Private tour in Portland Damon K

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

5.0

(1) review

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Hours icon 2 hours
Walking
Private tour for 1-8 people
Your party size

1

Tour date
Start time
View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
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-
Hours icon 2 hours
Walking
Private tour for 1-8 people
Your party size

1

View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later

Damon K.

5.0

Guide rating

1

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Tours delivered

13 hrs

Avg. response time

Hello from beautiful Portland, Oregon! My name is Damon, and my passion is crafting engaging and highly personalized tours for discerning travelers who appreciate a relaxed pace, a broad knowledge base, and a talent for storytelling. For years, I've had the pleasure of being the go-to guide in this region for renowned travel organizations, and I have hosted guests from major cruise lines and travel platforms. This experience has given me a deep understanding of what makes a tour truly special, particularly for active seniors and retirees, though I am able to pivot to accommodate all age groups. I pride myself on creating journeys that are both informative and genuinely enjoyable. I believe the best travel memories come from unhurried exploration and authentic connection. I love sharing stories and conversations with my guests, and I take pride in tailoring the day to your interests. You'll travel in the comfort of a spacious, modern tour van, ensuring a smooth ride with great views, as we explore and I provide commentary. I look forward to showing you around!

Have a question or want to customize this tour? Message Damon K.

Overview of your Portland tour

Let's step into Portland’s wild past and uncover the stories that made this city famous for its eccentric spirit and rebellious heart. This walking tour begins in Old Town, where we pull up the cobblestones to reveal the ghosts of rough-and-tumble early Portland. Once a lawless frontier outpost, the city was rife with scandal, from the infamous Shanghai Tunnels and floating bordellos to political intrigue and legends that grew as tall as the trees. Along the way, I'll tell you why Portland earned the nickname “Little Beirut,” how an Oregon governor once funded a rock festival, and how the city’s Naked Bike Ride became an unexpected symbol of protest and peace. There is so much to share! I will lead you through hidden corners and historic landmarks, rooftop viewpoints, plazas steeped in history, and sites of scandal and mystery, all while sharing captivating stories of Portland’s colorful past and curious present.

Your Portland tour itinerary

We will start in the cafe of a historic hotel and take in the rooftop view. Then we'll tread a path through Old Town and beyond to discuss scandals of yesterday and today. Our journey will include a Voodoo doughnut shop stop for a taste of Portland's sweeter side.

Want to customize this tour?

Tell your guide which places matter to you, skip what doesn't, and tailor the experience for your group's needs. Not finding what you want? Message your guide to build something unique.

Transport details
Type: Walking

We will walk along city streets. There will be a few stairs.

What's included
Private Guide
Other: Voodoo Doughnut
Meeting location

203 Northwest 3rd Avenue, Suite 100, Portland, Oregon, 97209, United States

I will meet guests inside the cafe.

  • You can request a different meeting location (for example, your hotel) during the checkout process.
Other details
Tour categories
Night
History
Off The Beaten Path
Food And Drink
Tour reference number
1443359
Languages
English
Activity level
Light
5.0

Traveller reviews for this private tour in Portland

1 reviews

Frequently asked questions

Who is this private tour in Portland best suited for?

This private tour in Portland is perfect for those who are curious about the city's eccentric spirit and rebellious heart. If you're interested in uncovering the wild past of Portland, including its scandals, political intrigue, and unique cultural events like the Naked Bike Ride, this tour is for you. It's also ideal for travellers who want to connect with a local guide, Damon K., for deeper insights into the city's history and culture.

What should I bring or wear?

Can this private tour in Portland be customized to focus on what I want to see and skip places I've already visited?

How long is the tour, and can the start time or duration be adjusted?

Where does the tour start and end?

How much walking is involved, and is it suitable for kids, seniors, or travellers with mobility concerns?

What languages is this tour offered in?

What's included in this private tour, and what should I budget for separately?

Is this a private tour? What is the maximum group size and the starting price?

AI-generated. Please confirm details with your guide

-
Hours icon 2 hours
Walking
Private tour for 1-8 people
Your party size

1

Tour date
Start time
View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later
-
Hours icon 2 hours
Walking
Private tour for 1-8 people
Your party size

1

Tour date
Start time
View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later
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