portland maine travel

Portland, ME   Travel Guide

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23 Best Things to Do in Portland, Maine

Portland, Maine, is a tough little city. A large part of it burned down in the Great Fire of 1866. But in the following years, Mainers and architects and builders from nearby cities like Boston came together to rebuild using the less-flammible brick

• All Things To Do

Old Port Old Port free

U.S. News Insider Tip: Don't miss Wharf Street in Old Port, which has an eclectic mix of bars and restaurants along its pedestrian-only cobblestone street. Try Street & Co.'s upscale seafood, The Independent Ice Co.'s fine whiskeys and the Bar of Chocolate's specialty martinis and sweets. – Mariya Greeley

This downtown neighborhood is considered the city's center and bustles with things to do left and right, all the while gracefully maintaining its historical facade. The area is lined with cobblestone streets and 19th-century warehouses, and with the wharf just steps away on Commercial Street, the city's heyday as a world-renowned port town is easily felt. Tourists can benefit from ferries and cruise experiences, as well as the delectable catches aboard the lobster boats that dock there daily.

Portland, Maine, Brewery Tours Portland, Maine, Brewery Tours

U.S. News Insider Tip: For nondrinkers or those looking to take a booze break, check out places like Root Wild Kombucha and Urban Farm Fermentory . They offer a range of nonalcoholic and alcoholic drinks with atmospheres comparable to the breweries nearby. – Mariya Greeley

Beer is to Portland is what lobster is to Maine. If you visit without sampling some brew, you're missing out. Portland is considered by experts to be one of America's best beer cities thanks to its large crop of local brewers as well as its role in the microbrew movement. For a city with a population of a little more than 68,000, its nearly 20 breweries offer plenty of choices for both residents and visiting beer enthusiasts.

Portland Museum of Art Portland Museum of Art

U.S. News Insider Tip: Consider aligning your visit with a First Friday Art Walk. The first Friday evening of every month, the Arts District comes alive with art lovers taking self-guided tours of local art galleries and venues. Meanwhile, musicians, performers and artists of all types display their art in the streets. – Mariya Greeley

For such a small city, Portland houses some pretty big names in its art museum. Andy Warhol, Claude Monet and Winslow Homer are among the icons showcased within the Portland Museum of Art. Along with some of the greats, the museum features an extensive collection of American, European and contemporary works, as well as pieces from Maine artists. Paintings abound, but you'll also find photographs, sketches, pottery, furniture, ornate silverware, sculptures and so much more. With more than 18,000 pieces in its collection, visitors are bound to see something new each time they browse the museum’s galleries. Additionally, the museum hosts regular events, including movie showings, curator talks and family-focused activities.

Popular Tours

The Real Portland Tour: City and 3 Lighthouses Historical Tour with a Real Local

(1031 reviews)

from $ 65.00

Downtown Portland, Maine City and Lighthouse Tour-2. 5 hour Land Tour

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Portland Tall Ship Cruise on Casco Bay

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Portland-area Beaches Portland-area Beaches

Maine's Atlantic beaches might be known for relatively chilly waters (peak is approximately 65 degrees Fahrenheit), even in the summer months, but Mainers will tell you how refreshing a dip in the ocean is on a hot summer day. If that doesn't sound like your idea of fun, you’ll still find plenty of activities and atmospheres to enjoy on Portland-area beaches.

Although East End Beach is the only public beach in Portland (located off Eastern Promenade ), there are more than a half-dozen others within 20 miles of downtown, each with distinct characteristics and benefits. Every summer, they’re host to families and friends laying out or playing on the sand and kayakers, sailors, surfers, paddleboarders, swimmers and more enjoying the water. Maine beaches are beautiful year-round, and ideal places for quiet walks in the offseason. 

Casco Bay Islands Casco Bay Islands

Though there is only one public beach in the town of Portland ( East End Beach ), shorelines abound in the nearby Casco Bay Islands. The Casco Bay Islands are a group of islands located off the coast of Portland, six of which are accessible by ferry year-round. Each island has its own personality, history, attractions and activities.

Cliff Island is the smallest Casco Bay Island that's accessible year-round by ferry and is home to only 60 full-time residents. All roads are unpaved here, and as such cars are seldom used. The island doesn't offer many attractions, but does provide a tranquil, secluded atmosphere.

Eastern Promenade Eastern Promenade free

Portland's waterfront is at its most picturesque at the Eastern Promenade. Beloved by locals, the Eastern Promenade is a 78-acre waterfront park located on a stretch of land separating Back Cove from the Fore River. The park offers trails, a beach, and plenty of grassy areas to simply kick back and unwind. To make the most of your visit, take a stroll along the 2-mile Eastern Promenade Trail, which starts in the heart of the Old Port .

