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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!
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).
For a full refund, cancel at least 24 hours before the scheduled departure time.
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.
Meet the woman who, a century ago, lived as her true self and improved the lives of Mainers around her, against all odds.
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
A tip for your guide!
Duration: 2 hours
514 đánh giá
Tổng số đánh giá và xếp hạng từ Viator & TripAdvisor
ACSNash,,28 thg 11, 2025
- Đánh giá từ Tripadvisor
Great tour of the historic core of this fascinating city! Dugan is a walking treasure trove of knowledge about Portland, its colorful characters and its contribution to US history. We feel like we got a great “lay of the land” to help shape the rest of our time in this beautiful town. Thank you, Dugan!
MTeatum,,13 thg 11, 2025
- Đánh giá từ Tripadvisor
This has to be The Best walking tour I have ever taken. The guide (and owner) Dugan was absolutely amazing with his depth of knowledge and facts of Portland history. Entertaining and engaging, with a grasp of what our group wanted to learn about, he answered every question, put each question into both historical perspective as well as geographic perspective to where we were standing at the time. Wholeheartedly recommend!
Holly P,,11 thg 11, 2025
- Đánh giá từ Tripadvisor
We have been to Portland dozens of times for food and fun but never knew much about the history. Taking the tour with Dugan was SO fun! We learned a lot of interesting history that makes us appreciate Portland even more than we already did. It was the perfect length and distance. Dugan was very knowledgeable and basically knows everything about Portland, now we actually know something too!! 😂 We highly recommend his tour!!!
CoMandyinChief,,10 thg 11, 2025
- Đánh giá từ Tripadvisor
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!
CarolAC118,,7 thg 11, 2025
- Đánh giá từ Tripadvisor
We had such fun on this tour. I picked it for Dugan's wonderful reviews and his impressive resume. He absolutely exceeded my expectations. We were late in joining, and he made it easy. I started walking in the wrong direction to meet the group, and he eased my concern. We joined the tour to find another sweet couple from CA, and proceeded on a tour full of fun and education. Dugan led the tour with humor, genuine love of the city, and a vast knowledge of its history. We couldn't ask for better. Thank you!
259chipm,,6 thg 11, 2025
- Đánh giá từ Tripadvisor
While I am a big fan of walking tours, I was blown away by the wonderful tour that Durgan lead in Portland. This man has put together something uniquely informative and entertaining at the same time. For the full two hours of the tour, there was never a lull and the small group ensured that we were all fully engaged and able to ask questions. I was so impressed with Durgan, that I will plan a return trip to Portland to take another of his tours.
NorthStar72066,,5 thg 11, 2025
- Đánh giá từ Tripadvisor
Dugan is absolutely terrific as a guide. I’m not sure if there anything he does not know about Portland. He’s very open to questions, highly informative, and adept at putting historical event in context.
299katiea,,4 thg 11, 2025
- Đánh giá từ Tripadvisor
What an enjoyable morning we spent with Dugan. He is a wealth of information which he shares with humor and relevance. His Hidden History tour covered a wide array of slices of Portland’s past. We have done many walking tours and historic houses over the years with docents and Dugan is one of the best guides we have ever experienced.
Kayla S,,30 thg 10, 2025
- Đánh giá từ Viator
Unfortunately I was unable to make to the tour due to immigration check in from the cruise. Unable to reschedule or obtain a refund. Tour guide did try to get me on your even late.
michellegW2034PB,,24 thg 10, 2025
- Đánh giá từ Tripadvisor
Dugan did an amazing job sharing some of the interesting history and stories of the Portland area!!! Appreciated the clear directions on where to meet and on where to park. Also enjoyed Dugan’s enthusiasm, humor and love of Portland, Maine! Well worth the price & time spent! Thanks again Dugan!!! God Bless you! The Green’s

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