Top Portland Cultural Tours

Escape the hustle and bustle of the city for the day on this guided tour to Multnomah Falls and the Columbia River Gorge Waterfalls. Travel along the historic Columbia River Highway National Scenic Byway and stop at the magnificent falls of Multnomah, Latourell, and Bridal Veil.

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.

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.

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.

Experience the best of Willamette Valley wine country on a guided wine-tasting tour from Portland. With a small group of fellow wine lovers, spend half a day visiting three handpicked wineries such as Colene Clemens Vineyards and Montinore Estate. Meet local vintners and sample award-winning varietals while marveling at Oregon’s stunning countryside.

Explore Oregon’s rocky northern coastline on this scenic full-day trip from Portland. Travel the picturesque US Hwy 101 through quaint beach towns, stopping in Cannon Beach, Ecola State Park, and Oswald West State Park. Spend a luxurious day enjoying panoramic coastal views, geological wonders, and wind-swept beaches.

Species seen nowhere else in the world, dramatic basalt lava flows nearly a mile deep, and some of the world’s most beautiful waterfalls are a few of the sights that await you on this tour. Come experience the grandeur of the Columbia River Gorge, one of the United States’ most photographed Natural Scenic Reserves. We will drive along the oldest scenic highway in the US, stopping at sweeping viewpoints, flowing falls, a historic lodge, and the famed Bonneville Dam Sturgeon viewing center.

Escape the city for an afternoon exploring some of greater Portland's most scenic falls. Set out to see Multnomah Falls as well as other falls along the Columbia River Gorge, home to the largest concentration of waterfalls in the country. Take plenty of pics of the cascading waters or simply bask in their beauty. You'll enjoy incredible panoramic views from the Crown Point Vista House while an expert guide fills you and your group in on local flora, fauna and history.

Upon arriving in Portland International Airport, avoid lugging around your baggage and waiting in line for a taxi. Book this private airport transfer and get to your destination quickly and in comfort. Transfer is available to your hotel in Portland, Beaverton, Lake Oswego or Tigard.

Immerse yourself in the beauty and bounty of Willamette Valley wine country on this full-day tour from Portland. Perfect for all level of wine enthusiast – from newcomers to connoisseurs – this 7.5-hour trip offers the insight of expertly trained guides and visits to 3-5 vineyards to sample unique varietals including renowned pinots, chardonnays and rieslings. Tasting fees are not included.

Immerse yourself in the beauty of Columbia River Gorge on this full-day trip from Portland to Mount Hood! With your small group, take a guided tour of such iconic Oregon destinations as Multnomah Falls and the famous Timberline Lodge, and enjoy lunch in the charming city of Hood River.

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.

It's all about the bike ride! We like to spend more time riding in the neighborhoods Portlanders love, but always stopping to smell the roses. Start in the inner Eastside, where we will safely fit you for a bike and helmet, ready for a sweet 8-11 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 trip along the edge of downtown and more stories, before we head over another bridge back to our shop! You'll visit most 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 or ice cream? We’ll tell you our favorites! All along the way, we'll tell the stories of the city we love. Bikes, helmets and water provided.

Our tour provides the best of its category -- best bicycles, best guides, best vehicles, best stories! We transport our guests and bikes in Mercedes Sprinters, and our guides ride with our very small groups. You'll get the safest and most comfortable 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. You'll visit waterfalls you will not see on other tours, with engaged hiking and a leisurely approach to the tour itinerary. We want you to enjoy yourself -- whether you are traveling alone or with a big group. (We can accomodate much bigger groups traveling together, please reach out!)

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.

Winery hop through the Willamette Valley, known for its Pinots, with this small-group tour. You will visit three different tasting rooms where you’ll get the chance to sample wine safely, without having to worry about driving. You’ll also stop for lunch along the way, included in the price of the tour.

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!

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.

Tour Portland in an open-air pink trolley on this afternoon tour. You'll travel through downtown, along the Willamette River waterfront, and up through lush Washington Park. You'll also get the chance to stop for a half-hour visit to the International Rose Test Garden, which offers scenic views of downtown Portland from amidst thousands of rose bushes.

Portland's street art culture is older than any of us, but until the past decade, the culture was a shadowy one. Thanks to support from a strong collective of street artists, the inner Eastside is the heart of the intense, passionate street art scene. Start in that heart, where we will safely fit you for a bike and helmet, ready for a sweet 6-8 mile/10-13 km ride to visit some of the oldest art forms and canvases (wheat paste and an incredible user-created skate park) and some of the newest (cool spray paint styles and brand-new buildings made for art). You'll learn about graffiti culture and some of our long-time favorite artists and the city's newest darlings, visit cool old import shops filled with art inside and out, learn how the art culture is connected to the protest scene, stop for a special treat, and leave with our recipe for wheat paste and a phone packed with vibrant photos! Bikes, helmets and water provided.

On this weird and wonderful tour of Portland you will go to all that is uniquely Portland. This tour is a Solo Smart Phone / Self Guided Tour on the WalknTours app. Go anytime, at your own pace and speed. Stop and start whenever you want. Take it anytime, once you unlock the tour in the WalknTours app it never expires. On the tour you’ll discover the best spots to eat, it’s ghostly residents that haunt its halls, the Shanghai tunnels that run under the streets, why the Portland sign used to fill up with sugar and everything that makes Portland weird and wonderful including it’s annual zombie walk. After the tour you’ll be more Portlandia than the TV show. Oh, Fred Armisen and Carrie Brownstein are going to be jealous. Please follow the instructions in the booking email to unlock the tour. You will need to, 1. Get the WalknTours app 2.Register and use the experience code in step 3 of your ticket/booking email to unlock the tour 3. Go to Old Town Pizza.

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!

Portland City Tour Overview More than just a basic Portland city tour, our half-day Bridging Cities Tour will reveal the laid-back small city feel of these fun and thriving downtowns. Not only will you experience the best Portland sites including, International Rose Garden, Pioneer Courthouse Square, Tilikum Crossing, Lake Oswego, Willamette Falls, the Oregon City Municipal Elevator, and downtown Oregon City. You will learn what makes the citizens of these areas so diversified, and learn the cultural history of these unique Pacific Northwest towns & cities. See why Lake Oswego community is know as one of the most affluent & trendy cities nearest Portland with a 405 acre private lake. Oregon City is the State’s first capital and the end of the Oregon Trail where you can still see the remnants of the 1800s, when it was the heart of the region’s lumber and paper mill industries. Let our informative and entertaining guides show you the best these cities have to offer.

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!