Guided walking tours that will

knock your socks right off.

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Tripadvisor Best of the Best 2023 award logo

 Best of the Best!

#1 in Portland & Maine, #2 in New England, #12 in United States

We were selected for Tripadvisor’s Travelers’ Choice Best of the Best 2023! 🎉 This prestigious honor is based on high levels of above-and-beyond traveler reviews in the last year — fewer than 1% of 8 million experiences are awarded.

Walking tour group on Commercial Street in Portland's Old Port listening to the description of a historic image

We tell the people’s history of Portland, Maine

Curious about what’s left out of mainstream tours?
Excited to visit both major landmarks and underrated gems?
Eager for inclusive storytelling?

Us, too.

We’re inspired by the intriguing, surprising, empowering — and too often untold — stories of marginalized communities, peoples, and histories. Each lovingly crafted tour is designed to broaden your sense of what Portland and Maine have been and could be, taking you on a journey beyond what other tours offer.

We promise: you’ll leave feeling brighter and more curious about not just Portland, but the wider world.

Inclusive, empowering, and surprising tales even locals don’t know.

Choose a riveting adventure:

  • Three people on Exchange Street in Portland's Old Port listening to local guide Dugan Murphy tell an Underground Railroad story

    Black History Tour

    $42 | 2 hours | 1.5 miles

    Black Portlanders have moved our city, state, and country closer to our ideals. Trace their steps!

  • Three women at a Victorian storefront in downtown Portland, Maine, listening to local tour guide Dugan Murphy telling a story about a local Civil War battle

    Hidden Histories Tour

    $42 | 2 hours | 1.5 miles

    Meet the people of Portland whose wit and grit have made it what it is today. A great overview!

Four reasons folks love Portland by the Foot:

 
Local guide Dugan Murphy leading a tour group through the Old Port in Portland, Maine

Just the right size

Group sizes are intentionally small, so you can have the intimate and personalized tour you want.

 
Tour group following a guide along Fore Street in the Portland, Maine Old Port

Eco-friendly & healthy

Fabulous for the planet and your body, our accessible and well-paced tours are the ideal way to experience Portland — an epically walkable city!

 
 
Guest in First Parish Church holding Revolutionary War cannonball

Unexpected spots

Our tours take you to untouristed gems. You’ll have a one-of-a-kind experience even locals can’t brag about!

 
Visitors on Dana Street in the Old Port district listen to a story from Portland, Maine's Black history

Ideal routes

You’ll always be just steps away from a five-star restaurant, unique boutique, or the water’s edge, and a question away from the perfect recommendation.

  • So this tour was way above average and I don’t say that lightly and I don’t leave a lot of reviews (unless it is really special).

    Dave M. | Oct 2023

    ⭐️⭐️⭐️⭐️⭐️

    Tripadvisor

  • Dugan was a fabulous tour guide. We heard great things about him, and they were all spot on!

    Kristen A. | Oct 2023

    ⭐️⭐️⭐️⭐️⭐️

    Viator

  • We enjoyed Hidden Histories so much that we signed for the Black History tour which was even better, if possible. I highly recommend both.

    Jean L. | Oct 2023

    ⭐️⭐️⭐️⭐️⭐️

    Google Reviews

  • Our group was in Portland for meetings and we wanted to do a team-building activity that was out of the ordinary. Dugan didn't let us down!

    Paul B. | Oct 2023

    ⭐️⭐️⭐️⭐️⭐️

    Tripadvisor

  • The tour started on time, it was a congenial atmosphere where questions were encouraged, and it ended with everyone in the group saying this was a fantastic experience.

    Samantha T. | June 2023

    ⭐️⭐️⭐️⭐️⭐️

    Tripadvisor

  • Dugan's passion for the history of Portland is infectious! Dugan did a wonderful job connecting the events of Portland with the complicated history of our Country.

    Evan C. | Sep 2023

    ⭐️⭐️⭐️⭐️⭐️

    Tripadvisor

  • Dugan is an excellent guide. He's an encyclopedia of Portland knowledge, especially providing looks into history from the less represented viewpoints (Native American, Black, LGBTQ, women, laborers). He can answer almost any question or even find answers while walking.

    Erin K. | Apr 2024

    ⭐️⭐️⭐️⭐️⭐️
    Google Reviews

  • Knowledgeable, funny, skillful in talking about the difficult history of Portland. Would like to take each of his tours!

    Eileen W. | Aug 2023

    ⭐️⭐️⭐️⭐️⭐️

    Google Reviews

  • Dugan gives a great tour. He was so good we booked a 2nd tour on the same day because the first was so good!

    Marie R. | Sep 2023

    ⭐️⭐️⭐️⭐️⭐️

    Google Reviews

  • As a walking tour enthusiast, I highly recommend taking a walk with Dugan! Informative and engaging, Dugan goes beyond the surface to include the good the bad and the sometimes ugly of the city’s formative years.

    Hanley D. | 2022

    ⭐️⭐️⭐️⭐️⭐️
    Tripadvisor

  • The hidden histories tour was fantastic! I appreciated that the tour included the historical contributions by Black and Indigenous people, as well as women.

    Caroline D. | 2022

    ⭐️⭐️⭐️⭐️⭐️
    Google Reviews

  • We booked the Hidden Histories tour, but due to Hurricane Lee, we ended up on the Black History tour, and we are so happy that this happened! The amazing people we learned about and their impact no only on “Mainers” but to the US and beyond is a bit unfathomable yet true!

