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Top Oregon Cultural Tours

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Traveller favourite

Portland Hop-On Hop-Off Tour with Gray Line

Portland Hop-On Hop-Off Tour with Gray Line

star-4
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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  • Free Cancellation
  • Taking safety measures
From
US$37.95
From
US$37.95
Taking safety measures

A wonderful visit

Really liked the content of the entire tour. Great guide and every place you wanted to see was on this tour. So glad we chose the pink trolley.

Julie D, Sep 2019

22 Oregon Cultural Tours | All Oregon Tours

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Waterfall Zen: Hike the Columbia River Gorge Waterfalls

Waterfall Zen: Hike the Columbia River Gorge Waterfalls

star-5
The 80 miles of the Columbia River Gorge’s steep rocky sides offer some of the most spectacular scenery in the world: pounding waterfalls, eagles, century-old trees, ferns, flowers, ancient rocks. This half-day of exploring and meditating on wonders with very short hikes and visits to overlooks and vistas will have you gasping in awe. We'll visit waterfalls and overlooks, selected by our guides to include both the most iconic, like the unmissable Latourell Falls, a stunning plunge-style falls that is one of the most iconic in Oregon, and the special. Depending on weather conditions, this could include a few small hidden waterfalls and another spectacular plunge-style falls with columnar basalt. We'll also tell you stories, not just of the geology and botany and the oft-repeated tales of pioneers and road-builders, but also the old stories we've learned, of gods and animal spirits and the Beaver princess tragically turned into a waterfall.
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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
US$60.00
From
US$60.00
Taking safety measures

Portland, Oregon City Tour!

Portland, Oregon City Tour!

Come explore the unique history and diverse culture of the entertainingly eccentric city of Portland! Enjoy a fascinating and informative narration by your local guide, highlighting the colorful past and present of Portland’s many historic churches, diverse modern architectural wonders, abundant city parks, bountiful boutiques and world famous culinary hot spots.
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  • 3 to 4 hours
  • Free Cancellation
  • Taking safety measures
From
US$59.00
From
US$59.00
Taking safety measures

Craft Breweries of Portland Walking Tour

Craft Breweries of Portland Walking Tour

star-4.5
With more breweries than any other city in the US, Portland is a beer drinker’s dream. It can be hard to decide where to start, so this craft brewery tour takes you to a handful of the best on the city’s East Side, a neighborhood known for its innovation but off the radar of many tourists. Challenge your taste buds and find your new favorite brew, from West Coast IPAs to seasonal lagers and barrel-aged beers.
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  • 3 hours
  • Free Cancellation
From
US$54.49
From
US$54.49

Bike Around Portland: Bridges, Doughnuts, Poetry and Roses

Bike Around Portland: Bridges, Doughnuts, Poetry and Roses

star-5
It's all about the bike ride! We like to spend more time riding in small groups, but always stopping to smell the roses. Start in the inner Eastside neighborhoods, where we will safely fit you for a bike and helmet, ready for a sweet 9-11 mile ride through a pretty residential neighborhood, to our favorite rose garden, into an art-heavy industrial district, across the sexy Tilikum Bridge, and onto Portland's waterfront. From there, it's a visit to Old Town, and tell the story of Voodoo, before we head back over another bridge back to our shop! You'll visit a total of 5 of the city's quadrants, ride over two bridges, and along the Willamette River. We'll visit almost-secret beaches, read poetry written in sidewalks and rocks, see public art of every shape, color and texture. And have you tried some of the city's best doughnuts? Learn our favorites! All along the way, we'll tell the stories of the city we love. Bikes, helmets and water provided. Please wear masks for bike sizing.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
US$49.00
From
US$49.00
Taking safety measures

Portland's Best Chocolate Walking Tour

Portland's Best Chocolate Walking Tour

star-5
Portland's chocolate scene is overwhelming; let us navigate you through its origins, passionate makers, and diversity with this walking tour that delves into what some call "decadence" but we call "delight." Chocolate is a virtue! Our tour hits both the well-known highlights and some of the secrets of the chocolate scene, with a few surprises we don't want to give away. You'll taste chocolate in myriad forms and styles; think of it as a chocolate education. Trust that you will not leave the tour wanting! The tour in total is about 2.5 miles (4km), mostly flat walking, with several tastings of chocolate -- just the right amount so you'll have the opportunity to truly taste every bite! We keep groups very small, so you'll have an intimate experience with your enthusiastic guides. (Contact us for larger groups or private experiences; we are happy to accommodate!)
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  • 2 hours 30 minutes
  • Free Cancellation
From
US$54.49
From
US$54.49

Downtown Portland Bike Tour

Downtown Portland Bike Tour

star-5
Immerse yourself in the beauty and culture of central Portland as a local would—by bike. On this bike tour, ride through Portland’s historic west side, exploring art galleries, food carts, iconic breweries and 19th-century architecture. Then head to Waterfront Park for great river views and bridge spotting.
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  • 3 hours
  • Free Cancellation
From
US$50.26
From
US$50.26

