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.
Guided Portland donut walk with tastings at top shops, including Voodoo, plus downtown landmarks. About 2 hours, $69 per person.
Most Popular“Guide was informative and engaging! Donuts were all different and delicious. Enjoyable way to see the downtown area, get some history and exercise at the same time.”
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.
“Anne was very knowledgeable about history of Portland. The tour was informative and fun at the same time.”
Portland downtown small-group walking tour for $29: certified guide, South Park Blocks, Portland Building, and Pioneer Courthouse Square.
“Great tour of the falls. we were able to spend plenty of time at each location and our guide Ana was very informative about the history and geology of the Columbia gorge.”
Lantern-led Portland ghost walk with 8 haunted downtown stops, Shanghai Tunnels history, and a final chat at Kell’s Irish Pub.
“Victoria provided an amazing tour. You can tell she loves what she does”
A 2-hour Portland walking food tour with skip-the-line donuts, local storytelling, waterfront history, and six tastings plus coffee or water.
“Fun day learning about Portland and tasting wonderful donuts along the way!! We got the inside scoop on the area. Before we started exploring.”
Walk Portland’s downtown on the Soul of the City tour: parks, architecture, activists, Portlandia, and hidden sculptures in 2 hours.
“Kelly was an excellent guide. Although not a Portland native, she had embraced the City and was able to share its history and had many anecdotes all told through the lens of a Portland convert.”
A 2-hour Portland pizza walking tour with four neighborhoods, four styles, and full slices at each stop, plus city recs.
“This was a deliciously delightful tour. I enjoyed the food, the short walks and the conversation. Beau did a great job and we were fortunate enough to be the only folks booked for the day. My hubby LOVES pizza. LOL This was perfect.”
A 2-hour guided walk through downtown Portland’s top landmarks, public art, and waterfront, ending at Salmon Street Springs for $39.
“We are thrilled with accommodations that Viator was able to make due to last-minute, unpreventable airline issues. Viator focused on how us, enabling us to experience Portland firsthand in a unique way. We learned fascinating details about the city’s past and present.”
A small-group Portland beer tour hitting 3 breweries in 2.5 hours with minibus transit, guided tastings, snacks, and behind-the-scenes stops.
“Made new friends on the tour. It was a great experience, visited local breweries we would not have known about.”
A 3-hour Portland food cart walk from Pioneer Courthouse Square, with local stories, comedian-style guiding, and included tastings.
“David led a lively, fun tour with a LOT of great food from vendors and carts where he knew the stories behind the carts and the pods or the shops and the people in them. He also shared his tremendous knowledge of Portland -- history, society, current developments and quirky facts. My friends visiting from…”
Portland chocolate and coffee walking tour with Belgian-style tastings, local coffee stops, and a wine pairing in small groups for $69.
“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…”
Lantern-lit 60-minute ghost walk through Portland, ME’s landmarks and tunnels. Learn Civil War, fire, and mansion stories for $30.
“Our guide was super kind, incredibly knowledgeable, and a lot of fun! We had so much fun, learned a ton, and found it to be a great way to close out our trip!”
Small-group Portland walk with maker culture stops at Cargo, Steven Smith Teamaker, and Coava, plus tasting moments and a $55 price.
“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. :)”
A 90-minute Portland ghost-history walk from Revolution Hall to Lone Fir Cemetery, mixing witch lore, seances, and grim true stories for $34.
“Learning of the history of prominent people and information not commonly known about Oregon and Portland.”
Guided Mississippi Avenue food tour: coffee, donuts, Cuban bites, a gift stop, and BBQ in 3 hours for $95 in Portland.
“The tour visited some great restaurants. Danny was an excellent tour guide. He had a great understanding of the area and was very personable.”
Every corner of the region, and every way to see it.