    Emily G. | Sep 2023

    ⭐️⭐️⭐️⭐️⭐️

    Google Reviews

  • What a fantastically informative and entertaining tour! Dugan made the role of Maine women in local, national and international history come alive. The tour is centered around a particularly pretty part of the city and concludes in an area with plenty of restaurants and shopping.

    Peggy R. | 2022

    ⭐️⭐️⭐️⭐️⭐️
    Tripadvisor

  • Dugan is knowledgeable and friendly guide. He loves the city and made us look at Portland in a very special way. Even pouring rain did not spoil the tour.

    Irene R. | July 2023

    ⭐️⭐️⭐️⭐️⭐️

    Tripadvisor

  • One excellent feature was our guide's use of period photographs to help us contrast present views with former eras. He invited questions and was never dull. Five stars!

    71jmh001 | Oct 2023

    ⭐️⭐️⭐️⭐️⭐️
    Tripadvisor

  • We loved our private tour with Dugan! We were visiting in the winter and reached out to ask if we could do the Black History tour even though none were scheduled. He responded right away! We learned so much about the history of abolition and civil rights in Portland.

    Rachel S. | Jan 2023

    ⭐️⭐️⭐️⭐️⭐️

    Google Reviews

  • Dugan hasn't just memorized facts, but he is PASSIONATE about the history of Portland, and specifically about the Black history of Portland. He is witty, kind, and crazy smart

    Linda R. | Oct 2023

    ⭐️⭐️⭐️⭐️⭐️

    Tripadvisor

  • If you've ever taken a historical tour and wondered why the only people you hear about are white men, Portland By the Foot's tours are the tours for you!!

    Shannon W. | 2022

    ⭐️⭐️⭐️⭐️⭐️
    Google Reviews

  • The group is small enough to always be able to see, hear and ask questions. My partner really hates tours but he enjoyed this one and learned more than he expected.

    Jane B. | Oct 2023

    ⭐️⭐️⭐️⭐️⭐️
    Tripadvisor

  • Providing thoughtful narrative on an often difficult topic, Dugan masterfully found ways to integrate humor and warmth and never missed a beat when questions or curve balls were thrown at him.

    Michelle L. | 2022

    ⭐️⭐️⭐️⭐️⭐️
    Google Reviews

  • Fantastic tour. We left with a deep understanding of how Portland and Maine in general fit into the early history of America. If you want a balanced history that covers the contributions of European, Native, Black and Asian populations, Dugan is your man!

    Durell C. | 2022

    ⭐️⭐️⭐️⭐️⭐️
    Tripadvisor

  • Dugan is a rare guide who is an historian and not afraid to point out parts of American history often glossed over or eliminated altogether. Such as the widespread presence of pre-colonial native American settlements and the present day status of Maine native peoples.

    Cheryl L. | Nov 2023

    ⭐️⭐️⭐️⭐️⭐️
    Google Reviews

  • Dugan obviously has a deep knowledge of the Portland’s history and tells its story with the enthusiasm of a history buff, empathy and, as an extra bonus, a handful of corny “dad jokes”!

    Hanley D. | 2022

    ⭐️⭐️⭐️⭐️⭐️
    Tripadvisor

Book here on our website for the guaranteed lowest rates.

Commitment to anti-racism

We do our best to uncover and confront racist ideas that are embedded in the way we interpret the past and view our place in the present. We want the stories we share on Portland by the Foot tours to frankly reflect and challenge society's evolving system of unfair advantage based on perceived racial differences. We are committed to cultivating tour environments and business practices that counteract racism and other harmful historical patterns.

Land acknowledgement

We’re always calling this place Portland, but really it’s Machigonne. That’s the Algonquian name given to this peninsula by the Indigenous Wabanaki who have lived here for thousands of years. Despite encroachments by French and English colonizers and their descendant institutions, the Wabanaki have maintained their sovereignty and skillfully navigated diplomatic relations with the State of Maine and United States of America to this day. Five sovereign nations comprise the Wabanaki Confederacy today: the Abenaki, Penobscot, Passamaquoddy, Mi'kmaq, and Maliseet.

As guests in unceded territory, the owners of Portland by the Foot are grateful for the Indigenous knowledge made available to us and for the ongoing stewardship of this land by the Wabanaki. We support these nations’ current claims to self-determination, land rights, water rights, fishing rights, hunting rights, ancestors’ remains, and historic artifacts of Wabanaki origin. We urge the State of Maine and United States governments to recognize the jurisdiction and authority of Wabanaki tribal courts, taxation, and regulatory powers over natural resources, land use, gaming, and trust land acquisition. And we commit to the ongoing process of decolonizing the stories we share with guests on our tours.

 
 
Progressive pride flag in the shape of a heart
Human Rights Campaign LGBT equality logo
 

Gift cards available

Gifts can be redeemed at any point during the season and never expire. And, well, they’re wicked fun!

Chipping in to restore the Abyssinian Meeting House.

A portion of every ticket sale is donated to the Committee to Restore the Abyssinian.

The Abyssinian Meeting House, built in 1828, is the nation’s third oldest standing African American church and the oldest in Maine. It was the center of life for Portland’s Black community in the 19th century—a buzzing community where people worshipped, were educated, fought for political power, offered refuge to freedom-seekers on the Underground Railroad, and celebrated with good music and good food. Since 1998, the Committee has worked tirelessly to restore the meeting house and reopen it to the public

Group of visitors in front of the Abyssinian Meeting House in Portland hearing about its history from local guide Dugan Murphy

Partners

“The best tour we took in Portland.” - Ello, 2022