Uncover Portland’s mischief and mystery on a 2-hour walk; recommended for ages 17+
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2 Hours
Local guide, Stories, Doughnut stop
Step into Portland’s wild past on a 2-hour walking tour through Old Town and downtown. Uncover tales of scandal, mischief, and the eccentric spirit that shaped the city as you visit murals, plazas, and viewpoints.
Recommended for ages 17+. The walk covers about 1.5 miles through downtown. The itinerary may change due to weather, closures, or other conditions.
Full refunds are available for cancellations made more than 30 days before your tour date. Bookings made or canceled within 30 days are non-refundable. If the operator cancels due to weather, public health, or other unforeseen circumstances, you will receive a 100% refund.
The Society Cafe, 203 NW 3rd Ave Suite 100, Portland, OR 97209
Peak Tours delivers consistently excellent Portland experiences thanks to their passionate guides, particularly Eric and Damon. Both come across as genuine Portland enthusiasts who bring the city's history and culture to life with engaging storytelling rather than dry facts. Guests repeatedly mention how knowledgeable these guides are, covering everything from historical developments to the current food scene, all delivered in an entertaining, accessible way. The tours strike a nice balance between riding and walking, with stops for photos and closer exploration at key spots. What really stands out is how personalized the experience feels, even in small groups. The guides adapt to guest interests, offer local recommendations, and create a relaxed atmosphere that makes the tours feel more like exploring with a friend than following a script. Several reviewers mention getting a solid overview that helped them decide where to spend more time later. Beyond city tours, they also handle waterfall excursions and private transportation for events, with that same attention to detail and flexibility that guests appreciate.
We had a great tour of Portland today.
Nick Milton
February 2, 2026
We had a great tour of Portland today.
Nick Milton
February 2, 2026