• Downtown - We’ll walk the Downtown District, visiting major landmarks and a few hidden gems. Highlights include: Wadsworth-Longfellow House, Monument Square, First Parish Church, Portland City Hall, and gobs of boutiques, art galleries, restaurants, museums, bookshops, and other spots to explore!
• Old Port - We’ll stroll through Portland’s Old Port, uncovering hidden histories of the city and her people. Highlights include: Boothby Square, Foundry Lane, John Ford Statue, Post Office Park, Exchange Street, and plenty of boutiques, award-winning restaurants, breweries, bookshops, and more!
• Commercial Street - We’ll stroll through the waterfront district along Commercial Street, discovering the people and economic forces that forged it. Highlights include: United States Custom House, Custom House Wharf, Portland Pier, Wharf Street, and lots of places you’ll want to visit later!

• 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.