Hike and Bike: Columbia River Gorge Hidden Waterfalls

Hike and Bike: Columbia River Gorge Hidden Waterfalls

star-5
Our tour provides the best of its category -- best bicycles, best guides, best vehicles, best snacks! We transport our guests and bikes in Mercedes Sprinters, and our guides ride with our very small groups. You'll get personal attention and the safest experience we can provide. Like no other active tour of the gorge, we tell the stories that are just beginning to awaken from this place. Beyond the 180 years of pioneers and loggers, before the century-old highway, this was the land of people with a rich mythology. We tell the stories that have been told to us by the indigenous people as best we can. But what's most important, we remember the long long history this place holds. Our tour also provides the most active hiking and visits waterfalls you will not see on other tours.
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  • 5 hours
  • Free Cancellation
From
US$85.00
From
US$85.00

Willamette Valley Character Winery Tour

Willamette Valley Character Winery Tour

star-5
We'll take you to 3-4 tasting rooms representing a variety of settings, wines, and personalities. Your wine industry-honed guide will introduce you to the Willamette Valley AVA while camaraderie develops among your small group. You will be wafted away to wine country while we provide you with background on the history, terroir, and character of Willamette Valley wine. Your guide will feel out the desires of your group in selecting among the 500 Willamette Valley wineries, and specific requests may be accommodated. We'll wander through the rolling hills of multiple Willamette Valley sub-AVAs, passing through charming little villages, while making stops at some of the most unique boutique wineries. You'll visit vineyards and tasting rooms that stand out, not only for the views and the character of their wine, but the intriguing personalities (both human and canine) involved. Lunch is included, tasting fees are not.
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  • 7 to 8 hours
  • Free Cancellation
  • Taking safety measures
From
US$145.00
From
US$145.00
Taking safety measures

Parkdale Excursion Mt. Hood Railroad

Parkdale Excursion Mt. Hood Railroad

star-2.5
Enjoy a slice of Oregon scenery on a train ride from Hood River to Parkdale aboard the Mt. Hood Railroad. You'll journey past vineyards, orchards, and woodlands, admiring fruit blossoms, vivid greenery, or autumn colors, depending on the season. When you get to Parkdale, you have 45 minutes to visit the Hutson Museum before the return ride to Hood River.
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  • 4 hours
  • Free Cancellation
From
US$35.90
From
US$35.90

Food Carts of Portland Bike Tour: local flavors and stories

Food Carts of Portland Bike Tour: local flavors and stories

star-5
Portland’s famous food carts are scattered all over the city's five (now six) quadrants, over 600 in total, in over 60 pods — collections of food carts! Let us put you on one of our lightweight, beautiful bicycles and guide you on a 8-12 mile (11-17 km) culinary experience through some of our best-loved chefs and makers, sampling everything from Oregon farm-to-table delights to snacks appropriate to late-night cravings. Our focus is on locally-owned businesses with a great story; we’ll take you to our favorites, many of which were important in creating the food cart scene as it exists today. Without these unique and passionate people, we may not have even half of what Portland offers to residents and guests alike. Expect flavors and fusions that tell not only a culinary, but also a cultural, tale. Bikes, helmets and plentiful food samples provided. We keep groups very small, so you'll have an intimate experience with your passionate guides!
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  • 3 to 4 hours
  • Free Cancellation
From
US$76.93
From
US$76.93

The Portland Insider: Pearl District

The Portland Insider: Pearl District

Carved out of an old warehouse district in the 90s this neighborhood highlights the best that the city has to offer. With a wide variety of architecture, coffee shops, trendy restaurants and some of the best breweries in the world, this walk makes it easy to see what makes Portland so great.
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  • 2 hours
  • Free Cancellation
From
US$25.65
From
US$25.65

Urban Street Art Tour

Urban Street Art Tour

On this 3.5 hour walking/driving tour we will visit many of the amazing pieces of urban street art that can be found in Eugene!
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  • 3 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
US$60.00
From
US$60.00
Taking safety measures

The Portland Insider: Bridges and Waterfront

The Portland Insider: Bridges and Waterfront

An up-close and personal introduction to the mighty Willamette River cutting through the center of the city. You'll get right up to the water's edge and cross the historic Steel and Burnside Bridges that offer panoramic views of Old Town and the West Hills.
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  • 2 hours
  • Free Cancellation
From
US$25.65
From
US$25.65

The best of Portland walking tour

The best of Portland walking tour

Together with the professional guide, you will visit the most charming places in the city. You will have a chance to explore the city, while hearing fascinating facts and legends. Did you know that Portland has the most breweries than any other city and its name was decided by a flip of a coin? Why is it considered a paradise for eco-friendly and vegetarian residents? You will be surprised how many stories are hidden in the streets, buildings and corners of Portland. Your charming guide will tell you what is special and unique about living in this city. Perfect for those who are visiting the city for the first time and want to get the most of it!
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  • 2 hours
  • Taking safety measures
From
US$482.31
per group
From
US$482.31
per group
Taking safety measures

