• Downtown - Join your guide, Dugan, for a walk through the Downtown District, exploring major landmarks and some hidden treasures. Dugan will shine a light on unsung heroes and individuals often overlooked in historical accounts.
• The Press Hotel, Autograph Collection - Discover the story of a woman who, a century ago, lived authentically and made a significant impact on the lives of Mainers, defying all odds.
• Portland City Hall - Admire the architecture and listen to stories that aren’t captured in plaques and statues.
• The First Parish Portland Unitarian Universalist - Be inspired by the resilience of Indigenous communities who survived colonialism and are adeptly managing diplomatic relations today.
• Our Lady of Victories (The Portland Soldiers and Sailors Monument) - Uncover hidden stories about individuals not acknowledged by Portland’s largest monument.
• The Wadsworth-Longfellow House - Visit the oldest building in downtown Portland and hear an intriguing story about its renowned resident.
• Old Port - Accompany Dugan through Portland’s Old Port, revealing the hidden histories of the city and its people. Learn about individuals from diverse backgrounds whose determination and creativity shaped the city.
• John Ford Statue - Explore the complex history of one of Portland’s most famous figures.
• Exchange Street - Admire the beautiful Victorian buildings and learn about the largely forgotten history-makers who once lived there.
• Mariner’s Church Banquet Center - Discover the often complex relationships between stevedores, captains, shipowners, and common sailors in 19th-century Portland.
• Commercial Street - Walk with Dugan through the waterfront district along Commercial Street, uncovering the people and economic forces that shaped it. Prepare for an inclusive, empowering, and surprising array of stories that offer a refreshing contrast to the more obvious themes of other tours.
• Wharf Street - Discover what other tours don’t reveal about the global implications of Portland’s industrial and maritime histories.
• Custom House Wharf - Experience the picturesque working waterfront and learn about the women who were left out of the history books.
• United States Custom House - Hear how evolving federal policies have influenced life in this port city over the centuries.

• 10% off water tours with Portland Paddle (instructions at confirmation)
• Two hour fully narrated guided tour
• Donation toward restoring the Abyssinian Meeting House, America’s third-oldest standing Black church

• A tip for your guide!

Discover Portland and its diverse inhabitants, who with their intellect and determination, have shaped the city into Maine’s biggest metropolis. Listen to the intriguing, unexpected, and utterly incredible stories from your local guide, stories widely omitted from history books. Prepare yourself to explore a new perspective of what Portland and Maine used to be and can become.

Surrounded by charming Victorian-style architecture and with the cobblestone pavement under your feet, we will casually meander around Portland’s verdant, historical Old Port towards the shimmering Casco Bay. We’ll visit the historical sites where Indigenous Wabanaki leaders first met European settlers and walk through history together.

Delight in a unique, empowering, and unexpected array of stories that offer a refreshing divergence from the typical narrative you’ll likely encounter on other tours. Spend two wonderful hours listening to Dugan Murphy, the owner and your guide, who also happens to be Portland’s highest-rated guide on TripAdvisor!

• Pets are not allowed on tours unless medically required.
• Portland is a hilly city. Participants will walk uphill sometimes, along some cobblestones, up a staircase of 6 steps, and down two staircases (24 steps total).

For a full refund, cancel at least 24 hours before the scheduled departure time.