Portland Walking Tours - Get Inside Portland!

portland walking tours guide


The Portland Walking Tours is one of the many fun things to do in Portland. They offer seven different tours of the city and are 
definitely experts in their field of Portland tourism.

My son and I recently took their "Underground Portland" tour, which delves into the sub-cultures of the city, looking at the underhanded and not-so-cheery side. From crooked cops to the infamous "Crimpers," who would trick unsuspecting men (and sometimes women!) into hard labor on sailing ships coming in and out of Portland, this tour was fun and enlightening.

That's just the tip of the fascinating iceberg.

We thought about taking the “Best of Portland” tour, which covers more standard (for lack of a better word) history and insights of Portland, Oregon (with some surprises thrown in that even I didn't know about!), but settled on something we figured would tell us things that the history books simply do not. We weren't disappointed!

Our Portland Walking Tours guide for the day, Elizabeth, led us through the streets of the Rose City, in and out of various establishments, all the while telling us about racism, prostitution houses, and underground tunnels, with a cheerful demeanor all her own. She was wonderful.

I do not want to give it all away (because experiencing it is most of the fun!), so I will give a big thumbs up to the “Underground Portland” tour. 

gambling machine portland

If you'd like to see various video clips for our time downtown (it was a gorgeous day in the mid-70's. Just sayin'! Hehe!), click the Portland Walking Tours playlist on my Loving On Portland YouTube channel. These videos will offer you a taste of where we went and what we did.

I suspect that we will, eventually, end up taking all the tours offered. Telling you all about Portland is my biz, so knowing everything I can about my particular niche is pretty important!

Portland Walking Tours has won many awards and has gotten a very healthy dose of media coverage throughout the years.

From those of us who have taken a tour or seven, TripAdvisor has accumulated hundreds of reviews, putting the PWT's at the top of the heap. There are always going to be those who would complain if they were hung with a new rope, so keep that in mind when looking through those reviews. Some people just refuse to be pleased.

In fact, on our Portland Underground tour, there happened to be one lady who complained almost the entire two hours. Want to know what she found so bothersome? ALL THE WALKING! Really?? Maybe she failed to notice the “Walking” part of Portland Walking Tours! It wasn't bad at all, if you ask me and I'm not exactly a spring chicken! Anyway, back to the story.... ;)

underground tour portland

One of the highlights of this particular Portland Oregon tour for me was entering through Old Town Pizza, located at 226 NW Davis (where the Underground Tour begins and ends) and taking the stairs down under the establishment into what was once the Portland Shanghai Tunnels.

Many of you may think you know about the much-talked-about Shanghai Tunnels of Portland and the eye-popping history of what went on there, but, unless you know the truth rather than the myths, you'll be surprised. It's not the shocking mystery that some people make it out to be. This is one instance where truth is not stranger than fiction, albeit still amazing that things like that actually happened.

shanghai tunnels portland

If you've never heard the myths surrounding these Portland underground tunnels, hop over to my Shanghai Tunnels web page. Then, take the Underground Tour for, as famous radio newsman, Paul Harvey, used to say, “the rest of the story.”

If you're looking into an even spookier Portland tour, opt for Beyond Bizarre, where you'll be geared-up for a ghost hunt.

walking tours portland

For cheerier and more delicious choices, sign up for either the Epicurean Tour or Flavor Street. One will treat you to the many Portland culinary delights and the other introduces you to some of the more than 700+ Portland food carts.

Finally, indulge yourself in the world of chocolate on the Chocolate Decadence Tour (so much chocolate surrounding you, you'll think you died and went to Willy Wonka's Chocolate Factory!) or take in the beauty and hear about fun facts and secrets of the famous Portland Rose Garden with Roses Gone Wild.

Whichever of the Walking Tours you decide on (I suggest you eventually do them all!), I believe you'll have a really enjoyable time.

Find out more at the Portland Walking Tour web site.

I'd love to hear about your own experience on any of Portland Walking Tours you've been on. Use the form below and share which one(s) you took, what you saw and did, and if what the time was like.

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