15 Best Walking Tours In Portland

Food, Food & Drink, Portland, Portland Food Tours, Tour Reviews, Tours, Walking Tours

Portland’s Original Delicious Donut Adventure & Walking Food Tour

/ June 4, 2026

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.

A Walk Through Time Tour in Portland

/ June 4, 2026

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

“We had an amazing walking tour. Just enough information to digest. 100% recommend. The light rain made it even better.”

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

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Portland, Tour Reviews, Tours, Walking Tours

Intro to Portland Small Group Walking Tour

/ June 4, 2026

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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Ghost & Haunted Tours, Portland Oregon, Tour Reviews, Tours, Walking Tours

Portland: Ghosts, Poltergeists, and Psychopaths Walking Tour

/ June 4, 2026

4.Portland: Ghosts, Poltergeists, and Psychopaths Walking Tour

Lantern-led Portland ghost walk with 8 haunted downtown stops, Shanghai Tunnels history, and a final chat at Kell’s Irish Pub.

★ 4.5

“Brenden was amazing and very knowledgeable! Helped that he added his humor in with the tour in a very natural way!”

197 reviewsFrom $24by US Ghost Adventures

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Food, Food & Drink, Historical Tours, Portland, Tour Reviews, Tours, Walking Tours

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

/ June 4, 2026

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

“Although doughnuts are involved, there is also a lot of great information about Maine and Portland provided.”

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

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City Tours, Portland City & Sightseeing Tours, Portland Oregon, Tour Reviews, Tours, Walking Tours

Portland, Oregon: Soul of the City Walking Tour

/ June 4, 2026

6.Portland, Oregon: Soul of the City Walking Tour

Walk Portland’s downtown on the Soul of the City tour: parks, architecture, activists, Portlandia, and hidden sculptures in 2 hours.

★ 4.8

“Shannon led an excellent and informative tour, including unique stories and insights since she grew up in the city! A great way to understand Portland a little deeper; I would recommend.”

90 reviews2 hoursFrom $29by Around Portland Tours

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Portland, Portland Food Tours, Tour Reviews, Tours, Walking Tours

Portland Pizza Walking Tour: 4 Stops, Full Slice Each

/ June 4, 2026

7.Portland Pizza Walking Tour: 4 Stops, Full Slice Each

A 2-hour Portland pizza walking tour with four neighborhoods, four styles, and full slices at each stop, plus city recs.

★ 5.0

“My husband and I had so much fun on this pizza tour with Beau. He was very knowledgeable about all things Portland and the local food culture. It was just the two of us, and he personalized the tour to our liking. Beautiful weather for the the tour too! Great fun and food!”

58 reviews2 hours (approx.)From $75.00by AFK Food Tours

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Guided, Portland, Tour Reviews, Tours, Walking Tours

A Guided Walking Tour of Fabulous Downtown Portland, Oregon

/ June 4, 2026

8.A Guided Walking Tour of Fabulous Downtown Portland, Oregon

A 2-hour guided walk through downtown Portland’s top landmarks, public art, and waterfront, ending at Salmon Street Springs for $39.

★ 5.0

“Matt was an excellent tour guide. I enjoyed hearing the stories behind the architecture of the city. You could tell our tour guide was passionate about the city.”

32 reviewsFrom $39.00by Peak Tours and Transit

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Drinking Tours, Food & Drink, Portland, Portland Brewery, Beer & Pub Tours, Tour Reviews, Tours, Walking Tours

Portland Pubs Walking Beer Tour

/ June 4, 2026

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

“Very knowledgeable about the local beers, breweries history’s. Overall the beer production and companies in Maine. History of Portland was great too.”

29 reviewsFrom $102.00by Maine Brews Cruise

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Food, Food & Drink, Portland Food Tours, Portland Oregon, Tour Reviews, Tours, Walking Tours

Portland: Food Walking Tour

/ June 4, 2026

10.Portland: Food Walking Tour

A 3-hour Portland food cart walk from Pioneer Courthouse Square, with local stories, comedian-style guiding, and included tastings.

★ 4.8

“Our tour was at our pace so we never felt in a hurry giving us plenty of time to ask our questions and enjoy the selection of food selected for us by our guide. Must say we learnt so much about Portland in a short space of time, enjoyed some dishes never tried before and…”

29 reviews3.5 hoursFrom $128by Side Dish Mafia

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Coffee Experiences, Dessert Tours, Portland, Portland Food Tours, Tour Reviews, Tours, Walking Tours

Portland’s Best Chocolate and Coffee Walking Tour

/ June 4, 2026

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

“The chocolate and coffee walking tour was great! We sampled delicious, locally roasted coffees and some incredible chocolates. Azar’s and Roste were my favorite stops. And, it was a glorious fall afternoon to stroll through Portland.”

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

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Ghost & Haunted Tours, Portland, Tour Reviews, Walking Tours

Walk With Ghosts in Portland

/ June 5, 2026

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

“Sam, our tour guide, was great!! This tour is great for history lovers with overtones of an Interest in macabre. Good tour, even for families. While there are mentions of ghosts and other entities, there was equally stories of the history, destruction, and rebirth of the town.”

25 reviewsFrom $30.00by Haunted History Tours

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Portland, Tour Reviews, Tours, Walking Tours

Makers and Artisans of Portland Walking Tour

/ June 7, 2026

13.Makers and Artisans of Portland Walking Tour

Small-group Portland walk with maker culture stops at Cargo, Steven Smith Teamaker, and Coava, plus tasting moments and a $55 price.

★ 4.5

“Our tour guide Edwin, was super friendly and informative. He provided lots of recommendations. We enjoyed our conversations with him throughout the tour. We enjoyed the breweries we visited. The pizza was delicious, definitely recommend. Chuckanut was our favorite brewery that we visited. Try the Mexican Style Lager, or the Vienna Lager. :)”

14 reviews2 hours 15 minutes (approx.)From $55.00by Around Portland Tours

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Ghost & Haunted Tours, Historical Tours, Portland, Tour Reviews, Tours, Walking Tours

Macabre Ghost History of Portland, Oregon walking tour

/ June 9, 2026

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

“Learning of the history of prominent people and information not commonly known about Oregon and Portland.”

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

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Food, Food & Drink, Portland, Portland Food Tours, Tour Reviews, Tours, Walking Tours

Mississippi Avenue Walking Food Tour

/ June 9, 2026

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

“Danny was an excellent tour guide. I would definitely recommend this tour to anyone that is interested in learning more about the hidden little places in Portland.”

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

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