Once an old rail line, the Eastern Promenade Trail takes visitors away from the excitement of the city's center by the rocky banks of Fort Allen Park and small yet charming East End Beach (Portland's only public beach), where you'll find plenty of locals soaking up the sun or embarking on bay adventures. To continue the coastal trek, the trail connects directly to the Back Cove Trail, which snakes for about 3.5 miles along Back Cove with picturesque views of the water and downtown skyline. There are plenty of other shorter trails and paths located in the park that bring hikers to various points of interest. Once you've gotten your fill of scenic strolls, consider a climb up the park's grassy hills for sweeping views of the bay, as well as the islands and boats that dot its deep blue waters.

Fort Williams Park Fort Williams Park free

Located adjacent to Portland Head Light in Cape Elizabeth is the 90-acre Fort Williams Park. Fort Williams was a U.S. Army fort from 1872 to 1962. A few years later, residents of Cape Elizabeth bought the land to later turn it into a park. Visitors today can picnic, tour an arboretum, hike or walk along the park's trails or visit the park's other historical sites, including Battery Keyes (one of the last batteries built on the old fort site) and Goddard Mansion (the ruins of a grand home built in the 1850s). Travelers should note there are no trash receptacles around the park so you must take your trash with you when you leave.

There's also natural and recreational amenities to explore, including tennis and pickleball courts, athletic fields and a garden designed specifically to let children explore their relationship with nature.

Portland Observatory Portland Observatory

For some of the best views of the harbor, head to the historic Portland Observatory, the country's last standing maritime signal tower. Built in 1807, the octagonal, 86-foot-tall tower was commissioned by Captain Lemuel Moody as a communication station for Portland's harbor, but it wasn't built as an altruistic measure. Moody charged ship owners an annual fee of $5 to alert merchants (who he also charged) of ships arriving. He could spot them from as far as 30 miles away with his telescope. Before the observatory was built, ships couldn't be seen from town until they came around a point of land and were practically in the harbor. Moody offered an advantage to both paying captains and merchants, while also making a tidy profit for himself.

Eventually, the two-way radio replaced the tower's function, but the Moody family operated the tower until 1923. After some years of neglect the observatory was donated to Portland and in 1984, Greater Portland Landmarks took over and restored it. Recent visitors said the views from the observatory are not-to-be missed and its history is fascinating. Reviewers also advise allowing 45 minutes for the observatory tour. There is no elevator, so you'll have to climb the stairs to the top to take in the views, but past travelers say the pace is manageable.

Private Island Fort Tour in Casco Bay: Boat Cruise & Island Tour

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Harbor Lights and Sights Cruise

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Vintage Fire Truck Sightseeing Tour of Portland Maine

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Victoria Mansion (Morse-Libby House) Victoria Mansion (Morse-Libby House)

Architecture buffs and lovers of interior design will be swept up by the opulence of the Victoria Mansion (aka the Morse-Libby House or Morse-Libby Mansion). This National Historic Landmark was originally built in the mid-1800s as a summer house for hotelier Ruggles Sylvester Morse. In 1940, William Holmes, a New York educator visiting Portland, purchased the home. He and his sister (an interior design instructor) turned it into a museum named in honor of Queen Victoria.

What makes the Victoria Mansion so important in the eyes of historians is that it's seen as an exemplary illustration of pre-Civil War grandeur. The exterior of the house was modeled after an Italian villa and features an ornate square tower, numerous balconies and piazzas. Inside, prepare to be even more amazed. Ninety percent of the original interiors are still intact, with carved wood paneled walls, gas light fixtures, cherub-clad crown molds, and ornate draperies and carpeting throughout. Designed by Gustave Herter of Herter Brothers, one of the most popular design firms of the day, it is the only work of his kind in the U.S. that remains intact.

Peaks Island Peaks Island free

Portland doesn't end at the waterfront. Peaks Island, one of the Casco Bay Islands , is 3 miles east of downtown's shore and about a 15-minute boat ride away. Peaks Island was known as the Coney Island of Maine in the 19th century (it was home to amusement parks, theaters and more), but nowadays it feels more like a quaint neighborhood with roughly 1,000 year-round residents.

Peaks is a perfect low-key day trip for history buffs, art lovers and outdoor enthusiasts. When you arrive, rent a bike or golf cart, the preferred modes of transportation on the island. Head to Baba's Cafe, Inn on Peaks or Island Lobster Company to fuel up for the day while overlooking the ocean. From there, explore the galleries and shops along the harbor side. Cool off at Sandy Beach or trek the nearly 4-mile loop trail that takes you around the island, passing scenic views and the remnants of historic Battery Steele — an important coastal defense battery constructed during World War II to protect the entrance to Casco Bay. For more Peaks Island history, stop by Fifth Maine Museum, or for something playful head to the world's only Umbrella Cover Museum, a quirky collection that is dedicated to the appreciation of the mundane.

