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Top Portland Historical & Heritage Tours

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14 Portland Historical & Heritage Tours

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Free Cancellation:Get a full refund up to 24 hours in advance on most experiences.See Details

Columbia Gorge Waterfalls and Wine: All-Inclusive Afternoon Tour from Portland

Experiences both Portland’s rugged outdoors and renowned wine scene on this 6-hour small-group tour. Visit the Columbia Gorge National Scenic Area where you see waterfalls, admire the Cascade Mountain Range, and look out for Bald Eagles and Osprey. Then explore Hood River with its lush forests and stop at a variety of boutique wineries to sample locally produced wines including the much talked about Oregon Pinot Noirs. Leave the logistic and driving to your guide while you relax, taste fantastic wines, and learn about Oregon’s natural beauty.
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  • 6 hours
  • Free Cancellation
From  
$149.00
From  
$149.00
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  • 6 hours
  • Free Cancellation

Best of Portland City Afternoon Tour

See the best Stumptown has to offer on a small-group tour of the city's top sights and attractions. Learn about local history, culture and everyday life while exploring downtown and its surrounds. Peruse the revamped Pearl District and visit Pioneer Square. Experience what makes Portland unique with stops at the International Portland Rose Garden, Pittock Mansion and Lan Su Chinese Garden. Walk away with a better appreciation for and knowledge of Oregon's largest city.
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  • 3 hours 30 minutes
  • Free Cancellation
From  
$65.00
From  
$65.00
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  • 3 hours 30 minutes
  • Free Cancellation

Portland Hop-On Hop-Off Tour with Gray Line

Explore Portland’s diverse cityscape on this hop-on hop-off sightseeing tour. With your 1- or 2-day trolley pass, create your own adventure with 13 possible stops, including the International Rose Test Garden, Powell’s Books and the Pearl District. En route, learn about the city’s history and culture from your expert guide.
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  • 2 hours
  • Free Cancellation
From  
$37.00
From  
$37.00
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  • 2 hours
  • Free Cancellation

Multnomah Falls and Columbia River Gorge Tour with Gray Line

This half-day excursion from Portland takes you through the splendor of the Columbia Gorge and the scenic Multnomah Falls area. Multiple stops allow you panoramic views of the Columbia River Valley and the Bonneville Dam, visits to stunning waterfalls, and a guided history of the Lewis and Clark trail.
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  • 4 hours 30 minutes
  • Free Cancellation
From  
$59.00
From  
$59.00
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  • 4 hours 30 minutes
  • Free Cancellation

A Drunk History of Portland

A hundred and fifty years before the craft beer revolution took hold, pioneers came out to the Oregon Territory from all over the world and brought their beer styles, brewing expertise and yeast cultures. Taste the beers and take in the sights of history in Beervana!
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  • 4 hours
  • Free Cancellation
From  
$89.00
From  
$89.00
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  • 4 hours
  • Free Cancellation

Discover Portland Half-Day Small-Group City Tour

On this 3.5-hour tour, you'll get a broad overview of the Central City. We'll make stops at Pittock Mansion, the International Rose Test Gardens, and the Portland Aerial Tram. At Pittock Mansion, you'll get pictures of the best views of the city, and the five stratovolcanoes that are visible on a clear day. You'll have plenty of time to smell the roses at the Rose City's most famous garden. You'll get another great view of the city riding the Portland Aerial Tram, at no additional charge (not running on Sundays). Your expert guide will provide background on the sites and city history, while navigating through city traffic, so you don't have to. You'll meander through all of the major neighborhoods of inner Portland on both sides of the river while gaining views of 14 of Bridgetown's 22 notable bridges. Your guide will return you to your departure location at the end of the tour. Book our Explore Columbia River Gorge Half-Day Small-Group Tour as well, and receive $10 cash back.
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  • 3 to 4 hours
  • Free Cancellation
From  
$65.00
From  
$65.00
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  • 3 to 4 hours
  • Free Cancellation

