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    5. Weird, Wild & Wicked: Portland Walking Tour for the Scandal-Curious
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    Weird, Wild & Wicked: Portland Walking Tour for the Scandal-Curious

    Uncover Portland’s mischief and mystery on a 2-hour walk; recommended for ages 17+

    From$36

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    Discover what we've curated for you

    Duration

    2 Hours

    Includes

    Local guide, Stories, Doughnut stop

    Highlights

    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.

    • Explore Old Town and downtown sites tied to scandal and mystery
    • Hear about the Shanghai Tunnels, floating bordellos, and political intrigue
    • Learn why Portland is nicknamed "Little Beirut"
    • Enjoy rooftop viewpoints, murals, plazas, and hidden corners
    • Savor a stop for an iconic Voodoo Doughnut
    • Walk about 1.5 miles with water and restroom stops

    What's Included

    • Local, professional tour guide
    • Stories of Portland's famous and infamous characters
    • Visit to the iconic Voodoo Doughnuts

    Things to know

    Recommended for ages 17+. The walk covers about 1.5 miles through downtown. The itinerary may change due to weather, closures, or other conditions.

    Cancellation policy

    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.

    Meeting location

    The Society Cafe, 203 NW 3rd Ave Suite 100, Portland, OR 97209

    Experience provided by Peak Tours and Transit, LLC
    Experience provided by Peak Tours and Transit, LLC

    How can we help?

    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

    Call or text (650) 414-7338

    Reference #J2TA49

    Guest

    $36.58

    0

    Why book through Greetwell?

    • Greetwell Approved

      This experience meets our quality and safety standards

    • Includes Concierge Support

      Our team is here to help with questions, timing, or special requests

    • Flexible Cancellation

      Plans change? Most experiences offer flexible cancellation

    5.0 stars• 78 reviews

    Review summary

    5.0
    Excellent
    78 reviews•Google Maps

    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.

    What people are saying

    Review 1 of 5
    5/5

    We had a great tour of Portland today.

    Photo of Nick Milton

    Nick Milton

    February 2, 2026

    Review 1 of 1
    5/5

    We had a great tour of Portland today.

    Photo of Nick Milton

    Nick Milton

    February 2, 2026

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