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15 Best Walking Tours In Portland

Portland’s best days out.

The 15 most popular walking tours in Portland. The ones worth your time, with what each costs, how long it runs and who to book through.

15 Best Walking Tours In Portland

Portland's Original Delicious Donut Adventure & Walking Food Tour - Stop-by-Stop: Sesame to Coco to the Fountain Photos
Food, Food & Drink, Portland, Portland Food Tours, Tour Reviews, Tours, Walking Tours

Portland’s Original Delicious Donut Adventure & Walking Food Tour

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1.Portland’s Original Delicious Donut Adventure & Walking Food Tour

Guided Portland donut walk with tastings at top shops, including Voodoo, plus downtown landmarks. About 2 hours, $69 per person.

Most Popular★ 5.0

“Be ready for a sugar overload! Yummy choices, an opportunity to try something new while walking around downtown. Eric was great, friendly and informative and since there were only two of us, he was very accommodating. Tried places I would not have gone to, and Voodoo Doughnut is in the tour, too!”

533 reviews2 hours (approx.)From $69.00by Underground Donut Tour - Portland

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A Walk Through Time Tour in Portland - Old Port highlights: Longfellow, worship, and the Custom House area
Portland, Tour Reviews, Tours, Walking Tours

A Walk Through Time Tour in Portland

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2.A Walk Through Time Tour in Portland

A small-group walking history tour in Portland, Maine, with stories on the waterfront, snacks at the end, and a walk that fits most schedules.

★ 5.0

“Portland history tour in the winter! Ross was fantastic and made learning about this great city memorable. Best walking tour, even with frigid temps!”

496 reviews2 hours (approx.)From $48.99by Maine Day Ventures

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Intro to Portland Small Group Walking Tour - Stop 1: Director Park Sets the Downtown Story
Portland, Tour Reviews, Tours, Walking Tours

Intro to Portland Small Group Walking Tour

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3.Intro to Portland Small Group Walking Tour

Portland downtown small-group walking tour for $29: certified guide, South Park Blocks, Portland Building, and Pioneer Courthouse Square.

★ 5.0

“This Portland History tour was fun and informative (our tour guide was very knowledgeable and pleasant).”

300 reviews2 hours to 2 hours 30 minutes (approx.)From $29.00by Around Portland Tours

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Portland: Ghosts, Poltergeists, and Psychopaths Walking Tour - Eight Haunted Stops in Downtown Portland: How the Route Flows
Ghost & Haunted Tours, Portland Oregon, Tour Reviews, Tours, Walking Tours

Portland: Ghosts, Poltergeists, and Psychopaths Walking Tour

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Portland Walking Food Tour – Warm Donuts, History & Hidden Gems - What you actually eat: six tastings plus coffee or water
Food, Food & Drink, Historical Tours, Portland, Tour Reviews, Tours, Walking Tours

Portland Walking Food Tour – Warm Donuts, History & Hidden Gems

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5.Portland Walking Food Tour – Warm Donuts, History & Hidden Gems

A 2-hour Portland walking food tour with skip-the-line donuts, local storytelling, waterfront history, and six tastings plus coffee or water.

★ 5.0

“This was a great tour to start our day off. Renee was a great guide! Not only did we sample some great treats, but we learned about Portland's history, culture, architecture, and got some intel about great places to eat & visit. We did the 9:30 am tour, which ended with enough time to grab…”

179 reviews2 hours (approx.)From $79.00by The Maine Donut Tour

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Portland Pizza Walking Tour: 4 Stops, Full Slice Each - Stop 1 (W Burnside St): Portland-Style Pie and a Calm Start
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Portland Pizza Walking Tour: 4 Stops, Full Slice Each

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A Guided Walking Tour of Fabulous Downtown Portland, Oregon - Oregon Historical Society and the Richard Haas mural
Guided, Portland, Tour Reviews, Tours, Walking Tours

A Guided Walking Tour of Fabulous Downtown Portland, Oregon

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Portland Pubs Walking Beer Tour - Getting going at Portland Beer Hub, 320 Fore St
Drinking Tours, Food & Drink, Portland, Portland Brewery, Beer & Pub Tours, Tour Reviews, Tours, Walking Tours

Portland Pubs Walking Beer Tour

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9.Portland Pubs Walking Beer Tour

A small-group Portland beer tour hitting 3 breweries in 2.5 hours with minibus transit, guided tastings, snacks, and behind-the-scenes stops.

