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3-8 hour tour options - 3 hours (WALKING) or 4 hours (DRIVING) being the standards
(​Special offers in Jan., Feb., May, Oct., & Dec.)
​
PortlandCityTour.com

Portland City Experience

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10:00AM or 2:00PM DAILY (WALKING) - 9AM or 2PM DAILY (DRIVING) - Custom departure times on request.
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Half-Day Public or Private Walking or Driving Tour - ​3+ hours (If you would like a PRIVATE ONLY tour, please request it during the booking process.) with options to extend with options or a multi-tour or multi-day itinerary.
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Authentic Portland (& FOOD) Experience
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Coffee Drinks + Snack Included on Walking Tour - Tailored to your taste

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MEETING LOCATION
From the massive urban forest to the tiniest park in the world, PORTLAND offers a huge variety of destinations within a surprisingly compact area. Organic coffee shops line the streets of ancient volcanoes and historic buildings nestle up against food-cart pods. Famous for its great beer and wine, the city also has become a center for serious dining on a reasonable budget.
WALKING TOUR DEPARTURE (MEETING) LOCATION @ 10AM or 2PM
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PIONEER COURTHOUSE (701 SW 6TH AVE.).--Pictured above and right) 
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FINAL ENDING LOCATION:
OLD TOWN (AT OR NEAR 3RD & NW. DAVIS--SOCIETY HOTEL)
DRIVING TOUR DEPARTURE (MEETING) LOCATION @ 9AM or 2PM
YOUR HOTEL OR DESIRED LOCATION

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FINAL ENDING LOCATION:
​YOUR HOTEL OR DESIRED LOCATION
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3-HOUR WALKING TOUR:
​1 guest: $135  |  2-4 guests: $190  |  5+ guests: $43 PER PERSON
BOOK WALKING TOUR
DRIVING TOUR - 4-HOUR OPTION:  
1-2 guest: $210  |  3-4 guests: $255  |  5+ guests: $60 PER PERSON
BOOK DRIVING TOUR
SEE BELOW FOR DETAILS
THIS PRIVATE OR PUBLIC TOUR INCLUDES:
  • Guide Phil Colby guiding urban adventurers along 3 city sextants highlighting the City of Rose's many charms, from iconic, idyllic city fountains to the more obscure and out-of-the-way pockets of cool. Why we're the City of Roses
  • Discovering hidden gems and gardens, historic landmarks, award winning restaurants, old-school hotels and taverns, oddball shops and warehouse galleries in some of the Pacific Northwest's most exciting neighborhoods.
  • Crossing bridges and time, wandering a Smithsonian-honored boulevard and be regaled with stories of Portland's storied past.
  • Dropping a few quarters into a vintage arcade, taking 5 in a classic diner or lounge, reveling in the views from the West Hills or opt for all of the above.
  • A warm welcome from the publican and locals, secret snack paired with a coffee  at one of our stops.​
  • Tailored suggestions of the best restaurants, pubs, events, and attractions for the rest of your trip
Whether you're looking for our classic driving tour (with 2-3 get out and walk around stops for 2-4 hours) or a leisurely walking tour for up to 3 hours, tread a measure with My Chauffeur and see Portland!

Please inquire about our walking tour inclusions.
Note: Items listed above are potential items on our itinerary and are either included or potentially included. We welcome requests for items of interest--to be certain they are included.
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Click for Zoom & Pano

Itinerary (Old Town & Chinatown)

What is “Portland”?
How was Portland named, how was Oregon named. See the Portland Penny, and hear the history of DT/Old-town Portland and why it has always been – and will always be – at the heart of Portland culture. Get the inside knowledge from your local expert guide on what makes it Portland.
Enjoy the Mighty Craic
Sit down with the locals in a coffeehouse or pub, enjoy drinks & learn what the “Mighty craic” is, do some crazy stuff and then turn the craic all the way up to 90!
Be Welcomed by Landlords at Family-Owned Locals
Visit Chinatown, the old North End and Burnside street, Portland's own Skid Road. Explore hidden gems frequented by in-the-know locals and take in the story of Portland & Portland's seedy past, discussing such subjects as 'blood money', 'white slavery', gambling & drug dens and Portland's notorious Crimping & Shanghaiing Trade & the infamous Portland Underground that survived from 1850-1941.  And discover why many a story, song, or poem has been dreamt up in these eerie recesses with ‘more dark corners than any medieval dungeon’.
Explore the Birthplace of Culture in Portland
​Walk through the historic area of Old Chinatown, Old Town, the Skidmore and Yamhill historic districts and hear why the town started in this area. Marvel at beautiful Victorian-era & industrial architecture.
Relax in a Proper Mariner Hotel
Sit down with the locals and finish the tour in a classic hotel from 1881 as a 'safe haven' for sailor's. And try a coffee with a recipe that dates back as well. Sample a secret snack and learn why the scouser Bunco Kelly made this area his usual stomping ground.
Advice and Support for the Rest of Your Trip
We like to stay in touch, so if there are any questions, big or small, for the rest of your trip, we’ll provide them over a coffee and we welcome you to message us post tour.
​Learn More.
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Questions? Ask PHIL!
BOOK IT