Hadlock Field Hadlock Field

U.S. News Insider Tip: Special activities, like fireworks or "Bark in the Park" games, which allow you to bring a four-legged friend and sit in a designated pets area, make the experience extra special. Look for them when booking tickets. – Mariya Greeley

For Portland pride, look no further than Hadlock Field. In the summer, the field hosts regular games for the beloved Portland Sea Dogs, the local minor league baseball team. The field was named after Edson Hadlock Jr., who coached baseball at Portland High School from 1950 to 1978.

Portland Head Light Portland Head Light

Commissioned by George Washington in 1787, this lighthouse project was provided $750 by the General Court of Massachusetts when Maine was still a part of Massachusetts. When the U.S. government took control in 1790, the lighthouse was given an additional $1,500 for its completion. The lighthouse got its name from being situated at the entrance for ships at Portland Harbor. Portland Head Light was first lit in 1791, making it the oldest lighthouse in Maine.

Located about 5 miles southeast of Portland in Cape Elizabeth's Fort Williams Park , the tower provided navigation to ships for almost 200 years. The lighthouse was decommissioned by the U.S. Coast Guard in 1989 when it became an automated tower.

The Holy Donut The Holy Donut

In 2010, Leigh Kellis felt the Portland food scene was missing great doughnuts. So she decided to make them. After months of experimenting with different recipes in her kitchen on Portland's Munjoy Hill , Kellis landed on a mix that met her standards. Her variation on a northern Maine recipe included a type of food you might not expect in doughnuts: potatoes. Riced potatoes added a unique flavor, texture and consistency that set Kellis' doughnuts apart, and orders from local shops started coming in. With her family's support, Kellis soon opened the first Holy Donut retail location. Now, the family-owned business is a bonafide doughnut destination with four Maine locations: two in Portland, one in Scarborough and one in Arundel.

With about 20 rotating imaginative doughnut flavors – including seasonal, gluten-free and vegan options – you have a good chance of finding a flavor that you'll love. Though potato doughnuts aren't for everyone, many recent customers rave about unique flavors like dark chocolate sea salt, maple bacon and pomegranate. They describe the doughnuts as dense, filling and delicious. Reviewers also tend to mention the friendly service adding to their positive experiences.

Discover Portland City and Lighthouse Tour

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Private Lighthouse Sightseeing Charter on a Vintage Lobster Boat

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Private Sunset Charter on a Vintage Lobster Boat

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Two Lights Lighthouses Two Lights Lighthouses free

Built in 1828, these two Cape Elizabeth lighthouses were the first twin lighthouses on the coast of Maine. They may look familiar: One of them was featured in Edward Hopper's well-known "The Lighthouse at Two Lights," a painting housed in the  Metropolitan Museum of Art in New York City . Today, the eastern lighthouse on Lighthouse Point Road is an active, automated station, shining 17 miles out to sea, while the western lighthouse is a private residence. Neither lighthouse is open to the public.

You can still get lighthouse views at On the Rocks at Two Lights, a lookout at Dyer Cove where recent visitors praised the natural beauty and recommend sunrise and sunset trips. While you’re there, stop for a bite at the Lobster Shack at Two Lights, a seasonal award-winning restaurant that dates back to the 1920s. The area is 6 miles south of Portland Head Light if you're in the mood for a lighthouse road trip.

Wadsworth-Longfellow House Wadsworth-Longfellow House

Built after the Revolutionary War, the Wadsworth-Longfellow House was home to four generations of the esteemed family whose contributions to American culture are now celebrated in this museum. The most famous person in this family was 19th-century poet Henry Wadsworth Longfellow, who grew up in the home.

Along with its esteemed namesake, the home is also important to Portland and U.S. history. The building is the oldest standing structure on the Portland peninsula, the first brick dwelling in the area and the first home museum in Maine. The site is operated by the Maine Historical Society.

Children's Museum and Theatre of Maine Children's Museum and Theatre of Maine

U.S. News Insider tip: Children's Museum and Theatre of Maine is next to Thompson's Point, a venue that hosts big name music acts for outdoor concerts and weekly events during the summer. The museum is also steps from the International Cryptozoology Museum where you can explore BigFoot mythology and more. – Mariya Greeley

If you're looking for something to do with the kids in Portland, the Children's Museum and Theatre of Maine is a must-see attraction. With more than 30,000 square feet of space, this museum provides interactive learning and fun for the entire family.

