Top 10 City Stops in Portland, ME

Welcome to Portland, Maine, a picturesque coastal gem where rugged beauty, culinary delights, and vibrant culture converge to create an unforgettable experience! Immerse yourself in the unique charm and laid-back atmosphere of this quintessential New England city with our curated list of the top ten must-see attractions. From the historic cobblestone streets of the Old Port to the breathtaking vistas of Casco Bay, explore the diverse tapestry of sights and experiences that make Portland a hidden gem of the Northeast.

Enhance your exploration with our handpicked selection of guided tours, led by passionate locals eager to share their love for Portland's hidden gems, culinary delights, and maritime heritage. Whether you're indulging in fresh lobster at a waterfront eatery, browsing artisan shops in the Arts District, or hiking along scenic coastal trails, let us be your guide to discovering the authentic charm and natural beauty of Portland, Maine, where every corner invites exploration and every moment is infused with coastal magic.

1. Portland Head Light

Located in nearby Cape Elizabeth, Portland Head Light is one of the oldest and most picturesque lighthouses in the United States. Visitors can admire the iconic white tower, explore the surrounding parkland, and enjoy panoramic views of the rugged coastline and Atlantic Ocean.

2. Old Port

The heart of Portland's historic district, the Old Port is a charming waterfront neighborhood lined with cobblestone streets, brick buildings, and boutiques. Visitors can explore art galleries, shop for locally-made goods, and dine at waterfront restaurants offering fresh seafood and craft beer.

3. Casco Bay Islands

A scenic archipelago off the coast of Portland, Casco Bay Islands offer opportunities for island-hopping adventures and outdoor recreation. Visitors can take ferry rides to islands such as Peaks Island, Great Diamond Island, and Little Diamond Island, where they can explore beaches, trails, and historic sites.

4. Eastern Promenade

Stretching along the eastern edge of Portland's peninsula, the Eastern Promenade is a scenic waterfront park offering walking trails, picnic areas, and panoramic views of Casco Bay and the Portland skyline. Visitors can relax in the park, go for a bike ride, or watch the sunset over the water.

5. Fore Street

Known for its vibrant dining scene, Fore Street is a popular culinary destination in Portland's Old Port. Visitors can dine at award-winning restaurants serving farm-to-table cuisine, fresh seafood, and locally-sourced ingredients, with many establishments offering waterfront views and outdoor seating.

Photo by Tim Menzies

6. Allagash Brewing Company

A pioneer of the craft beer movement, Allagash Brewing Company offers guided tours and tastings at its brewery in Portland. Visitors can learn about the brewing process, sample a variety of Belgian-style ales and experimental beers, and purchase brewery merchandise to take home.

7. Portland Observatory

Perched atop Munjoy Hill, the Portland Observatory is a historic maritime signal tower offering panoramic views of Portland Harbor and the surrounding area. Visitors can climb to the top of the tower, learn about its role in maritime history, and enjoy interpretive exhibits.

8. Maine Maritime Museum

Located in nearby Bath, the Maine Maritime Museum showcases the state's rich maritime heritage through exhibits, artifacts, and interactive displays. Visitors can explore historic shipyards, tour restored vessels, and learn about Maine's seafaring traditions and industries.

9. Victoria Mansion

Also known as the Morse-Libby House, Victoria Mansion is a stunning example of pre-Civil War architecture and design. Visitors can take guided tours of the lavishly decorated interiors, featuring ornate furnishings, stained glass windows, and intricate woodwork.

10. Portland Farmers Market

Held in Deering Oaks Park from May through November, the Portland Farmers Market is a vibrant gathering of local farmers, artisans, and food producers. Visitors can shop for fresh produce, artisanal cheeses, baked goods, and handmade crafts, while enjoying live music and culinary demonstrations.

Photo by Mack Male

Our Favorite Guided Tours in Portland