Portland, Maine, is a place where history and modern vibes blend perfectly. Once devastated by the Great Fire of 1866, the city rose from the ashes, with its vibrant culture, cobblestone streets, and an impressive arts scene. Whether you’re a history buff, nature lover, or foodie, Portland offers an unforgettable experience. Let’s take a journey through the 15 best things to do in this tough yet charming city.
Visit the Portland Head Light
Address: Cape Elizabeth, ME 04107
| Type | Sightseeing, History enthusiasts |
| Time to Spend | 1 to 2 hours |
History and Significance: The Portland Head Light, built in 1791, is Maine’s oldest lighthouse and one of the most recognized in the country. It served as a beacon for mariners navigating the rocky coastline of Portland Harbor. Over its long history, it has withstood fierce storms and is now a National Historic Landmark, symbolizing Portland’s maritime heritage.
What to Expect: Visitors can explore the lighthouse, learn about its history in the museum, and enjoy stunning views of the ocean and surrounding landscape. The site also has walking paths and is ideal for photography.
Visitor Information: The lighthouse is open daily for tours, and the museum is free to visit. Parking is available at Fort Williams Park, where the lighthouse is located. Be sure to check for seasonal hours and any special events before visiting.
The Portland Head Light, located within Fort Williams Park, is not only one of the oldest and most picturesque lighthouses in Maine, but it is also an iconic landmark of the state. Built in 1791, it offers breathtaking views of the Atlantic Ocean and the surrounding rugged coastline. The lighthouse is open to the public, and visitors can learn about its rich history through exhibits located in the old keeper’s house. It’s the perfect spot for photography, history enthusiasts, and anyone who enjoys the beauty of the sea.
Explore Old Port District
Address: Old Port
| Type | Free, Cafes, Neighborhood/Area, Shopping, Sightseeing |
| Time to Spend | 2 hours to Half Day |
History and Significance: The Old Port District in Portland dates back to the early 19th century and was once the center of Portland’s shipping and industrial activities. Today, it stands as a vibrant part of the city, where the historic buildings have been preserved and repurposed for modern uses, making it a testament to Portland’s rich history and growth.
What to Expect: Strolling through the Old Port, visitors will experience cobblestone streets, charming boutiques, art galleries, and lively restaurants. The area’s waterfront offers picturesque views, and the atmosphere is both historic and modern, filled with energy.
Visitor Information: The Old Port District is accessible year-round. You can walk around easily, and there are plenty of dining options, from casual to fine dining. Public parking is available, and it’s a short walk from nearby attractions like the waterfront and museums.
The Old Port District of Portland is a charming blend of history, culture, and modern-day vibrancy. With cobblestone streets, colorful buildings, and a lively waterfront atmosphere, it’s the heart of Portland’s shopping, dining, and entertainment scene. Here, you’ll find an array of boutique shops, cafes, and local galleries, making it an ideal place to stroll around. Visitors can enjoy a mix of old-world charm and contemporary urban vibes. Don’t miss the chance to grab a bite at a local seafood restaurant or catch a local performance in the district.
Take a Casco Bay Cruise
Address:
| Type | Wildlife watching tours, sightseeing tours, sunset cruises, |
| Time to Spend | 2 hours to Half Day |
History and Significance: Casco Bay has long been a key transportation route for Portland. In the 19th century, ferries and steamboats played a vital role in the city’s economy, linking it to islands and coastal communities. Today, the bay continues to be a cultural and recreational center for both locals and tourists.
What to Expect: On a Casco Bay Cruise, you’ll experience stunning views of Portland’s skyline, nearby islands, and the Maine coastline. The tour offers a relaxing way to take in the area’s natural beauty, with options for sightseeing, sunset cruises, and wildlife tours.
Visitor Information: Cruises depart regularly from Portland’s waterfront, with options available for various durations. Check the schedules in advance, as some cruises are seasonal. Tickets can be purchased at the cruise terminal, and parking is available nearby for convenience.