Coastal Maine Botanical Gardens Coastal Maine Botanical Gardens

U.S. News Insider Tip: Visiting during the holiday season? The garden creates a mile of spectacular light displays , called Gardens Aglow, open a few nights a week to brighten the winter darkness. – Mariya Greeley

The Coastal Maine Botanical Gardens is an attraction that took 16 years to create. What started as a dream for a public garden became the largest botanical garden in New England. Located about 60 miles northeast of Portland, the gardens consist of more than 300 acres of land, 17 of which feature plants native to the state. Each garden at the facility has a specific theme, including dahlias, bees and rhododendron, among others.

Munjoy Hill Munjoy Hill free

U.S. News Insider Tip: Munjoy Hill's Duckfat Frites Shack, a little sister location to downtown's Duckfat, has a limited menu, but shorter wait times than its popular sibling. You'll find the order window down an alley beside Oxbow Blending & Bottling. – Mariya Greeley

If someone mentions happenings on "the Hill" in Portland, they're likely not referring to Washington, D.C. politics but to the Munjoy Hill neighborhood of the city. Munjoy Hill is Portland's easternmost neighborhood and lies between Washington Avenue and Mountfort Street on one side and Casco Bay on the three others.

A Walk Through Time Tour in Portland

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2 Hours | Portland, Maine Hidden Histories Walking Tour

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Old Port "Seafood Lovers" Walking Lunch Tour in Portland, Maine

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Tate House Museum Tate House Museum

Tate House was built in 1755 for Captain George Tate and his family. Tate was a senior mast agent for the British Royal Navy, a role which meant he was responsible for the transport of white pines — now Maine’s state tree — from Maine to England. During hourly site tours, visitors should expect to see artifacts, furnishings and the grounds, which not only tell the story of how the Tate family lived in the 18th century, but also the importance of mast trade during this period.

Located about 4 miles west of downtown, the Tate House is the only pre-Revolutionary home in Portland that is open to the public. Past visitors say that the tour is an educational experience.

Portland Fire Engine Co. Tour Portland Fire Engine Co. Tour

Looking for a unique way to explore Portland? The Portland Fire Engine Co. sightseeing tour takes travelers on a ride around town in a vintage fire truck.

Expect to see scenic coastal views of Portland, along with historical sights, lighthouses and Civil War forts. During the 50-minute tour, you'll also enjoy a live narration of Portland history and view historical images provided by the Maine Historical Society on the truck's LED TV. Past tourgoers describe this as a fun outing and applaud the insightful guides.

Maine Narrow Gauge Railroad Co. and Museum Maine Narrow Gauge Railroad Co. and Museum

U.S. News Insider Tip: Look out for special events like Ice Cream Trains and Sunset Express rides on weekend evenings during the warmer months and special "Polar Express" rides during the holiday season. – Mariya Greeley

Located about 1.5 miles from the Portland Museum of Art , the Maine Narrow Gauge Railroad Co. and Museum teaches travelers about train preservation and Maine's narrow gauge railway history. The state's two-foot gauge railway system was made of tracks less than half the width of standard gauge railways. These narrow tracks were cheaper and easier to build while allowing trains to navigate Maine’s tough terrain of forests, rocky hills and mountains. A unique system, these rails helped to connect rural areas with larger cities and made travel and transportation of goods more accessible. From the 1870s until the 1940s, about 200 miles of narrow gauge railroads served many small communities in Maine.

Palace Playland Palace Playland

Situated about 20 miles south of Portland in the town of Old Orchard Beach, this 5-acre amusement park is New England's only beachfront amusement park. Past visitors say Palace Playland is an awesome place to take the family.

The park has a 24,000-square-foot arcade and features more than 200 games like Skee Ball and air hockey. And no amusement park would be complete without rides. Younger visitors can enjoy kiddie rides like a carousel and spinning tea cups, while older kids and adults test their bravery on the park's thrill rides like the Sea Viper roller coaster.

Funtown Splashtown USA Funtown Splashtown USA

Located about 15 miles south of Portland in Saco, Maine, Funtown Splashtown USA is a family-owned amusement park. The park is home to about 50 rides, water slides, pools and games for travelers to enjoy. Past visitors said the park is particularly fun for families with a variety of rides and clean facilities. However, some caution that lines can be quite long depending on the day and on-site food can be pricey.

Standout rides include Excalibur, Maine's only wooden roller coaster, and the Thunder Falls Log Flume, the longest and tallest log flume ride in Maine. The facility has several water slides, rides and pools at its Splashtown Water Park. And when your stomach starts to rumble, there are a variety of different eateries on-site (outside food and drinks are also allowed). 

