3-8 hour DRIVING tour options (4 hours being the standard)
(Special offers in Jan., Feb., May, Oct., & Dec.)
PortlandCityTour.com
(Special offers in Jan., Feb., May, Oct., & Dec.)
PortlandCityTour.com
Portland City Experience
A Driving and/or Walking Tour
Authentic Portland (& FOOD) Experience
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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.
DRIVING TOUR DEPARTURE (MEETING) LOCATION @ 9AM or 2PM or Custom Time
YOUR HOTEL OR DESIRED LOCATION
FINAL ENDING LOCATION:
YOUR HOTEL OR DESIRED LOCATION
YOUR HOTEL OR DESIRED LOCATION
FINAL ENDING LOCATION:
YOUR HOTEL OR DESIRED LOCATION
WALKING/ GUIDED TOUR -
Walk the Pearl District and Downtown/ Old-town The Introductory cost on this walking tour is: "FREE"... However, an automatic 20% Guide gratuity would apply, which is $17 per person, $68 minimum. An additional $2.50/person would apply, in case we take the bus to one of our destinations. This daytime "FREE" tour is offered Tuesdays, Wednesdays and Thursdays only. Start time is anywhere between 11AM and 3 to 4PM, In the middle of winter, we like to start by 2PM, and end before it's dark. For Friday through Monday tours, the regular rate applies. See below for regular rate and discount. Since this is an introductory tour, it may not be perfect, but you know your guide will give 100%. On this walking tour, we will point out some sights and give some history of the Pearl District, Old-town and downtown, while going from Place to Place. SPECIAL NOTES: This tour is PRE-PAID, before the start of your tour. Pre-payment required. If it looks like it's raining, bring boots and your umbrella! Please inquire about this new exciting walking City tour. It will be ready-to-go by mid-October, 2022. ENTER CODE: "free"walkingcitytour |
DRIVING OR DRIVING/ WALKING* GUIDED TOUR -
(*Note: You May Request A Driving And Walking Option* If Desired) 3 to 4-HOUR OPTION: (STANDARD) 1 - 4 guests: $341 (click here for details) | 5+ guests: PLEASE INQUIRE, or go to $$$. 5-HOUR OPTION: 1 - 4 guests: $404 (click here for details) | 5+ guests: PLEASE INQUIRE, or go to $$$. 6-HOUR OPTION: 1 - 4 guests: $488 (click here for details) | 5+ guests: PLEASE INQUIRE, or go to $$$. On this driving tour, we will point out some sights and give some history of the district we are in, and the different locations, while going from Place to Place. |
SEE BELOW FOR DETAILS
*DRINKS & SNACK INCLUDED IN WALKING TOUR PRICING ONLY, UNLESS OTHERWISE INDICATED.
SEE BELOW FOR DETAILS
REGULAR RATE: *3-HOUR WALKING TOUR:
1 - 2 guests: $256 | 3 - 4 guests: $300 | 5+ guests: PLEASE INQUIRE, OR SEE BELOW.
SEE BELOW FOR DETAILS
REGULAR RATE: *3-HOUR WALKING TOUR:
1 - 2 guests: $256 | 3 - 4 guests: $300 | 5+ guests: PLEASE INQUIRE, OR SEE BELOW.
*For the driving and walking option, we recommend an additional 1-2 hours tour time, otherwise we will fit in as many sights as we can within the allotted time.

CLICK FOR DETAILS
THIS PRIVATE OR PUBLIC TOUR INCLUDES:
- Guide Phil Colby guiding urban adventurers along 2-3 city quadrants 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, 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
- Masks are required inside our vehicles.
ON THIS TOUR, we offer 3 options:
- Driving Only (Default; Downtown/ Old-Town; Pearl District; Washington Park and/or Pittock Mansion and special requests, as time allows) - 4 hours*
- Driving & Walking (We will see (#1 above), + walking throughout downtown/old-town.) Recommended 1-2 hours extra, otherwise, we will see as much as we can in the allotted time.) - 4-6 hours*
- Walking Only (Downtown/ Old-Town or Downtown/ Up-Town (Pearl) Only**) - 2-4 hours*. For the Walking Tour, see HERE.
**We will branch-off before we hit the old-town (if time allows) and take a short bus ride the affluent Up-Town to the Pearl District, if desired. Even though the old-town is somewhat down-trodden with homeless around (prepare for it), we recommend the old-town area for its historical aspects.
Whether you're looking for our classic driving tour (with 2-3 get out and walk around stops for UP TO 4 hours), a combination driving/walking tour or a leisurely walking tour for about 3 hours, tread we a measure with My Chauffeur and see Portland!
Please inquire about our tour inclusions.
Note: Items listed above are potential items on our itinerary and are either included or potentially included. We welcome pre-trip requests for items of interest--to be certain they are included. All meals, snacks and beverages are additional cost, unless indicated otherwise.
Photo: Author: Cacophony
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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
Drive or 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.
Please inquire about our tour inclusions.
Note: Items listed above are potential items on our itinerary and are either included or potentially included. We welcome pre-trip requests for items of interest--to be certain they are included. All snacks and beverages are additional cost, unless indicated otherwise.
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
Drive or 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.
Please inquire about our tour inclusions.
Note: Items listed above are potential items on our itinerary and are either included or potentially included. We welcome pre-trip requests for items of interest--to be certain they are included. All snacks and beverages are additional cost, unless indicated otherwise.
Details - Driving Tour
3-8 HOURS (+ OPTIONS)
Median Pricing (Private Tour)
PRICING*
(includes vehicle & driver/ guide) |
3 to 4 HOURS:
$60 PER PERSON ESTIMATED Click HERE for QUOTE. 5+ HOURS: Click HERE for QUOTE. 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 attendees or any other requests, please email admin@tourportland.com |
TIME
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9AM or 2PM Rain or Shine- Custom departure time available on request, please inquire.
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MEETING POINT
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YOUR DT PORTLAND HOTEL OR DESIRED LOCATION (FOR DEPARTURES OUTSIDE OF DT PORTLAND, ADDITIONAL COST OR REDUCED TOUR TIME MAY APPLY.)
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AVAILABILITY
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DAILY, year-round. Except Dec 25 & Jan 1
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INCLUDED*
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tour + transportation + driver/guide
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NOT INCLUDED
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Lunch or Dinner; potential admission fees
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*IMPORTANT NOTES: Pricing is based on 3-8 hours. Restrictions may apply. Above pricing is in the median range and is estimated, and may not be accurate--Confirm Pricing HERE.
This is a sedan or van/shuttle bus 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.
This is a sedan or van/shuttle bus 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.
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Be Treated Like Royalty...With Special Personalized Attention From Your Chauffeur.
"Now Tread We a Measure With My Chauffeur!"
"Now Tread We a Measure With My Chauffeur!"
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