★ 4.5

“Tom was an excellent guide. He provided us with the history of the city/state as well as the beer! It was a great time with the people we were with. Tom is fun and very knowledgeable. I would recommend this tour to anyone!”

29 reviewsFrom $102.00by Maine Brews Cruise

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Portland's Best Chocolate and Coffee Walking Tour - Azar Indulgences: Christine Azar’s Family-Recipe Chocolate
Coffee Experiences, Dessert Tours, Portland, Portland Food Tours, Tour Reviews, Tours, Walking Tours

Portland’s Best Chocolate and Coffee Walking Tour

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11.Portland’s Best Chocolate and Coffee Walking Tour

Portland chocolate and coffee walking tour with Belgian-style tastings, local coffee stops, and a wine pairing in small groups for $69.

★ 5.0

“Such a fun tour! Kelly was fantastic and incredibly knowledgeable about the locations we visited as well as the city as a whole. Coffee was amazing at the two locations we stopped at, and the chocolate locations were fantastic - I’m still thinking about them! There are several restaurants I want to check out and…”

28 reviews2 hours 30 minutes (approx.)From $69.00by Around Portland Tours

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Walk With Ghosts in Portland - Price and timing: is $30 a good deal for this hour?
Ghost & Haunted Tours, Portland, Tour Reviews, Walking Tours

Walk With Ghosts in Portland

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12.Walk With Ghosts in Portland

Lantern-lit 60-minute ghost walk through Portland, ME’s landmarks and tunnels. Learn Civil War, fire, and mansion stories for $30.

★ 4.5

“We got lost on the way to the meet up spot. Completely GPS fault 😂. Hannah waited on us which was so sweet because it was cold and raining. With that being said it was cold and rainy and she did the tour with no complaints at all. I learned so much about the houses…”

25 reviewsFrom $30.00by Haunted History Tours

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Makers and Artisans of Portland Walking Tour - Price and value: what $55 buys you in Portland
Portland, Tour Reviews, Tours, Walking Tours

Makers and Artisans of Portland Walking Tour

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Macabre Ghost History of Portland, Oregon walking tour - Southeast Belmont Street: witch lore, sex-trade stories, and seances
Ghost & Haunted Tours, Historical Tours, Portland, Tour Reviews, Tours, Walking Tours

Macabre Ghost History of Portland, Oregon walking tour

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14.Macabre Ghost History of Portland, Oregon walking tour

A 90-minute Portland ghost-history walk from Revolution Hall to Lone Fir Cemetery, mixing witch lore, seances, and grim true stories for $34.

★ 4.5

“It was a great tour! I got to learn a lot about Portland in addition to the ghost & cemetery tour! I highly recommend this tour if you want to learn history AND have a spooky good time! The tour guide was also so kind and wonderful!”

11 reviews1 hour 30 minutes (approx.)From $34.00by Around Portland Tours

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Mississippi Avenue Walking Food Tour - The 1:00 pm walk-through pace and what to expect
Food, Food & Drink, Portland, Portland Food Tours, Tour Reviews, Tours, Walking Tours

Mississippi Avenue Walking Food Tour

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15.Mississippi Avenue Walking Food Tour

Guided Mississippi Avenue food tour: coffee, donuts, Cuban bites, a gift stop, and BBQ in 3 hours for $95 in Portland.

★ 5.0

“The tour visited some great restaurants. Danny was an excellent tour guide. He had a great understanding of the area and was very personable.”

11 reviews3 hours (approx.)From $95.00by Daniel G.

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