A Casco Bay Cruise offers an exceptional way to see Portland from a different perspective. These boat tours provide stunning views of the harbor, nearby islands, and lighthouses. You can choose from different cruise options, including sightseeing tours, sunset cruises, and wildlife watching tours. Many of the islands in the bay are accessible by ferry, where you can hike, explore, or simply relax by the shore. A cruise around Casco Bay gives visitors the chance to appreciate the natural beauty and serenity of the area.
Walk the Eastern Promenade Trail
Address: Eastern Promenade
| Type | Beaches, Free, Parks and Gardens, Recreation |
| Time to Spend | 1 to 2 hours |
History and Significance: The Eastern Promenade Trail is a historic route along Portland’s waterfront, which dates back to the early 1800s. Once used for military purposes, the area is now a public park and one of Portland’s most treasured outdoor spaces, offering views of Casco Bay and the harbor.
What to Expect: Visitors can walk, jog, or bike along this scenic trail, enjoying vistas of the bay, lush green spaces, and historical landmarks. The trail is accessible year-round and offers peaceful settings perfect for a leisurely day outdoors.
Visitor Information: The Eastern Promenade Trail is open to the public and free to access. There are several entry points, with parking available near the trailhead. It’s a family-friendly spot suitable for outdoor activities. Make sure to check seasonal weather conditions before heading out.
The Eastern Promenade Trail is a scenic and well-maintained path along Portland’s waterfront that offers spectacular views of Casco Bay, the harbor, and the city skyline. This trail stretches for several miles, making it perfect for walking, jogging, or biking. It’s especially beautiful in the summer and fall when the foliage changes colors, providing a picturesque backdrop for your walk. Along the way, you’ll encounter parks, beaches, and historic sites, making it a relaxing and informative way to enjoy the outdoors while experiencing the charm of Portland.
Tour the Portland Museum of Art
Address: 7 Congress Square
| Type | Museums, Tours |
| Time to Spend | 1 to 2 hours |
History and Significance: Founded in 1882, the Portland Museum of Art (PMA) is the oldest public art institution in Maine. Its extensive collection includes works by American, European, and contemporary artists, with pieces by renowned figures like Winslow Homer and Edward Hopper. The museum also plays a vital role in the city’s cultural scene, offering educational programs and exhibitions.
What to Expect: Expect to find galleries showcasing a variety of art forms, from classic European paintings to contemporary installations. PMA also hosts temporary exhibitions, events, and educational programs. The museum’s architecture is equally impressive, with both modern and historic features.
Visitor Information: PMA is open year-round, with ticket prices varying for adults, students, and seniors. It’s located in downtown Portland, easily accessible by walking from Old Port. Guided tours and special events may require advanced booking, so check the schedule on the museum’s website.
The Portland Museum of Art (PMA) is Maine’s largest and most prestigious art institution, featuring an impressive collection of American, European, and contemporary art. Its collection spans centuries and includes works by famous artists such as Winslow Homer, Edgar Degas, and Claude Monet. The museum also hosts rotating exhibitions, artist talks, and cultural events. PMA’s stunning building itself is a work of art, combining both historic and modern architectural elements. Whether you’re an art lover or a casual visitor, the museum provides a fascinating cultural experience.
Visit the Victoria Mansion
Address: 109 Danforth St.
| Type | Historic Homes/Mansions, Tours |
| Time to Spend | 1 to 2 hours |
History and Significance: Victoria Mansion, built in 1858, is a remarkable example of Italianate architecture and is known for its historical significance as the summer residence of a wealthy New York businessman. The mansion’s preservation offers a rare glimpse into the lavish lifestyle of the mid-19th century.
What to Expect: Visitors can explore the opulent interiors, including intricately painted ceilings, original furniture, and beautiful artwork. Guided tours provide historical context and fascinating stories about the mansion and its original occupants. The building is a true architectural gem.
Visitor Information: Victoria Mansion is open for tours from May to October. Tickets can be purchased at the mansion, and parking is available nearby. The mansion also hosts seasonal events, including holiday tours, making it an interesting stop year-round.
