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Explore history in the streets with Maine Historical Society & Portland by the Foot!

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A portion of every tour ticket purchased here goes straight to MHS!

Guided walking tour topics

Two guests interact with guide Dugan Murphy, surrounded by shops and restaurants

Black History

In the iconic Old Port, uncover Black history hidden all around you. You’ll trace the steps of the Black Portlanders who moved our city, state, and country closer to the ideals of freedom, democracy, opportunity, and equality.

Maine’s earliest settlements couldn’t have existed without Black labor, skill, and insight — and since those first moments, Black Yankees have agitated and organized to resist indignity and realize power.

You'll meet the people who founded Maine communities, overturned slavery statewide, drove our maritime industries, swung elections, established houses of worship, rewrote the US Constitution, founded an African nation, crossed color boundaries, and expanded Mainers’ rights in the modern era.

Get ready for an impressive number of firsts on an international scale!

Starting location
First Parish Church at 425 Congress Street (head of Temple Street) - Open in Google Maps

Ending location
Eastern Cemetery at 228 Congress Street - Open in Google Maps

Neighborhoods visited
Old Port, waterfront, and East End

Guests lean in to compare a historic photo, comparing it to the sights on the waterfront along Commercial Street

Hidden Histories

Both a fantastic historical overview of Portland, Maine, and an exploration into previously hidden stories, on this tour we’ll delve into intriguing — and too often untold — stories of people from all backgrounds and identities who have shaped Portland with wit and grit.

See where Indigenous Wabanaki leaders made their earliest relationships with European colonizers and walk through centuries of destruction and revival into the present.

Get ready for an inclusive, empowering, and surprising constellation of tales that offers a welcome contrast to the more obvious themes you’re likely to experience on other tours.

I’ve combed through the archives and I’m excited to share what I’ve found with you!

Starting location
Post Office Park at the corner of Middle and Exchange Streets - Open in Google Maps

Ending location
Bell Buoy Park at 54 Commercial Street - Open in Google Maps

Neighborhoods visited
Old Port, waterfront, and downtown

Tripadvisor Best of the Best 2023 award logo

We’re Best of the Best!

#1 in Portland & Maine, #2 in New England, #12 in USA

Portland by the Foot was 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.

Tour details

Price
$49 per person

Group size
15 people max

Duration
2 Hours

Length & difficulty level of walk
1.5 easy miles of well-paced walking, including some opportunities to sit and catch the shade when sunny. The longest walk between stops is 0.3 miles (a 5-minute walk).

Accessibility
✔️ Participants may be asked to traverse some uneven sidewalks.
✔️ Fully wheelchair and stroller accessible.

Tickets
✔️ Instant confirmation via email
✔️ No ticket needed to check in — just tell me your name when we meet up!

Included
✔️ Professional, locally-raised guide
✔️ Donation to Maine Historical Society
🚣🏽 10% off Portland Paddle water tours (instructions at confirmation)

Not Included
❌ Optional gratuity for your guide

Cancellation
✔️ Free cancellation with a full refund up to 24 hours in advance
✔️ Tours run rain or shine! I very rarely cancel.

Important to Know
✔️
Check-in is 10 minutes before the tour’s scheduled start time
✔️ Plan ahead for parking, avoiding 2-hour street parking
✔️ Check the weather and dress in layers for comfort
❌ No bathrooms are available during the tour
❌ Animals are not allowed unless medically necessary

What to bring
✔️ Comfortable shoes, sunglasses, water, and perhaps a jacket or hat
✔️ If it’s raining, bring rain gear and/or an umbrella

Tour Guide and Owner Dugan Murphy

I’m Dugan

And this is my tour company. I’m also the guide. I am a full-time public historian, the official tour partner of Maine Historical Society, a graduate of the Portland History Docent Program, and a recipient of the Dawnland – Maine Indian History Badge from the University of Maine. I’ve been a tour guide since 2018 and I relish creating personalized and delightful experiences for guests. Well over 34,000 people have enjoyed tours with me!

My Master’s in Community Planning and certificate in historic preservation inform my content, while my passion for Maine humor and storytelling informs my delivery. Aside from the nerdy history stuff, I also have a history of stage performance, sharing Maine humor and New England folk dance across North America.