Read Reviews

Details - Walking Tour

3 hours
See adjacent for Driving Tour Rates
PRICING*
​(includes guide, coffee drinks and snack)
1 guest: 
$140

2-4 guests: 
$200

5+ guests: 
$50 PER PERSON


22+ guests
Inquire about rates

Children and adults are welcome to join the tour, however alcohol will only be served to guests over 21 (the U.S. legal drinking age). For groups of over 22 guests or any other requests, please email admin@tourportland.com
TIME
​10AM or 2PM Rain or Shine- Custom departure time may be available, please inquire.
MEETING POINT
PIONEER COURTHOUSE (701 SW 6TH AVE.).--Pictured above) (For driving tour--please see adjacent for meeting point)
AVAILABILITY
DAILY, year-round. Except Dec 25 & Jan 1
INCLUDED*
tour + coffee + snack for each participant
NOT INCLUDED​
Lunch or Dinner; transportation
*IMPORTANT NOTES: Pricing is based on 3 hours, coffee and snack for each participant. Restrictions may apply. Above pricing is not guaranteed and may not be accurate--Confirm Pricing HERE. ​
This is a walking or walking/public transport tour. ​Please inquire about other tour options and rates/availability for our driving tour option. Bring umbrellas and walking/rain shoes.
* Pricing is subject to change without notice. The following discounts may apply: Seniors - 20% off, after minimum tour requirement is met, Children 6-17 years - 50% off; Children 5 & under & Birthday person (Only valid once during week of Birthday) are FREE, after minimum tour requirement is met. For discounted or free services: vehicle minimum person costs (or a reduced discount) & maximum person capacity for your scheduled vehicle (if applicable) may apply, please inquire. Other restrictions may apply.  Code: Under18discount or B-daypersonfree).  Seniors and anyone receiving a discounted or the free B-day service may be required to show their I.D. to receive the discount.
BOOK WALKING TOUR

Details - Driving Tour

3-4 HOURS (+ OPTIONS)
See adjacent for Walking Tour Rates
PRICING*
​(includes vehicle & driver/ guide)
3 to 4 HOURS:  
$60 PER PERSON ESTIMATED
​Click HERE for pricing.
​
5-HOURS:  

​Click HERE for pricing.

6-HOURS:  
​Click HERE for pricing.

If persons are added to your tour (i.e. requested public tour) , pricing will reflect the reduced rate for the person # above. Children are welcome to join the tour, see below*.

For groups of over 21 guests or any other requests, please email admin@tourportland.com
TIME
​9AM or 2PM Rain or Shine- Custom departure time available on request, please inquire.
MEETING POINT
YOUR DT PORTLAND HOTEL OR DESIRED LOCATION (FOR DEPARTURES OUTSIDE OF DT PORTLAND, ADDITIONAL COST OR REDUCED TOUR TIME MAY APPLY.)
AVAILABILITY
DAILY, year-round. Except Dec 25 & Jan 1
INCLUDED*
tour + transportation + driver/guide
NOT INCLUDED​
Lunch or Dinner; potential admission fees
*IMPORTANT NOTES: Pricing is based on 3-4 hours. Restrictions may apply. Above pricing is not guaranteed and may not be accurate--Confirm Pricing HERE. ​
This is a sedan or van
 transport tour. ​Please inquire about other tour options and rates/availability for our walking tour option and tour bus options for LG groups. Bring umbrellas and walking/rain shoes.
* Pricing is subject to change without notice. The following discounts may apply: Seniors - 20% off, after minimum tour requirement is met, Children 6-17 years - 50% off; Children 5 & under & Birthday person (Only valid once during week of Birthday) are FREE, after minimum tour requirement is met. For discounted or free services: vehicle minimum person costs (or a reduced discount) & maximum person capacity for your scheduled vehicle (if applicable) may apply, please inquire. Other restrictions may apply.  Code: Under18discount or B-daypersonfree).  Seniors and anyone receiving a discounted or the free B-day service may be required to show their I.D. to receive the discount.
BOOK DRIVING TOUR
  • Click HERE to customize your DRIVING tour, learn more and for options.

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"Now Tread We a Measure With My Chauffeur!"

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  • Winery Tour
    • Winery Urban Tour
  • book now
  • Contact Us
  • Price Quote
  • Get Started