The Victoria Mansion, also known as the Morse-Libby House, is a stunning example of Italianate architecture and a true gem of Portland’s history. Built in 1858, this opulent mansion was originally a summer residence for a wealthy New York businessman. Today, it offers a glimpse into Victorian life with its meticulously preserved interiors, including intricate woodwork, ornate furnishings, and beautiful frescoes. Guided tours take visitors through the mansion, telling the story of its original owners and the preservation efforts that have kept this magnificent house intact for over 150 years.
Check Out the Maine Narrow Gauge Railroad
Address: 49 Thames St.
| Type | Museums, Tours |
| Time to Spend | 1 to 2 hours |
History and Significance: The Maine Narrow Gauge Railroad was a vital part of the state’s transportation network in the 19th and early 20th centuries, connecting Portland with neighboring towns. The preserved railway now serves as a museum, showcasing Maine’s unique narrow-gauge history.
What to Expect: Riding the Maine Narrow Gauge Railroad offers visitors a trip back in time, providing views of the Casco Bay waterfront. The museum features historic trains and artifacts, and the train ride is both scenic and informative, perfect for history lovers and families alike.
Visitor Information: The Maine Narrow Gauge Railroad is open seasonally, from May through October, and operates out of the Portland waterfront. Tickets can be purchased at the station, and the train ride is family-friendly. Parking is available at the station.
The Maine Narrow Gauge Railroad is a unique and educational attraction that takes visitors on a scenic, historic train ride along the Portland waterfront. The railway was once a vital part of Maine’s transportation system, and today, it operates as a museum with preserved locomotives and rolling stock. On the tour, you can enjoy views of Casco Bay while learning about the history of the narrow-gauge railroads. The train ride is especially popular with families and history buffs, offering a fun and educational experience for all ages.
Discover the Portland Observatory
Address: 138 Congress St.
| Type | Tours, Sightseeing |
| Time to Spend | Less than 1 hour |
History and Significance: Built in 1807, the Portland Observatory is the last remaining maritime signal tower in the U.S. It was used to communicate with ships entering Portland Harbor and played a crucial role in the city’s maritime history.
What to Expect: Visitors will climb the tower to enjoy sweeping views of Portland, Casco Bay, and the islands. The guided tours provide in-depth insights into the tower’s history and the role it played in Portland’s shipping industry during the 19th century.
Visitor Information: The Portland Observatory is open from May to October, with tours available throughout the day. Admission is required, and parking is available near the site. Be sure to check the schedule for any special events or closures.
The Portland Observatory, perched on Munjoy Hill, is one of Portland’s most iconic landmarks. Built in 1807, it is the only remaining maritime signal tower in the United States and provides a fascinating look at the region’s history. The observatory’s purpose was to communicate with ships entering Portland Harbor. Today, visitors can climb to the top of the tower for panoramic views of the city, the harbor, and the islands in Casco Bay. The site also offers guided tours, sharing the history of the tower and its role in Portland’s maritime heritage.
Explore the International Cryptozoology Museum
Address: 32 Resurgam Pl, Portland,
| Type | Museum |
| Time to Spend | 1 to 2 hours |
History and Significance: The International Cryptozoology Museum is the first and only museum dedicated to the study of creatures like Bigfoot, the Loch Ness Monster, and other mythical beings. Founded in 2004, the museum aims to educate the public about cryptozoology, blending folklore and science.
What to Expect: Expect to find unique artifacts, rare exhibits, and fascinating stories of cryptids from around the world. The museum offers a quirky yet educational experience that dives deep into the world of unknown creatures, perfect for those curious about the mysteries of nature.
Visitor Information: The museum is open year-round, with admission fees for adults, students, and children. It is located in downtown Portland, easily accessible by foot from many local attractions. Check the website for current hours and special events.
For something truly unique, visit the International Cryptozoology Museum in Portland. This quirky museum is dedicated to the study of legendary creatures such as Bigfoot, the Loch Ness Monster, and other cryptids. It’s the only museum in the world focused on cryptozoology, and it houses a collection of artifacts, exhibits, and stories related to creatures that may or may not exist. Whether you’re a believer or a skeptic, the museum offers a fun and thought-provoking experience that dives into the world of mythical creatures and unexplained phenomena.
