Explore the city's deep, dark underbelly
Key Details
2 hours
Mobile Voucher Accepted
Printed Voucher Accepted
Live Guide

Select date and participants:


What You'll Do
  • Take a walk through Portland's subterranean past, and learn the truth about the Shanghai Tunnels
  • Experience the remains of the city’s physical underground
  • Delve into Portland’s shameful past of sex and ethnic crimes, gambling, and corruption
Experience the bad side of Portland on a guided walk. Learn about all the terrible, horrible, no good, very bad, seedy, seamy, and sinful things of the city’s past – and present. Head into the physical underground and learn about the Shanghai Tunnels.
What to Expect
The sins of Portland's past are exposed on this tour of Old Town and Chinatown. You’ll walk through the remains of the city’s physical underground and learn about the underground subcultures of the city's sordid history.

This 2-hour guided walk is a treat for lovers of all things sinister and is a no-holds-barred excursion into the worst Portland has to offer.

The tour has been recently revamped to include a recently excavated subterranean area and new investigations into the worst of the illicit, naughty, bawdy, corrupt, and shady activities of Portland's past.

After you’ve walked along the city’s streets for the first part of the tour you’ll get a flashlight and head under the historic Merchant Hotel. This area once led to the legendary Shanghai Tunnels. If you want to discover the true story behind what is now called shanghaiing, you've come to the right place!

Your guide will also take you to dozens of other somber monuments of Portland’s shameful past of sex, ethnic crimes, gambling, corruption, and more.
What's Included
  • Guided walking tour
Cancellation Policy
Cancel up to 1 day in advance for a full refund
Meeting Point

Meet your tour group from inside the Merchant Hotel at 131 NW 2nd Ave. (Open in Google Maps)

Know Before You Go
Please dress for the Oregon weather as most of this tour is above ground and streetside. Comfortable walking shoes are recommended. Tours operate on time, rain or shine!

From £18.83 per person

Book now
Our promise to you
  • Speedy booking and reserved spots
  • No-hassle best price guarantee
What Other People Are Saying (1 Review)

Organized by

Portland Walking Tours

Product ID: 37829