THINGS TO DO IN PORTLAND, MAINE THAT MAKE YOU FEEL LIKE A LOCAL

There’s no shortage of things to do in Portland, Maine, from exploring its historic streets to discovering local gems and enjoying its vibrant culture. 

Portland is one of those cities that quickly wins your heart with its charming streets, local eateries, and vibrant arts scene. 

Rather than being a typical tourist destination, it’s a place brimming with history, culture, and a true sense of community. 

For visitors looking to immerse themselves in the true essence of things to do in Portland, Maine, going beyond the usual tourist spots and experiencing the city like a local is key.

In this guide, we’ll explore the best things to do in Portland Maine that will make you feel like you truly belong, whether you're exploring its cobblestone streets, indulging in the culinary scene, or enjoying its outdoor spaces. 

Portland's unpretentious charm couples with its coastal beauty.  

Embark on your adventure with Royal Caribbean and make it the perfect place for a getaway that blends relaxation and discovery.

Exploring Portland's Best Food and Drink Spots

Portland is a city that knows how to eat and drink well. 

From seafood shacks to artisanal bakeries, the local food scene is an essential part of the Portland experience. 

While you might find a few high-end restaurants, what truly makes Portland’s food culture stand out are its casual, welcoming spots that locals swear by.

Sample Local Craft Beer at Allagash Brewery

Portland is home to some of the best craft beer in the country, and Allagash Brewing Company is one of its crown jewels. 

This beloved brewery offers a variety of brews, from crisp pilsners to rich, barrel-aged beers. 

Take a tour of the brewery to learn about the brewing process and taste a few of their signature beers.

Savoring Maine Lobster Rolls at Eventide

No trip to Portland would be complete without indulging in a lobster roll, and Eventide Oyster Co. is the place to go. 

Known for its fresh lobster and creative takes on the classic roll, Eventide has earned its place as a local favorite. 

Don’t forget to pair your lobster roll with an order of their signature brown butter lobster roll for the ultimate Maine experience.

The Popularity of Portland’s Food Truck Scene

Portland has embraced its food truck culture, offering a variety of mobile eateries that serve up everything from gourmet tacos to wood-fired pizza. 

Be sure to check out the Portland Maine shopping districts, like the Portland Flea-for-All for a rotating selection of local food trucks serving up tasty street food favorites. 

Locals love these trucks for their diverse flavors and casual vibes, so grab a bite and enjoy Portland's food scene from a local perspective.

Outdoor Adventures in Portland, Maine

Portland offers an abundance of outdoor activities, complementing its reputation as a foodie’s paradise. 

From hiking and cycling to enjoying a peaceful walk with stunning views, the city’s natural beauty invites you to explore and appreciate the outdoors.

Walking or Biking Through the Eastern Promenade

One of the best places to enjoy the fresh air and scenic views of the coast is the Eastern Promenade. 

You can walk or bike this park, which offers a beautiful view of Casco Bay and is perfect for a leisurely stroll.

Portland Maine outdoor activities like these are favorites for locals, and it's the perfect spot for a peaceful day to unwind while taking in the landscape.

Exploring Crescent Beach State Park

For a more secluded outdoor escape, head to Crescent Beach State Park, located just a short drive from downtown Portland. 

This 300-acre park offers soft sand beaches, scenic walking trails, and plenty of opportunities for birdwatching and photography. 

It’s a favorite spot for locals who want to unwind and enjoy a quiet day by the ocean.

Kayaking on Casco Bay

Portland’s harbor is a haven for water lovers, and kayaking is one of the best ways to get up close to the stunning coastline. 

You can rent kayaks from local companies like Portland Paddle and set out to explore Casco Bay’s many islands. 

This is a must when it comes to things to do in Portland, Maine. 

Perfect for those looking to experience Portland Maine activities like a local, with a mix of adventure and stunning views.

Unique Portland Shopping Experiences

Portland has become a mecca for shoppers looking for unique items that reflect the city’s artisanal spirit. 

If you’re seeking handmade goods, vintage treasures, or local products, Portland’s independent boutiques and markets have something special to offer.

Browsing Portland’s Old Port District

The Old Port district is one of Portland’s most picturesque neighborhoods, with cobblestone streets and a collection of charming boutiques. 

This is where locals go for everything from handmade jewelry to artisanal clothing. 

Spend some time wandering through the Old Port’s diverse stores, where you’ll find everything from Portland Maine attractions like local art to unique gifts and vintage clothing.

Shopping for Local Crafts at Portland Flea-for-All

For a truly local shopping experience, check out Portland Flea-for-All, an indoor market where you can find handmade crafts, vintage furniture, and quirky antiques. 

The market is a staple for Portland’s creative community and an ideal spot for picking up one-of-a-kind souvenirs. 

Locals love the flea market for its laid-back atmosphere and eclectic mix of goods.

Family-Friendly Activities in Portland, Maine

Portland offers a variety of activities that are perfect for families looking to explore the city together. 

Head to the Children’s Museum & Theatre of Maine, where kids can engage in interactive exhibits and enjoy fun, educational activities. 

If your family loves animals, a visit to the Maine Wildlife Park in nearby Gray is a great way to see native wildlife up close. 