Stroll Through the Portland Public Market House
Address: 28 Monument Sq, Portland
| Type | Free, Cafes, Neighborhood/Area, Shopping, Sightseeing |
| Time to Spend | 1 to 3 hours |
History and Significance: The Portland Public Market House, opened in 2007, is an indoor marketplace that celebrates Maine’s food culture. It’s housed in a historic building and features local products, reflecting the city’s deep agricultural and seafood heritage.
What to Expect: Visitors can expect a bustling, vibrant atmosphere with local food vendors offering everything from fresh seafood to artisanal cheeses and Maine-made products. It’s a great place to sample local flavors and pick up unique souvenirs, all under one roof.
Visitor Information: The Public Market House is open daily, with hours varying based on the season. It is centrally located in Portland and is easy to access by foot or public transport. There are plenty of nearby restaurants and cafes to explore after your visit.
The Portland Public Market House is a bustling indoor marketplace where visitors can sample the best of Maine’s local food scene. From fresh seafood to artisanal cheeses, craft beer, and Maine-made products, this market offers a taste of everything Portland has to offer. Local vendors showcase their goods, creating a vibrant atmosphere perfect for foodies. The market is also home to cafes and restaurants where you can sit down and enjoy a delicious meal or simply grab a snack as you explore. It’s a must-visit for those looking to experience local flavors.
Relax at Crescent Beach State Park
Address:
| Type | Beaches, Parks and Gardens, Recreation |
| Time to Spend | 2 hours to Half Day |
History and Significance: Crescent Beach State Park, located just south of Portland, is one of Maine’s beautiful coastal parks. The park has been preserved to maintain its natural beauty, offering visitors a peaceful escape to enjoy Maine’s stunning shoreline and wildlife.
What to Expect: Visitors can expect a serene, sandy beach, ideal for swimming, picnicking, and beachcombing. The park also offers hiking trails through coastal forests, making it a great spot for outdoor enthusiasts to enjoy nature and tranquility.
Visitor Information: Crescent Beach is open year-round, though the peak season is during the summer months. There is an entrance fee during the peak season, with ample parking available. The park is family-friendly and has facilities for picnicking and restroom access.
Crescent Beach State Park is a beautiful and peaceful spot located just outside of Portland. This sandy beach offers crystal-clear waters and picturesque views, making it a perfect place for swimming, picnicking, and relaxing. The park also has walking trails that wind through scenic coastal forests, making it ideal for those who enjoy outdoor activities. Whether you want to lounge on the beach or take a leisurely stroll along the shore, Crescent Beach provides a tranquil escape from the hustle and bustle of the city.
Taste Local Craft Beer
Address: Portland, ME, USA
| Type | Tours, Wineries/Breweries |
| Time to Spend | 1 to 2 hours |
History and Significance: Portland’s craft beer scene has become a vital part of its identity, with a rich history of breweries dating back to the 1990s. Today, Portland boasts some of the best craft beer offerings in the country, with local breweries garnering national attention for their innovative brews.
What to Expect: Visitors can expect to sample a wide variety of craft beers, ranging from IPAs to stouts, at numerous local breweries and taprooms. Many breweries offer tours, tastings, and events, providing a deep dive into the brewing process and the city’s beer culture.
Visitor Information: Many breweries in Portland offer tours and tastings, and the best way to explore is by joining a brewery tour. Most establishments are open daily, but it’s a good idea to check hours in advance. Public transportation and bike rentals are available for brewery hopping.
Portland is renowned for its thriving craft beer scene, and no trip to the city is complete without sampling some of the local brews. The city is home to many craft breweries, each offering a unique selection of beers, from hoppy IPAs to smooth stouts. Popular breweries include Allagash Brewing Company, Bissell Brothers, and Rising Tide Brewing. Portland also has a variety of beer bars and taprooms where you can enjoy a flight of beers. Whether you’re a connoisseur or a casual beer drinker, Portland’s craft beer scene is not to be missed.