New England Fall Foliage Private Lobster Boat Cruise

Portland's Best Craft Beverages Bus Tour

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Portland Pubs Walking Beer Tour

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15 Best Things to Do in Portland, Maine

By Alexandra Hall

There are plenty of things to do in Portland, Maine. But the best part: No one here is trying to impress you with trendy-this or glam-that. Sure, they want you to be here, and to share their love of creative food and a proud history of agriculture, craftsmanship, and maritime culture. At the end of the day, though what makes this proud little city fun is that the best things to do in Portland remain so true to its identity. From epic sailing trips and historic homes to funky artisanal-ware boutiques and independent locavore restaurants , these are some of the best ways to discover Old Port and beyond. 

Read on for our local-led selections of what to do in Portland.

Find our complete Portland, Maine, travel guide here .

This gallery has been updated with new information since its original publish date.

Peaks Island Arrow

Peaks Island isn’t about any one thing in particular; it’s about settling into a slower pace of life. The 720-acre island is home to about 1,000 full-time residents (which turn into 3,000 come summer) focused on maintaining the area's natural beauty, history, and laid-back living. With the ferry ride from Portland clocking in at just 15 minutes, Peaks attracts many day trippers, while others rent cottages or stay at The Inn on Peaks Island for a few days or a week or two (camping isn’t allowed). Most non-residents get around by foot, bike, or rent a golf cart on Island Avenue. To witness what makes Peaks Island such a distinctive place, do one of two must-hit activities: Walk (or bike) the loop of the island and soak up its quiet calm for an afternoon, or get yourself a seat outside at the Cockeyed Gull restaurant around lunchtime. Nothing offers a better window onto the way of life here.

Portland Schooner Co. Arrow

Boarding one of these three schooners, all of which are on the National Register of Historic Places, is a terrific and different way to see Portland. It's also fantastic for kicking back while discovering how beautiful Casco Bay is, with fresh, salty air all around you. For anyone who appreciates the above (as long as your stomach doesn't do flips on the water), consider a sail with Portland Schooner Co. your one-and-done mode of exploration. 

Portland Freedom Trail Arrow

A free and self-guided tour (no tickets required), the Portland Freedom Trail winds past 13 key sites celebrating 19th-century Black Mainers who fought to end slavery. It spotlights places along the local Underground Railroad used to secretly move formerly enslaved people into Maine and across the border to Canada (a crossing that signaled freedom). Included along the trail are other important historic abolitionist monuments, from the wharf, where many enslaved people stowed away on vessels to Maine, to churches-turned-meeting houses, private homes (with hidden passageways), and businesses that cleverly included anti-slavery pamphlets in their products.

Portland Museum of Art Arrow

Founded in 1882 as The Portland Society of Art, this is the oldest public art institution in the U.S. That said, it's relatively small and unassuming—more of a boutique museum, really. It's spread over three interconnected, architecturally significant buildings: one modern building designed by I.M. Pei; one Federal-style, three-story mansion built in 1801; and one Beaux-arts style gallery built in 1911. It’s home to pieces from giants like Andy Warhol and Claude Monet, and significant collections of paintings by Wyeth, Homer, and Edward Hopper.

Harrison Pierce

María Casbas

Jessica Puckett

Munjoy Hill Arrow

Both a jolt of energizing creativity and a window to the city's history, this neighborhood is spread across the high ground at Portland's east end. It was one of the first areas of Portland to be settled in the 1630s, and for centuries was home to working-class immigrants who made their livings on the waterfront—with an image of being a rough-around-the-edges but close-knit community. Then the ‘90s hit, along with an influx of artists and a burgeoning restaurant scene that brought new condos, art galleries, funky boutiques, and lively eateries to the area. Now, it’s also got the city's best view at the Portland Observatory , those same fun shops, and award-winning restaurants like Terlingua. It's the crossroads of historic Portland and the cool, contemporary side of the city. 

Portland Head Light Arrow

Dating back to 1791, this is the oldest lighthouse in Maine and arguably the most beautiful in New England. It contains an excellent museum (in the former Keepers' Quarters) delving into its history, as well as a gift shop. Just outside is Fort Williams Park, made up of 90 acres filled with coastal hiking paths and picnic tables, gardens, and a beach. Note that the park is open year round from sunrise to sunset, but the museum and shop are open daily in the summer, and weekends only during the off-season.

