Discover Portland's hidden histories on a guided walking tour of the Old Port, downtown, and the working waterfront. Marvel at images of the past and at the colorful storytelling your guide shares with you to make the past come alive. Hear stories only a local knows about the city's sights, streets, and buildings. Explore the Old Port, Portland's major public buildings, and the working waterfront, winding through intimate cobblestone streets along the way. See the city's charming red-brick buildings, its waterfront filled with seafood restaurants and sea views, and more. Learn fascinating anecdotes and facts about Portland, sharing them with friends down the line to show your newly-gained local knowledge. End your tour in a waterfront park, about a 5-minute walk from where you started, surrounded by boutiques, restaurants, and other activity opportunities to continue your own discovery of the city. Entertainer-historian Dugan Murphy leads unforgettable jaunts through his hometown, telling an inclusive, empowering, and surprising constellation of tales you won't hear on other tours. Find out why TripAdvisor named him Portland's #1 tour guide!

Travel through the neighborhoods of Portland on a self-guided driving tour. Learn about the city’s history and culture from an audio-guided app on your smartphone and get panoramic views from the Eastern Promenade.  Start by downloading the app, which will function as your personal tour guide, audio tour, and map all in one. Once downloaded, your Portland tour begins at the Visit Portland Center. Drive down Commercial Street and hear about the industrial beginnings of the city. Along the way, you’ll see the wonderfully preserved Victoria Mansion, dating back to 1858. That’s followed by the even older Danforth Inn, which goes all the way back to 1823. As you drive up the Western Promenade, you’ll hear about some famous folks who were laid to rest in Portland, including the poet Henry Wadsworth Longfellow (a statue of whom you’ll see next, in Longfellow Square). Go to the Art District (perfect for picking up a souvenir), followed by a church that was once destroyed by the British.  Continue toward the shore, passing the site of an observatory that once guided ships into Portland’s occasionally treacherous harbor. Spot a couple of picturesque lighthouses perfect for any photo collection. Explore the Eastern Promenade, a 68-acre seaside park sporting plenty of unforgettable ocean views. You’ll see the strange and controversial “baked beans” building, before passing through Old Port again for a second chance to stop at one of the neighborhood’s many restaurants and boutiques. Pass by a statue of Portland’s own John Ford. Cross the Casco Bay Bridge into South Portland, home to a quieter community than its buzzing northern neighbor. Finally, you’ll arrive at Fort Williams Park, full of beauty and history. The tour concludes here.

Wind through the brick sidewalks and cobblestone streets of Portland's Old Port and working waterfront on this guided walking tour. Immerse yourself in the rich story of the Black community in the East End neighborhood. Meet your local guide at the First Parish Church, Portland's oldest church, and begin your journey back in time. Discover the monuments, places of business, and civic institutions where Black Yankees drove the economy and organized for political power. Head to the East End neighborhood to see the homes of Black sailors and stevedores that served as stations on the underground railroad. Admire the churches where Black families worshipped, celebrated, and learned together from the 19-century up to the present day. Learn how Maine's earliest colonial settlements could not have survived without Black insight, skill, and labor. Uncover the story behind the enslaved Black maid who abolished slavery in Maine during the Revolutionary War. Discover the exceptional figures who shaped Portland and the State of Maine over 400 years of Black history. Printed images of the past together with gifted storytelling will bring the past to life. Hear the stories that usually get left out of history tours. A portion of every ticket sale will help fund the restoration of the Abyssinian Meeting House, Maine's oldest and America's third-oldest standing Black church. End your tour at Eastern Cemetery, one-half mile from where it began. Entertainer-historian Dugan Murphy leads unforgettable jaunts through his hometown, telling an inclusive, empowering, and surprising constellation of tales you won't hear on other tours. Find out why TripAdvisor named him Portland's #1 tour guide!