Visit the Wadsworth-Longfellow House
Address: 489 Congress St, Portland,
| Type | Neighborhood/Area, Sightseeing |
| Time to Spend | 2 hours to Half Day |
History and Significance: The Maine State Pier has been a key location in Portland since its construction in the 1920s, originally serving as a major shipping hub. Today, the pier hosts concerts, events, and provides stunning views of the harbor.
What to Expect: Visitors can walk along the pier, enjoy the fresh sea breeze, and take in views of the Portland skyline. The area also features shops, restaurants, and seasonal events, such as concerts and festivals, making it a lively spot for both locals and tourists.
Visitor Information: The Maine State Pier is accessible year-round and is a great spot for sightseeing. Events and concerts are scheduled regularly, so check ahead to see if something is happening during your visit. Parking is available nearby, and public transportation can be used to reach the pier.
The Wadsworth-Longfellow House, the childhood home of poet Henry Wadsworth Longfellow, offers a glimpse into the life of one of America’s greatest literary figures. The house, built in 1785, is beautifully preserved and furnished with period items, including personal belongings of Longfellow’s family. Visitors can explore the rooms where Longfellow grew up and learn about his upbringing and early influences. The site also offers exhibits about his literary career, making it a must-see for history lovers, poetry enthusiasts, and anyone interested in Maine’s cultural heritage.
Go on a Food Tour
Address: Tours begin at Andy’s Pub, 94 Commercial St, Portland,
| Type | Best restaurants, food trucks, and markets, Tours |
| Time to Spend | Half Day |
History and Significance: Founded in 1995, Allagash Brewing Company is one of Maine’s most celebrated craft breweries, known for its Belgian-style ales. The brewery played a key role in Portland’s rise as a craft beer hub and is a pioneer in the local brewing scene.
What to Expect: Visitors can take guided tours of the brewery, where they’ll learn about the brewing process and the history of Allagash. After the tour, you’ll be able to sample a variety of beers in the taproom, ranging from classic brews to seasonal offerings.
Visitor Information: Allagash Brewing Company is open for tours and tastings, with a reservation required for the tours. The brewery is located just outside downtown Portland, with ample parking available. Be sure to check the website for hours and special events.
Portland is a food lover’s paradise, and taking a guided food tour is one of the best ways to experience its culinary delights. These tours introduce visitors to the city’s best restaurants, food trucks, and markets, offering a taste of Maine’s freshest ingredients. You’ll have the chance to sample everything from lobster rolls and oysters to craft cocktails and local pastries. Along the way, your guide will share insights about Portland’s food culture, making the tour both delicious and informative. A food tour is a fun way to explore the city’s diverse dining scene.
Hike in Mackworth Island
Address: Falmouth, ME 04105, USA
| Type | Pools, beaches, and Sightseeing |
| Time to Spend | 2 hours to Half Day |
History and Significance: The Portland Science Center opened in 2016 with the goal of making science fun and accessible for all ages. Its exhibits focus on interactive learning, showcasing scientific discoveries and the natural world.
What to Expect: Expect hands-on exhibits, interactive displays, and rotating exhibits that cover various topics, including space, dinosaurs, and technology. The center aims to inspire curiosity and learning, with something for both children and adults to enjoy.
Visitor Information: The Portland Science Center is open year-round, with hours varying by season. Tickets can be purchased at the entrance, and the center is easily accessible by foot from downtown Portland. Make sure to check the exhibit schedule for any special shows or programs.
Mackworth Island, located just off the coast of Portland, is a beautiful, peaceful spot for outdoor lovers. The island is home to a 1.5-mile trail that offers scenic views of the surrounding waters, the distant mountains, and Portland’s skyline. It’s an easy hike suitable for all ages, and visitors can enjoy the beauty of Maine’s coastal environment. Mackworth Island also features tidal pools, beaches, and birdwatching opportunities, making it an ideal destination for nature enthusiasts. It’s a great place to unwind and immerse yourself in the tranquility of Maine’s natural beauty.
