Cruising through the Coolest Coastal City: Best Things to Do in Portla

Portland, Maine, is a charming coastal city that perfectly blends history, culture, and natural beauty. Whether you're a foodie, a nature lover, or a history buff, Portland offers something for everyone. Here’s a roundup of the must-do activities that should be on your list when visiting this vibrant city.

Sip Some Magic At Allagash Brewing Company

Start your Portland adventure with a visit to Allagash Brewing Company. Known for its Belgian-style beers, Allagash is one of Maine's most iconic craft breweries. Take a tour of their brewery and sample a flight of their signature beers, including the famous Allagash White. The laid-back, friendly atmosphere makes it a perfect spot to kick off your exploration of Portland's local flavor.

Take A Ferry Ride Through Casco Bay

A trip to Portland wouldn’t be complete without a scenic ferry ride through Casco Bay. This picturesque route gives you stunning views of the harbor, nearby islands, and the stunning Maine coastline. Hop aboard one of the Casco Bay Lines ferries for a relaxing and picturesque ride, and keep an eye out for marine wildlife along the way.

Cruise Through Commercial Street

Commercial Street is the heart of Portland’s historic waterfront district. Lined with cobblestone streets, this lively area is home to shops, restaurants, and galleries. As you stroll, take in the colorful maritime atmosphere, visit local boutiques, and maybe even pick up some Maine-made souvenirs. It’s the perfect spot to soak in the city's vibe and enjoy the ocean breeze.

Get A Sugar Rush at Holy Donut

Portland is home to one of the country’s most famous donut shops—Holy Donut. Known for their potato donuts, Holy Donut offers a variety of creative flavors like maple bacon and dark chocolate sea salt. You can also take a Donut Tour around the city to sample other local sweet treats, making it a delicious way to experience Portland.

Get Your Freak On At Cryptozoology Museum

For something quirky and fun, head to the International Cryptozoology Museum. Dedicated to the study of hidden or unknown creatures like Bigfoot, the Loch Ness Monster, and the Yeti, this museum is both educational and entertaining. It’s a unique stop that adds a touch of the mysterious to your Portland visit.

Trap Some Lobster On A Cruise

You can't visit Maine without indulging in lobster, and what better way to do so than on a Lobster Cruise? Embark on a boat tour where you can learn about lobster fishing and even pull up a lobster trap. Afterward, enjoy a freshly steamed lobster and soak in the stunning views of the coastline. It’s a perfect way to experience the local cuisine and the beauty of Portland’s waters.

Explore Victoria Mansion

Step back in time with a visit to Victoria Mansion, a beautifully preserved antebellum mansion that’s now a museum. Known for its stunning architecture and exquisite period furnishings, Victoria Mansion gives visitors a glimpse into Portland’s past and its rich history. The mansion is open for tours, and it’s especially captivating during the holiday season when it’s decorated for the festivities.

Scarf Down Sandwiches at Duck Fat

Duck Fat is a Portland favorite known for its indulgent and delicious sandwiches. Their unique approach to classic comfort food, including fries cooked in duck fat, makes this spot a must-visit for any foodie. Whether you’re craving a decadent sandwich or crispy fries, Duck Fat will not disappoint.

Peruse The Portland Museum of Art

For those with an appreciation for culture and history, the Portland Museum of Art is a must-visit. Featuring a vast collection of American, European, and contemporary art, the museum showcases works by artists like Winslow Homer and Edward Hopper. The museum is also home to rotating exhibits, making it a great spot to check out new and exciting pieces.

Escape Into Nature & Kayak Sebago Lake

For those who enjoy outdoor adventures, kayaking on Sebago Lake is a must. Just a short drive from Portland, Sebago Lake is Maine's second-largest lake and offers a peaceful setting for kayaking and paddleboarding. The clear waters and beautiful surroundings make it a perfect spot for outdoor exploration.

Have The Best Dinner In Maine at Eventide

For an unforgettable dining experience, make a reservation at Eventide Oyster Co., one of Portland's most popular restaurants. Specializing in fresh seafood, particularly oysters, Eventide serves up innovative dishes that highlight the region's best ingredients. Don’t miss the famous brown butter lobster roll, which has earned Eventide national acclaim.

Jam Out at Thompson’s Point

Thompson’s Point is a vibrant venue that hosts concerts, festivals, and events throughout the year. Whether you're into indie, rock, or jazz, Thompson’s Point is the place to catch live music in Portland. The venue offers great views of the waterfront and a laid-back atmosphere, making it a fantastic place to enjoy a show.

Shop Til You Drop On Exchange Street

For a mix of trendy boutiques, vintage stores, and local shops, head to Exchange Street. This charming street is home to a variety of retailers offering everything from clothing to home goods. Whether you’re looking for a unique gift or a new outfit, Exchange Street provides a one-of-a-kind shopping experience.

Soak in the Sights At Cape Elizabeth & Portland Head Light

A visit to Cape Elizabeth is a must when in Portland. The iconic Portland Head Light, one of the most photographed lighthouses in the U.S., stands tall at the entrance of Portland Harbor. Take a walk around the surrounding park, enjoy the stunning ocean views, and learn about the history of this picturesque landmark at the nearby museum.