Old Port Arrow

When visitors think of Portland, it's Old Port's salty-aired, cobblestone streets and wharves that come to mind. Lined with boutiques and art galleries that alternate between posh and funky, 19th-century brick buildings, and some of the city's best restaurants and bars , it's a neighborhood that melds the cool and the quaint. In summer, Old Port is packed with tourists here for a sail with Portland Schooner Co., to check out the shops and world-famous restaurants, to visit the neighboring Casco Bay islands, or stroll the working harbor. Crowds thin out in the fall and become all but nonexistent in the winter, which is when locals reclaim the streets, and come out to dine and bar-hop themselves every evening.

Maine Day Ventures: Portland Old Port Culinary Walking Tour Arrow

The flagship among all of Maine Day Ventures’s (formerly Maine Foodie Tours) offerings is this food tour that spotlights the ever-changing group of eateries and breweries that have helped put Portland ’s working waterfront area on the map. Expect to sample everything from fresh lobster rolls to local craft beer, Maine crabmeat maki rolls, potato donuts (from Holy Donut ), and creative superfood smoothies (at Blake Orchard). Some of the included stops are expected (you simply can’t tour in Old Port without a few spoonfuls of chowder) and others surprising (chocolate truffles made from Aroostook County potatoes, for example). Above all, the storytelling and interactions are solid; guides do a good job of providing wide-ranging context for how foods are made and how they fit into the culture of the city.

Bug Light Park Arrow

Also known as Portland Breakwater Light, Bug Light (nicknamed for its small size) sits on the cusp of Portland Harbor and affords sweeping views of the city skyline. The expansive view of Portland and its working harbor dominates, with Munjoy Hill , Fort Gorges, and a handful of Casco Bay islands in the background. It's set against about nine acres of maintained and manicured parkland, which residents use for picnics, boating, fishing, and kiting. Lighthouse lovers could easily spend hours just examining the 1875 structure's decorative Corinthian columns alone.

Portland Farmers' Market Arrow

Supporting local agriculture has been a part of Maine's way of life for as long as anyone can remember, and Portland's farmers' market is one of the best places to embrace that mission. Here 40-plus growers, cheesemakers, beekeepers, berry farmers, bakers, wildflower florists, and far more set up stalls twice a week in the summer and fall (Saturdays at the Deering Oaks Park location, and Wednesdays at Monument Square) and once a week during winter (Saturdays on Stevens Avenue).

Allagash Brewing Company Arrow

The vibrant craft beer movement in Portland may not exist without Allagash. It's such a power player that the industrial park it calls home has turned into a brewery incubator of sorts, serving as a breeding ground for more than a half dozen Portland breweries , many of which have gone on to great success. The beer that made Allagash famous is its White—founder Rob Tod's version of a Belgian wheat beer—which has become the de facto light beer for IPA lovers around the country. But Allagash does many things well, and whatever your beer proclivities, you'll find something you'll enjoy here. 

Thompson's Point Arrow

Nature meets culture at this open-air entertainment venue on the Fore River, surrounded by three acres of picnic-ready lawn. The space, with its industrial-cool restored railroad shed, partners each summer with the State Theatre of Portland to host big-name concerts (everyone from Bob Dylan to Modest Mouse and The Lumineers). The rest of the year it brings in festivals: In summer, its “Maker’s Market” events are a Valhalla for those who yearn to shop artisanal, with an onsite bar in easy reach. In winter, there's a well-tended skating rink that’s part family recreational center, part all-day, grown-up party. Whatever time of year or activity you come for, don’t neglect the epicurean attractions on the periphery, either: Thompson’s Point has a long track record of luring the most incredible food trucks in Southern Maine. 

The Arts District Arrow

The Arts District is more a deep dive into the diversity of creativity in and around Portland than it is a single experience. It's a neighborhood that encourages and celebrates artistic expression—from performances on stages and sidewalks, to abstract garden sculptures in the Portland Museum of Art ; to, even, small family exhibits of paper mâché in coffee shops. Taken as a whole experience, the area is an excellent window into the kind of independent thinking that makes Portland tick, and is worth a look for anyone curious about its cultural mindset. If you can, time your trip to the first Friday of the month when, from 5 p.m. to 8 p.m., tourists and locals alike arrive to take part in First Friday Art Walk , a self-guided tour of the area's arts offerings.

Eastern Promenade Arrow

Portland’s water views are at their most glorious in this 68.2-acre historic public park, where the city harbor and Casco Bay are the backdrop to walking and running trails—wooded and paved—dog walking, to boat launches, high-energy tennis matches, picnics, and relaxed beach days. It's an easy-to-access, well-kept, splendid playground for all kinds of revelers, and one of the finest ways to experience what makes Portland such a special city.

