Tours/Portland/Portland, Maine: Hidden Histories Guided Walking Tour
Viator · group up to 15 pax

Portland, Maine: Hidden Histories Guided Walking Tour

5.0(613)Portland1 hour
VIATOR5.0(149)TRIPADVISOR5.0(464)

Description

Meet Portland and the people—of all backgrounds and identities—whose wit and grit have made Maine's largest city what it is today. Your locally-raised guide will captivate you with extraordinary, exciting, and surprising stories largely left out of the history books. Get ready to broaden your sense of what Portland and Maine have been and could be. Brick sidewalks beneath your feet and beautiful Victorian-era buildings nestled around you, we'll casually stroll Portland’s lush, historic Old Port toward the sparkling waters of Casco Bay. We’ll see where Indigenous Wabanaki leaders made their earliest relationships with European colonizers and walk together through the centuries. Enjoy 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. You'll enjoy 2 hours of narration over a 1.5-mile route with owner and guide, Dugan Murphy. He is Portland's top-rated guide on TripAdvisor!

Tour Options

Portland Hidden Histories Tour
  • Duration: 2 hours

Itinerary

45 min

You and your guide Dugan will walk the downtown district, visiting major landmarks and a few hidden gems. Your guide Dugan will highlight unsung heroes and folks too often left out of the history books.

Pass by

Meet the woman who, a century ago, lived as her true self and improved the lives of Mainers around her, against all odds.

Pass by

Appreciate the architecture and hear the stories not captured in plaques and statues.

Pass by

Marvel at the resilience of Indigenous nations who survived colonialism and are skillfully navigating diplomatic relationships in the modern day.

Pass by

Hidden stories are revealed about the folks not recognized by Portland's largest monument.

Pass by

See the oldest building in downtown Portland and hear a surprising story about its world-famous inhabitant.

45 min

Follow Dugan through Portland's Old Port, uncovering hidden histories of the city and her people. You'll learn about people from all backgrounds and identities whose grit and ingenuity made the city what it is today.

Pass by

Learn the complicated history of one of Portland's most famous sons.

Pass by

See beautiful Victorian buildings and learn about the largely forgotten history-makers who once inhabited them.

Pass by

Discover the often complicated relationship between stevedores, captains, shipowners, and common sailors in 19th-century Portland.

30 min

You and Dugan will stroll through the waterfront district along Commercial Street, discovering the people and economic forces that forged it. 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.

Pass by

Learn what the other tours aren't telling you about the global implications of Portland's industrial and maritime histories.

Pass by

See the picturesque working waterfront and discover the female figures who got left out of the history books.

Pass by

Hear how changing federal policies have impacted life in this port city over the centuries.

Highlights

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

What's included

Included
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
Not included
A tip for your guide!

Traveller Ratings

5.0
613 reviews
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602
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9
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2
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Important Information

  • Wheelchair accessible
  • Infants and small children can ride in a pram or stroller
  • Service animals allowed
  • Public transportation options are available nearby
  • Transportation options are wheelchair accessible
  • All areas and surfaces are wheelchair accessible
  • Not recommended for travelers with poor cardiovascular health
  • Suitable for all physical fitness levels
  • 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).

Reviews(613)

C
chriskC2920FE
September 7, 2026
Best tour I’ve ver taken!

Absolute 10/10. He was so excited to share everything with you even though he knew Portland’s history like the back of his hand. There wasn’t a single question about Maine’s history that he didn’t have an answer to, whether on-topic or completely out of left field. You can tell that he genuinely enjoys sharing knowledge and history of his city with people. Easily a top 12 tour guide in the continental United States!

W
wrldtrvlgrl47
September 7, 2026
Dugan knows Portland. Like for Reals!

Dugan knows everything about Portland and Maine history. He speaks clearly and allows enough time for questions. We asked about local bookstores and he had a list on his website! Ask him lots of questions about John Neal! We regret not doing so. 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. Spoiler alert: there were lots of fires.

A
Albert_L
September 7, 2026
Dugan the guide was...

Dugan the guide was amazing. He certainly knows the history of Portland Maine. Would strongly recommend this tour.

G
Ge0Traveller
September 7, 2026
As good as it gets!

Loved this tour! Dugan is genuinely fascinated by local history. He knows his stuff, is very personable, and has the perfect attitude for fun not tacky tours. He presents an inclusive history of Portland. Be prepared to walk and learn with a touch of humor. 🫶

E
E1835SIharishs
September 6, 2026
The best history guide in Portland

Dugan was super smart and funny. He made this tour a thoroughly enjoyable experience. I had so much fun :)

3
312duaneh
September 6, 2026
Didn't Know That About Portland

Dugan was exceptional! He was high energy, very knowledgeable and fun to tour with. We learned a ton about the history of Portland that we did not know before. We highly recommend him!

Operator response

There's so much history in Portland to explore, so I like to get into the lesser-known and underappreciated stuff. I'm glad you like my approach! Thanks for saying so.

B
Bindoo_R
September 5, 2026
Great tour!

Dugan knows Portland and has so much historical knowledge but also makes the tour fun! I would recommend it!

Operator response

Thank you for recommending my tour! I had a lot of fun too. I'm glad you came.

D
Duane_H
September 5, 2026
Who Knew?

Dugan was excellent! He was high energy, fun and extremely knowledgeable! We learned a ton about Portland that we would never have guessed. We highly recommend this tour!

Operator response

Even locals don't know much of the history we get into in this tour. Hence the name: Hidden Histories! I'm happy to have met someone else who finds these topics just as interesting. Thanks so much for reviewing your experience!

M
maryf969
September 4, 2026
Great tour to learn about Portland’s past

Very knowledgeable and fun tour guide. I learned and laughed a lot. It’s about 2 hours with mostly easy walking - some cobblestone roads to be mindful of. I’ll come back for the other tour in the future.

Operator response

There's plenty of humor available in Portland's past. I enjoyed making light of it with you. Thanks for the review! See you next time on the Black History Tour.

A
Astha_U
September 3, 2026
We really enjoyed our...

We really enjoyed our tour with Dugan. He is inclusive, welcoming, is genuinely very passionate about the history of Portland, and clearly loves the city! Highly recommend this tour to everyone looking to gain an appreciation about the history of the Portland, and hear interesting stories and anecdotes throughout the walk.

Operator response

I do love Portland. I feel lucky to have grown up here. Thanks for visiting and for choosing my tour while you were here! I'm glad you liked it so much.

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