Portland’s blend of outdoor adventures and family-oriented attractions makes it an ideal destination for creating lasting memories with loved ones.

Related: How To Book A Cruise For A Family of 5 (Without Going Crazy!)

Portland’s Vibrant Arts and Culture Scene

Portland has become known as a hub for arts and culture in recent years, with an impressive number of galleries, theaters, and live music venues. 

You may be an art enthusiast or a lover of the performing arts, but Portland’s cultural scene will make you feel right at home.

Visiting the Portland Museum of Art

For a taste of Portland’s cultural offerings, start at the Portland Museum of Art, where you can explore an impressive collection of American and European art. 

The museum frequently hosts rotating exhibits that highlight both traditional and contemporary works. 

Locals often frequent the museum for its engaging exhibitions and peaceful atmosphere.

Touring the Victoria Mansion

Step back in time with a visit to the Victoria Mansion, a beautifully preserved 19th-century mansion that showcases Portland’s rich architectural history. 

This historic home offers guided tours that give you an in-depth look at the opulent design and life in Portland during the Victorian era. 

For history buffs and those looking to learn more about the city, this is a must-visit spot.

Attending a Show at the State Theatre

For those interested in live performances, the State Theatre offers an eclectic lineup of concerts, plays, and dance performances.

Portland Maine art and history museums like the State Theatre make Portland a cultural destination that locals adore.

The venue attracts everything from big-name artists to local theater productions. It’s a great place to immerse yourself in Portland’s dynamic arts scene.

Experiencing Portland’s Waterfront and Harbor

Portland’s waterfront is a key part of its charm. 

One of the best ways to take in the beauty of Portland’s waterfront is by embarking on a scenic harbor cruise. 

These tours offer spectacular views of the Portland Head Light, a historic lighthouse, as well as the many small islands that dot Casco Bay. 

Locals often recommend these cruises for a relaxing way to see the coast and enjoy a little bit of history.

For those arriving via cruise, Royal Caribbean offers itineraries that dock in Portland, providing the perfect opportunity to explore the bay's scenic beauty. 

Our "Portland by Land and Sea" shore excursion combines a scenic driving tour of the city with a jaunt aboard a legendary wooden schooner, allowing guests to experience both the land and sea aspects of Portland's charm.

For cruise guests and locals alike, embarking on a harbor cruise is a must-do to fully appreciate the picturesque landscapes and maritime history of Casco Bay.

Strolling the Portland Head Light at Fort Williams Park

Another must-see spot is the Portland Head Light, located in Fort Williams Park. 

This iconic lighthouse is one of the most photographed landmarks in Maine and offers sweeping views of the coastline. 

It’s a popular spot for both locals and visitors, providing the perfect opportunity to enjoy a picnic or simply take in the stunning scenery.

Best Nightlife Spots in Portland, Maine

Portland's nightlife is as diverse as the city itself, offering something for everyone—from lively bars to intimate cocktail lounges. 

For a casual night out or a sophisticated drink, there are countless things to do in Portland, Maine.

Live Music Venues like The Thirsty Pig

Portland has a thriving live music scene, and The Thirsty Pig is one of the go-to spots for local performances. 

Located in the Old Port, The Thirsty Pig is known for its casual atmosphere, craft beers, and the best hot dogs in town. 

Locals flock to this bar for its live music nights, which feature everything from acoustic sets to indie bands.

Cocktail Lounges with Waterfront Views

For a more relaxed evening, head to one of Portland’s many cocktail lounges, many of which offer stunning views of the waterfront. 

The Portland Harbor Hotel’s rooftop bar is a favorite for those looking to sip a craft cocktail while watching the sunset over the harbor. 

It’s the perfect spot for a romantic evening or to unwind after a day of exploring.

Things to Do for a More Relaxed Experience

If you’re looking for a slower pace to enjoy Portland, there are plenty of peaceful and relaxing activities that let you unwind and recharge.

Visiting Portland’s Botanical Gardens

Portland’s botanical gardens are an oasis of calm, where visitors can stroll through lush gardens, enjoy seasonal blooms, and relax in a peaceful setting. 

The Coastal Maine Botanical Gardens, located just outside the city, is a favorite for locals looking to reconnect with nature.

Yoga by the Ocean in Portland

For those looking to combine wellness with the beauty of Portland’s coastline, yoga by the ocean is a popular local activity. 

Many studios and outdoor spaces offer classes right by the water, allowing you to stretch, breathe, and center yourself while listening to the sounds of the waves.

Embrace the True Portland Experience

Portland, Maine, offers a blend of coastal beauty, rich history, and a local charm that’s hard to beat. 

If you’re savoring the freshest lobster rolls, browsing the unique boutiques, or soaking up the beauty of its waterfront, Portland has something for everyone. 

By exploring the city like a local, you’ll create memories that go beyond typical tourist experiences and discover the true heart of this beloved Maine city.

Extend Your Portland Experience with Royal Caribbean Cruises

If you’re looking to combine your Portland adventure with more unforgettable destinations, consider exploring the New England coastline on a Royal Caribbean cruise. 

With breathtaking views, exclusive experiences, and luxurious amenities, a cruise is the perfect way to see Portland and beyond.

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