Lucky Catch Cruises Arrow

Let the ultra-squeamish stay home; this 90-minute seafaring tour delivers a fun, hands-on understanding about one of New England's most important industries: lobstering. It's a fascinating educational mini-journey into the heart of Maine culture, and an up-close look at where one of the country's most prized foods comes from. Run by a tight-knit company of lobstermen and their friends and crew, these excursions are designed to offer a first-hand glimpse into the daily routine of catching lobster. These guys are the real deal; when not bringing passengers along, they're indeed out there on the waters, hauling in their traps. 

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18 Best Things to Do in Portland, According to a Maine Local

Delicious seafood restaurants, beautiful island excursions, and cool breweries await.

When it comes to finding things to do in Portland, Maine, there's no one itinerary that fits all. The Pine Tree State's largest city is filled with maritime history, waterfront trails, and a slew of artisanal shops, award-winning restaurants, and craft breweries.

As a lifelong Mainer and former Portland resident, I can recommend a few things to keep in mind when planning your trip. For starters, pack some comfortable shoes and layers (even the hottest of summer days come with brisk nights).

Portland is essentially divided into two parts: on-peninsula (where the bulk of the following recommendations are located) and off-peninsula (including the outskirts and many residential neighborhoods). Walking, biking, taxis, and public transportation are all options if you mainly plan to stay on the peninsula. If you want to explore the outskirts of town, you'll likely need a car. Parking can be complicated, especially during peak travel months, so you may want to choose a hotel that offers it (such as The Francis, where it's free for guests).

From historical trails to island excursions, here are 18 of the best things to do in Portland, Maine.

Walk along the Eastern Promenade.

For a quintessential waterfront stroll, set off along the Eastern Promenade Trail from downtown Portland. The two-mile path is one of several in the park of the same name , designed by the renowned Olmsted Brothers in the early 1900s. Along the way, look out for the many migratory birds that make a rest stop here, and grab a bite from the food trucks in the Cutter Street parking lot. The East End Beach (which is more rocks than sand) is a scenic spot to take in the views of Casco Bay or rent a kayak for a different perspective of the city. If you want to explore further, the promenade links to the Back Cove Trail and Bayside Trail .

Enjoy the view from the Portland Observatory.

Get a 360-degree panorama of the city from atop the 86-foot-tall Portland Observatory . You can climb the seven flights of stairs at your own pace or request a guided tour for a deeper dive into the legacy of the building. The tower, which dates from the early 1800s, is the only remaining historic maritime signal station in the United States. Open from late May to early October, it's run by the nonprofit Greater Portland Landmarks , which also offers walking tours of various Portland neighborhoods.

Have a drink at Luna Rooftop Bar.

The Canopy by Hilton has a prime location on the Portland waterfront, and its rooftop bar and restaurant, Luna , has become a favorite among hotel guests and locals since it opened in 2021. Small bites and artisanal cocktails await with a panoramic view of the harbor from the sixth-floor vantage point. If you happen to book a stay at the hotel, don't miss the pastries and specialty lattes at Salt Yard , located on the street level.

Visit the art gallery in The Press Hotel.

Housed in the former headquarters of the Portland Press Herald, The Press Hotel is one of the best luxury hotels in Maine . Even if you're not staying here, it's worth popping by the property's lower-level art gallery, which is open to the public and spotlights the state's emerging and established creatives. Stick around for a beverage in the lobby bar, which pays homage to the glory days of journalism with an installation of 62 vintage typewriters.

Check out an event at Thompson's Point.

Thompson's Point is a one-stop spot for entertainment, a children's museum, and year-round special events (it even has a skating rink in the winter). In the summer, the venue offers free live music at sunset and ticketed concerts in partnership with the State Theatre , as well as a wide selection of food trucks and places to grab a beer, wine, or coffee. On select Sundays, the restored railroad shed hosts the Maker's Market, where you can shop for pieces from local artisans while sipping mimosas from the bar.

Go brewery hopping.

With a craft beer scene like Portland, picking just one brewery to visit is impossible. The Maine Brews Cruise offers behind-the-scenes walking and bus tours of the city's pubs and breweries. Those wanting to experience Portland's breweries on their own time can check out the Maine Brewers' Guild's route planner , which allows you to build a personalized itinerary and map.

Eat tacos at Bird & Co.

While many visitors have their taste buds set on fresh Maine seafood (and rightly so), this taco joint should not be skipped. Thankfully, the 12 taco varieties are sold individually because the creative menu will likely have you ordering one of each (or close to it). Vegan and vegetarian options are deliciously celebrated, too.

Admire masterpieces at the Portland Museum of Art.

