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
4.9
(1581 Ratings)
5 stars
4 stars
3 stars
2 stars
1 star
Mandy
Nov 9, 2025
Our hidden history tour with Dugan was fabulous. He was great about communicating important details before we even booked the tour and continued to stay in touch with all the details as the tour date approached. The tour itself was educational, entertaining, engaging. Our group of four learned a lot about both Portland and Maine. Along the way Dugan adeptly answered questions about everything from Maine's economy and politics to local traditions and foodie spots. The tour was an amazing foundation for the rest of our time in Portland. Everyone who visits the city should start with this tour.
Review provided by Peek Pro
From $49
1 - General
Cancellation: No refunds for canceled bookings.