Hidden Histories Walking Tour: Discover Portland

Explore the rich and diverse lives of Portlanders from various backgrounds and identities on a guided historical walking tour, immersing yourself in the Old Port, waterfront, and downtown district along the way

Cancellation: No refunds for canceled bookings.
Highlights
  • Step back in time as you walk along piers and wharves that were once managed by Black longshoremen, discovering their untold stories
  • Delight in the invigorating sea breeze as you take in panoramic views of the historic working waterfront, filled with tales of maritime industry
  • Listen to captivating narratives about the robber barons who amassed…
What's Included
  • Professional storyteller-historian as a guide
  • 2 hours of riveting narration
  • Donation toward restoring the Abyssinian Meeting House, America’s third-oldest standing Black church
Additional Information
  • Wear comfortable walking shoes.
  • Dress in layers and weather-appropriate clothing.
  • Bring an umbrella if there is a chance of rain; we rarely cancel.
  • Tour route is approximately 1.5 miles.
  • Tour ends 0.3 miles from starting location.
  • Pets are not allowed; medically-required service animals are welcome.
  • Route is wheelchair accessible.
Location
167 Middle St
Middle Street
Meet Dugan in Post Office Park at the corner of Exchange Street and Middle Street. He'll be standing amongst the small boulders and holding a sign that says "Portland by the Foot."
Cancellation Policy

You can cancel or rebook your reservation emailing [email protected] or by calling or texting 207-200-5885. If you give us more than 24 hours notice, we can offer a full refund or move your reservation to a different date. If you give us less than 24 hours notice, we cannot provide a refund or rebooking credit. In case we need to cancel on…

Customer Ratings
4.7
(2050 Ratings)
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1 star
Peter
Aug 28, 2026
Immensely informative. Portland's history is much more interesting than we had anticipated. Tour had a nice pace. Signing up was a breeze and Dugan reached out via text a couple of times before the tour. He had old pictures and many anecdotes to go along with the tour. We had a delicious lunch at Black Cow Burgers and Fries right at the tour meeting location. All in all a very entertaining and satisfying afternoon. We recommend signing up on his website rather than some 3rd party sites.
Review provided by Peek Pro
Sofia
Aug 27, 2026
I always try to go on a walking tour when visiting a new city. Portland by the Foot Hidden Stories tour was definitely one of my favorites tours I've ever done. I appreciate the guide bringing up stories about women and Native American into the tour.
Review provided by Peek Pro
From $49
1 - General
Cancellation: No refunds for canceled bookings.