This is Portland’s #1 top-rated tour!

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Book with confidence

Excellent tour experience

Portland by the Foot is the top-rated tour operator in Portland on Tripadvisor and consistently rated five-stars!

Free cancellations

Cancel up to 24 hours in advance for a full refund. No trip insurance needed! I know that plans can change — that’s why I offer a generous cancellation policy.

Value for your money

Book directly on this website for the best price.

Get your tickets through this page and you’re supporting the work of Maine Historical Society!

Select a tour that works for you:

  • My wife and I have done a ton of historical tours, and Dugan was the best guide we’ve ever had.

    Thomas B. | Apr 2026

    ⭐️⭐️⭐️⭐️⭐️
    Tripadvisor

  • Dougan made everyone feel included and welcomed and I loved his, "thank you for that question," which was so inviting. I was genuinely sad when it ended, as it was such a positive learning expereince.

    Bernadette M. | June 2026

    ⭐️⭐️⭐️⭐️⭐️

    Google Reviews

  • Dugan was the absolute BEST!!! Loved it so much we signed up for Black History this same afternoon.

    Naomi S. | May 2026

    ⭐️⭐️⭐️⭐️⭐️
    GetYourGuide

  • Our guide made sure to honor and name the people often forgotten by story tellers. We were invited into curiosity and care for the experiences of enslaved people, indigenous people, and those who have been marginalized for their gender.

    Dream39237071469 | Aug 2026

    ⭐️⭐️⭐️⭐️⭐️
    Tripadvisor

  • Dugan (spelling?) is the best tour docent I've ever experienced. He's smart, funny, and energetic with knowledge that's both broad and deep.

    Trek27698456391 | Sep 2026

    ⭐️⭐️⭐️⭐️⭐️

    Tripadvisor

  • DON'T MISS THIS TOUR!! Most informative and interesting I've ever been on and I travel a lot!! Dugan the tour leader is a master story teller.

    Ruth S. | Aug 2026

    ⭐️⭐️⭐️⭐️⭐️

    Tripadvisor

  • Dugan not only brought the facts but he also brought the passion. I particularly loved that the indigenous and Black history was a seamless part of the tour and not an after thought.

    Carol G. | April 2026

    ⭐️⭐️⭐️⭐️⭐️
    Google Reviews

  • DON'T MISS THIS TOUR!! Most informative and interesting I've ever been on and I travel a lot!! Dugan the tour leader is a master story teller.

    Ruth S. | Aug 2026

    ⭐️⭐️⭐️⭐️⭐️

    Tripadvisor

  • Dugan was the most qualified tour guide we’ve ever had. We throughly enjoyed every minute. It was just the right balance of history, trivia, humor and length.

    Fawn H. | May 2026

    ⭐️⭐️⭐️⭐️⭐️
    Google Reviews

  • My wife and I are committed walking history tourists across the cities to which we travel. The Portland ME Black History Walking Tour may be the best we've experienced. My wife is an Af Am history professor and commented the whole way home how impressive Dugan's tour was.

    Matthew M. | Aug 2026

    ⭐️⭐️⭐️⭐️⭐️
    Google Reviews

  • This walking tour should be mandatory! Such an important topic and tribute to Maine and the contributions of Black Americans.

    Lucia T. | Sep 2026

    ⭐️⭐️⭐️⭐️⭐️

    Airbnb Experiences

  • I would highly encourage other non-Black folks to also attend the Black History tour. It was incredible to hear the different perspectives and nuances of Portland’s history on both the Hidden Histories and the Black History tours. Uncomfortable truths were handled with tact and facts were very well researched.

    Rachel C. | July 2025

    ⭐️⭐️⭐️⭐️⭐️
    Google Reviews

  • In history we don’t always get the facts right the first time. I was impressed by the tour guide’s admittance to correcting those things. I left the tour feeling positive of the contribution of African-Americans to the history of Maine. Fascinating!

    Ronald M. | Oct 2025

    ⭐️⭐️⭐️⭐️⭐️

    Google Reviews

  • We have traveled the world, and this is absolutely, hands-down, the best tour guide we have ever had. He’s the smartest person I’ve been around in years.