Romantic tour in Portland

Romantic tour in Portland

An exclusive tour for all the romantics of the world! Together with the professional local guide, you will visit the most romantic places in the city. Portland is not only an environment-friendly city and a cultural hotspot, but also home to many breathtaking gardens and parks. You will feel spellbound in a charming atmosphere. What is considered as one of the best places to have a date in the city? Where can you make lovely photos? You will be surprised how many historical love stories are hidden in the streets, buildings, parks of the city. From heartbreaking and tragic, to the hilarious or spicy ones. What is the strange and fateful story of Mortimer Stump’s love that is connected to the haunting ,,Witch’s Castle”? This tour is especially recommended in the Saint Valentine period!
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  • 2 hours
  • Taking safety measures
From
US$482.31
per group
From
US$482.31
per group
Taking safety measures

Private Morning Best of Portland City Tour

Private Morning Best of Portland City Tour

More than just a basic city tour, Portland City Tour will reveal the laid-back small city feel of this fun and thriving downtown. Not only will you experience the best Portland sites, including Pioneer Courthouse Square, Pittock Mansion, Lan Su Chinese Gardens and the International Rose Test Garden, but you will also find out what makes the citizens of Portland so colorful, and learn the cultural history of this unique Pacific Northwest city. Today the 26th largest city in the US is known as one of the world’s most environmentally conscious cities: a hub for farm-to-table eateries, alternative lifestyles, a large community of cyclists, and high walkability. Our tour will take you into the heart of the city where you will experience what makes the City of Roses so unique. Hundreds of food carts, the world’s largest independent bookstore, and a huge urban forest are just a few points of interest that you will encounter.
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  • 3 hours 30 minutes
  • Free Cancellation
From
US$130.00
Price varies by group size
From
US$130.00
Price varies by group size

VIP Oregon Coast Jeep Tour of Max of 4 from Portland Day Trip

VIP Oregon Coast Jeep Tour of Max of 4 from Portland Day Trip

Are you only in The Portland Area for a limited amount of time, and would like to escape the city to see one of America's most beautiful Coastlines. This tour takes you through the beautiful evergreens of Oregon, and back through Washington State. You will travel in a jeep, with no more than 4 guest.Your guide is a proffessional photographer is former history teacher. If you are a Goonies fan you will particually love this trip as you will see many of the icon locations of the film, as well as other movie locations. The journey also includes some Lewis and Clark historical stops.
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  • 8 to 10 hours
  • Free Cancellation
  • Taking safety measures
From
US$1,000.00
per group
From
US$1,000.00
per group
Taking safety measures

VW Bus Portland Tour

VW Bus Portland Tour

star-3
We will experience local Portland culture together as I drive you and your guests around in a classic 1971 VW Bus The Tour group size is intimate and the locations we go to give you a true feel of the Portland Culture We will travel to 3-4 distinct local spots as well as several unique districts. You will have the opportunity to sip a variety of craft beer as well as pop into some of the best shops in the Hawthorne District. You and your fellow travelers will trade stories and laugh as the VW Bus whisks you around town. The tour encompasses a wide swath of what makes Portland Unique, the neighborhood culture, the craft beer, unique shops, the tasty food, incredible parks as well as the niche architecture. You won't just see Portland, you'll experience it!
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  • 3 hours
  • Free Cancellation
From
US$88.00
From
US$88.00

Pink Trolley City Tour of Portland - 10am

Pink Trolley City Tour of Portland - 10am

The trolley tour is a two-hour, fully narrated City Tour featuring our famed open air Pink Trolleys. This tour includes a 30 minute stop at Portland’s world famous Rose Test Gardens. The tour also includes the waterfront neighborhoods, city center landmarks, a scenic drive through Washington Park and Hoyt Arboretum, and Portland’s Northwest neighborhoods, including the Pearl District
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
US$29.00
From
US$29.00
Taking safety measures

Columbia River Gorge & Falls Tour

Columbia River Gorge & Falls Tour

Gray Line of Portland has designed a 3.5 hour tour of the world famous Columbia River Gorge that includes both the Washington and Oregon side of the "River of the West" and the many highlights of this National Scenic Area. This tour includes several photo stops that are accessible regardless of attraction closures and will take you further than previously operated tours. Your driver/guide will provide full narration throughout the tour to make sure your experience is complete. Our motorcoach features large picture windows and all contact surfaces are cleaned before and after each tour. Until further notice we will be practicing social distancing by using every other row in our motorcoaches resulting in approximately 6 feet of distance between guests.
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  • 3 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
US$59.00
From
US$59.00
Taking safety measures

Pink Trolley City Tour of Portland - 1pm

Pink Trolley City Tour of Portland - 1pm

The trolley tour is a two-hour, fully narrated City Tour featuring our famed open air Pink Trolleys. This tour includes a 30 minute stop at Portland’s world famous Rose Test Gardens. The tour also includes the waterfront neighborhoods, city center landmarks, a scenic drive through Washington Park and Hoyt Arboretum, and Portland’s Northwest neighborhoods, including the Pearl District.
More
  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
US$29.00
From
US$29.00
Taking safety measures

Frequently Asked Questions

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
Q:
What are the best Cultural Tours in Oregon?
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