Best of the City Small Group Walking Tour

Want to see a bit of Portland and get some exercise while you're at it? Try a walking tour in the center of the city. You can choose from three tours based on your interests: the first covers the city's architecture and parks, the second focuses on the arts scene, and the third is dedicated to what makes Portland weird.
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  • 120 to 150 minutes
  • Free Cancellation
From  
$30.00
From  
$30.00
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  • 120 to 150 minutes
  • Free Cancellation

Portland Old Town Ghost Tour

Our expert local guides will take you past the modern identity of Portland back to a more dangerous era, where murders, kidnappings, and organized crime could be found behind most of the elegant storefronts of the city. Listen to stories taken straight out of the true history of the last 150 years, and watch for yourself as the spirits of the past can still be seen today.
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  • 1 hour
  • Free Cancellation
From  
$19.00
From  
$19.00
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  • 1 hour
  • Free Cancellation

Aerial Tram and Rooftop Tour

We will meet at Pioneer Square, and then head up to the aerial tram to see some captivating views of the city. After the tram we will head to two more rooftops to see Portland from some different angles. All transportation will be included in the price of the ticket. Transportation might be a sedan, van or public transportation.
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  • 2 to 3 hours
  • Free Cancellation
From  
$35.00
From  
$35.00
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  • 2 to 3 hours
  • Free Cancellation

Oregon Trail Experience

When visiting Portland, the city offers so many fun activities, but there’s also much to explore outside the City of Roses. This Oregon Trail Experience takes you by air-conditioned vehicle to three attractions near Oregon City, including Willamette Falls, the Oregon City Municipal Elevator, and the End of the Oregon Trail historical site.
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  • 4 hours
  • Free Cancellation
From  
$65.00
From  
$65.00
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  • 4 hours
  • Free Cancellation

Downtown Portland Coffee & Donut Tour

There’s more to coffee and donuts than you think! Visit several local craft coffee shops throughout Downtown Portland for an interactive look at what makes Portland crazy about coffee. You'll try at least three different types of coffee and plenty of donuts at a total of 4-5 different stops. Every stop we visit locally produces all of their food & drink items. We will bring you to authentic and off the beaten path spots that are frequented by locals!
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  • 2 hours 30 minutes
  • Free Cancellation
From  
$55.00
From  
$55.00
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  • 2 hours 30 minutes
  • Free Cancellation

The Ultimate Urban Portland, OR City Tour

Portland is a quirky city, so travelers that want to see the sights shouldn't miss an equally quirky sightseeing tour, in a one-of-a-kind electric tuk-tuk. Hop in your eco-friendly tour vehicle to explore the City of Roses—visit the best local spots, the city's favorite neighborhoods, and take in views of the Willamette River. From gardens and bookstores, to markets and museums, this tour will show you why Portland is one of America's most livable cities.
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  • 3 hours
  • Free Cancellation
From  
$59.36
From  
$59.36
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  • 3 hours
  • Free Cancellation

Shanghaied in Portland Walking Tour

We explore an era when Portland was the most dangerous seaport in the world - plus we explore the second largest collection of 19th Century Iron Front Buildings in North America. In the 1890's both the British and German governments threatened to boycott the port due to the many sailors and non-sailors Shanghaied out of the city - all with the tacit approval of city and state of Oregon business and political leaders.It seems everyone in the city participated in the crime, from the Mayor, the Chief of Police and the political boss of the city, Jonathon Bourne, to saloon owners, brothel madams and even judges in the courts of the city. Even Deputy U.S. Marshalls took part. It was a city organized to exploit and victimize sailors and anyone else caught up in the madness
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  • 1 hour 30 minutes
  • Free Cancellation
From  
$24.95
From  
$24.95
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  • 1 hour 30 minutes
  • Free Cancellation

Beyond Portlandia Bike Tour

Explore Portland like a local, WITH a local! Portland is so much more than Downtown and its kooky TV portrayal. Get to know OUR Portland, its strange, fascinating, and often troubled history, and check out the best off-the-beaten-path gems on this scenic 2 hour bike tour of NE & N Portland, the epicenter of Portland culture!
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  • 2 hours
  • Free Cancellation
From  
$49.00
From  
$49.00
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  • 2 hours
  • Free Cancellation


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(888) 651-9785
(888) 651-9785