    Plain Happy | Oct 2025

    ⭐️⭐️⭐️⭐️⭐️

    Google Reviews

  • I wondered about a white person leading a Black history tour…Dugan has not only done extensive research but he’s been engaged over time supporting Black Mainers’ work to restore the Abyssinian Meeting House — his commitment to uncovering and subverting racist ways of thinking showed in the way he told stories, and what and who he chose to foreground.

    Sarae D. | July 2024

    ⭐️⭐️⭐️⭐️⭐️
    Tripadvisor

  • It’s a history you won’t hear about on other tours which makes this one unique. We highly recommend if you want to hear about a real history of Portland.

    Anna J. | Sep 2026

    ⭐️⭐️⭐️⭐️⭐️

    Tripadvisor

  • High quality, real historian, passionate, endearing, just the all-around authentic knowledgeable, smart person you want to spend two hours with in Portland

    Máire M. | April 2026

    ⭐️⭐️⭐️⭐️⭐️
    Google Reviews

  • I'm a middle school teacher prepping to teach a unit on local Black history in Portland, Maine. This history needs an honored place and Dugan is helping make that possible. Thank you, Dugan.

    David H. | Aug 2024

    ⭐️⭐️⭐️⭐️⭐️

    Google Reviews

  • Dugan was knowledgeable but never even came near pretentious! We had so many questions as a group and Dugan was responsive and excited, so it felt like a conversation! I will 100% be doing a tour with him again, thanks Dugan!!! : )

    Kyla B. | Apr 2026

    ⭐️⭐️⭐️⭐️⭐️
    Google Reviews

  • Dugan was passionate, knowledgeable and very connected. I initially thought there were very few Black Americans in Maine and/or Portland, Maine. But he taught me so much I didn’t know about my ancestors. Well worth the money.

    April B. | Sep 2025

    ⭐️⭐️⭐️⭐️⭐️
    Google Reviews

  • Dugan was incredibly knowledgeable and insightful about all aspects of Portland’s history, even the parts that have been purposely pushed to the side or left behind.

    Hawk R. | Oct 2025

    ⭐️⭐️⭐️⭐️⭐️
    Google Reviews

  • This tour was a highlight of my entire trip to the northeast. I wish tours like this existed in more cities.

    Ken K. | Sep 2026

    ⭐️⭐️⭐️⭐️⭐️
    Viator

  • This is a person who really enjoys his place in the community. The city of Portland and surrounding area is very lucky to have this gentleman telling their story. I wish we could all be this good at what we do.

    Richard A. | Aug 2026

    ⭐️⭐️⭐️⭐️⭐️
    Google Reviews

FAQ

Commitment to anti-racism

I do my best to uncover and confront racist ideas that are embedded in the way I interpret the past and view my place in the present. I want the stories I share on Portland by the Foot tours to frankly reflect and challenge society's evolving system of unfair advantage based on perceived racial differences. I am 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 Nations who have lived here for more than 13,000 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. There are four federally recognized tribes in Maine today: the Houlton Band of Maliseet Indians, Penobscot Nation, Mi'kmaq Nation, and the Passamaquoddy Tribe.

As a guest in unceded territory, I am grateful for the Indigenous knowledge made available to me and for the ongoing stewardship of this land by the Wabanaki. I support these nations’ current claims to self-determination, land rights, water rights, fishing rights, hunting rights, ancestors’ remains, and historic artifacts. I urge the State of Maine and United States governments to recognize the jurisdiction and authority of Wabanaki regulatory powers over taxation, natural resources, land use, gaming, and trust land acquisition. I urge museums to repatriate to Wabanaki authorities all Indigenous human remains and sacred and funerary objects collected in Maine. And I commit to the ongoing process of decolonizing the stories I share with guests on my tours.

 
 
The progressive pride flag in the shape of a heart
 

“These tours were a masterclass in conscientious historical storytelling” - Rachel C., July 2025

Portland by the Foot logo

Portland by the Foot
Guided history walking tours of Portland, Maine
(207) 200-5885
hi@portlandbythefoot.com

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Official tour partner of