Whether you're a museum lover or simply looking for things to do in Portland on a rainy day, you can't go wrong with a visit to Maine's largest and oldest public art institution. Founded in 1882, the Portland Museum of Art features temporary exhibits and a permanent collection with over 19,000 works, including pieces by Andy Warhol and Claude Monet. The museum spans three architecturally stunning buildings in the city's vibrant Arts District and boasts a great sculpture garden. Check out the calendar to see what's on, or plan your visit around the free admission times, including Friday evenings and every third Thursday of the month.

Take the ferry to Peaks Island.

One of the best things to do in Portland (or anywhere in Maine, for that matter) is to get out on the water — especially in the summer. For a few dollars each way, a 20-minute ride to the islands of Casco Bay will let you bask in the ocean air, and the frequent ferry schedule makes it easy to fit into your itinerary. On the charming Peaks Island, you can find a quiet picnic spot, enjoy ice cream from Down Front or a cinnamon bun from Peaks Cafe, and stop by the one-a-kind Umbrella Cover Museum . Kayak and bicycle rentals are available (though golf carts are the preferred method of transportation). For a longer getaway from the city, spend the night at The Inn on Peaks Island.

Shop at The Black Box.

Located on the popular strip of Washington Avenue, The Black Box is a series of repurposed shipping containers that provide small businesses with a physical space to operate. Current retailers include Moonday Coffee, Thicket Jewelry, and Pinebury activewear. Since this is an incubator space, check the website for the most up-to-date businesses.

Ride the Maine Narrow Gauge Railroad.

This family-friendly railway takes passengers on 40-minute train rides along the Eastern Promenade with scenic views of Casco Bay. Save some time to roam the museum before or after the ride. In the summer, there's the Ice Cream Train, where every passenger gets a cone, and winter brings the festive Polar Express, based on the popular Christmas movie.

Discover hidden gems on Stevens Avenue.

There's a small stretch of Stevens Avenue in the Deering Center neighborhood that's not to be missed. Grab a coffee at Rwanda Bean , where 50 percent of the profits go back to the farmers. Then, check out The Honey Exchange to learn about beekeeping and peruse some home goods, natural beauty and health products, honey-based items, and local beverages. Darby Jones , a boutique that dubs its carefully selected wares as "desirable nonessentials," is a great alternative for typical souvenirs.

Chow down on fresh seafood at Luke's Lobster.

There's a certain buzz and sense of place that comes with dining within arm's reach of a working waterfront. Seeing the fisherpeople pull up with the day's catch connects diners at Luke's Lobster with their meal and the local community. But it isn't just the fresh seafood that's to be celebrated. Luke's Lobster has outposts around the globe, including an online market, and it's proud of its sustainable practices and Certified B Corp status.

Catch some live music.

Portland attracts an array of musicians and artists, and is home to multiple venues for performers. Portland House of Music , One Longfellow Square , State Theatre , Blue , and Merrill Auditorium are among the most popular spots to enjoy a concert.

Go lobstering with Lucky Catch Cruises.

Experience a day in the life of a lobster fisher with Lucky Catch Cruises , which offers interactive excursions focusing on Maine's most important food export. During the 90-minute tour around Casco Bay, you can try your hand at hauling up the traps and enjoy the scenic views of the coast, historic forts, and lighthouses. After the cruise, purchase some lobster at the wholesale price — the restaurant next door, Portland Lobster Company , will happily cook your catch for you.

Wander the cobblestone streets of the Old Port.

The Old Port is a section of downtown Portland that's home to 19th-century red brick buildings, cool boutiques, bars, restaurants, nightclubs, and live entertainment venues. Even when Portland's population soars from 66,000 to more than two million in the summertime, there's a quaint vibe to this part of the city. Pair your visit with a sail with Portland Schooner Co. , which offers two-hour Windjammer cruises around the bay.

Stop by Maine's oldest bookstore.

Founded in 1886, Sherman's Maine Coast Book Shop has several locations around the state, including one in the heart of Portland on Exchange Street. Here, you can find books by local authors, as well as those on the bestseller list. Sherman's also sells gifts, toys, and a variety of Maine-made specialty items.

Grab a bite at The Porthole.

Yes, it will be busy, but The Porthole is simply one of those places you have to experience in Portland. The hole-in-the-wall restaurant opened on the waterfront in 1929 to fuel fishermen early in the morning before they went out for a day of laborious work. May we suggest the lobster Benedict for breakfast and baked stuffed haddock for dinner?

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Browse our Blog articles for inspiration to plan your trip. Maine’s known for seafood but has also grown to be a top foodie destination . Enjoy the beauty and great outdoors of Maine while discovering how to catch a lobster , discover Maine’s rich maritime history with walking tours or explore on your own. Build your own itineraries  to experience Maine and maximize your visit.

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