YoUTube Screenshot/Robert Rosen

For a more forested trail, Fore River Sanctuary is the place to go. The path winds through marshes and wooded areas, leading to Jewell Falls, Portland’s only natural waterfall. The trail is quiet and great for birdwatching, making it a nice break from the busier spots in the city.

5. Relax at Parks & Beaches

Portland has some great spots to enjoy nature without leaving the city. Whether it’s a peaceful park or a sandy beach, there’s always a place to relax and take in the views. Some spots are perfect for a picnic, while others are great for just sitting and watching the waves.

Fort Williams Park: Best Spot for a Picnic

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This park is home to Portland Head Light, but it’s much more than just a lighthouse. The large open fields and rocky coastline make it perfect for spending a few hours outside. There are picnic tables, walking trails, and even old military ruins to explore. A small food truck, Bite Into Maine, serves some of the best lobster rolls in the area.

East End Beach: A Quiet Spot by the Water

This small beach is right at the end of the Eastern Promenade Trail. It’s not a big sandy beach, but it’s a peaceful place to sit by the water. Kayakers and paddleboarders launch from here, so there’s always something happening. Dogs are allowed in the mornings and evenings, making it a fun spot for pet owners.

Crescent Beach State Park: Soft Sand and Calm Waves

For those who want a real beach experience, Crescent Beach is the best choice. It’s about 20 minutes from Portland, but the trip is worth it. The sand is soft, the waves are gentle, and the views of the Maine coastline are beautiful. There are picnic tables and walking trails nearby, making it a great place for a full-day trip.

6. Taste the Best of Portland

Portland is one of the best food cities in the U.S. The seafood is fresh, the restaurants are top-notch, and there’s something for everyone. Whether it’s lobster rolls, wood-fired pizza, or handmade donuts, the city has plenty of options for food lovers.

Flatbread Company: Best Spot for Pizza with a View

This restaurant sits right on the waterfront, offering great views along with delicious food. The wood-fired pizzas have a thin, crispy crust, and there are plenty of topping options, including vegetarian and vegan choices. The vibe is casual, making it a great place for families or groups.

Eventide Oyster Co.: A Must-Visit for Seafood

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This is one of Portland’s most famous restaurants, and for good reason. The oysters are fresh, the lobster rolls are served in soft, steamed buns, and the flavors are incredible. The restaurant is small, so there’s usually a wait, but it’s worth it. Those who want a quick meal can grab food to-go and eat by the water.

Holy Donut: The Best Sweet Treat in Portland

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These donuts are made with Maine potatoes, which might sound strange, but they taste amazing. They’re soft, dense, and come in unique flavors like maple bacon and sweet potato ginger. The shop is popular, so arriving early is the best way to get the best selection.

7. Sip on Local Brews & Spirits

Portland is a paradise for beer lovers. The city has more breweries per capita than almost anywhere else in the U.S. Craft beer is a huge part of the culture here, and almost every spot offers something unique. Even if beer isn’t your thing, local distilleries make incredible whiskey, gin, and rum. Whether you want a casual pint or a well-crafted cocktail, Portland delivers.

Allagash Brewing Company: The Most Famous Brewery

Allagash is a name that beer lovers recognize. It’s known for its Belgian-style brews, with Allagash White being the most popular. The brewery offers tasting flights, behind-the-scenes tours, and exclusive small-batch releases you won’t find anywhere else. The outdoor seating area is a great place to kick back, and food trucks often park nearby, making it easy to grab a snack.

Portland Pubs Walking Beer Tour: A Fun Way to Bar Hop

Drinking is always better when it comes with a little adventure. This tour takes you to some of the best breweries in town, letting you sample a variety of styles. Guides share fun facts about Portland’s brewing history, and the relaxed pace makes it easy to enjoy each stop. Even people who don’t know much about beer will have a great time.

Stroudwater Distillery: The Best Spot for Whiskey Fans

Beer gets all the attention in Portland, but Stroudwater proves that spirits deserve some love too. This small-batch distillery focuses on bourbon, rye, and gin, each made with precision. The tasting room serves expertly crafted cocktails, and the atmosphere is laid-back. It’s a great spot for those who prefer a strong drink over a pint.

FAQs

What is the best time of year to visit Portland, Maine?

The best time to visit is between late spring and early fall. May through October offers warm weather, perfect for outdoor activities, dining outside, and enjoying boat tours. Summer is the busiest season, so expect more crowds. Fall is ideal for fewer tourists and beautiful foliage. Winter can be cold and quiet, but it has a cozy charm with fewer visitors and lower prices.

Is Portland a walkable city?

Yes, Portland is very walkable. The downtown area, Old Port, and waterfront are easy to explore on foot. Most attractions, restaurants, and shops are within walking distance of each other. Public transportation and Uber are available for longer trips, but renting a car isn’t necessary unless planning day trips outside the city.

Are there any free things to do in Portland?

Yes, plenty of free activities make Portland enjoyable without spending much. Walking along the Eastern Promenade, exploring Old Port, visiting Fort Williams Park, and watching boats in Casco Bay cost nothing. Many art galleries and public murals around the city can also be enjoyed for free.

Where can I park in Portland, Maine?

Street parking is available but can be limited in busy areas. Several parking garages are located near Old Port and downtown, including the Temple Street Garage and Fore Street Garage. Some restaurants and attractions offer validated parking. If visiting during peak season, arriving early helps with finding a spot.

What are some hidden gems in Portland?

Several lesser-known spots offer great experiences. The International Cryptozoology Museum is a quirky stop for those interested in legendary creatures like Bigfoot. The Tate House Museum is a historic home from the 1700s with guided tours. The Black Cove Trail is a quiet scenic walk with fewer crowds. Local coffee shops like Tandem Coffee Roasters are also worth checking out for a great cup of coffee away from the touristy areas.

Last Words

No matter when you visit, there’s always something to enjoy. The city is easy to explore, and the people are friendly. Whether you stay for a day or a weekend, Portland will leave you with great memories.