Best Cultural Tours in Portland 2025

Portland , Oregon

From $ 71.00

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 operate rain or shine! 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.

Portland , Oregon

From $ 47.00

It's all about the bike ride! We spend more time riding in the neighborhoods Portlanders love, & always stopping to smell the roses. Start in the inner Eastside at 833 SE Main #124, where we will safely fit you for a bike and helmet, ready for a sweet 7-11 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! Check out our new two-hour option! Easy riding, little hills, 5-8 miles. 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! Bikes, helmets and water provided.

Portland , Oregon

From $ 33.00

See all of Portland’s top attractions on this hop-on hop-off trolley tour, a fun, easy way to sightsee. With your 1-day or 2-day pass, explore Portland aboard a sightseeing trolley and hop off at any of the 9 stops to visit Washington Park, the Pearl District and more. Enjoy the fresh air with the open seating or opt for the indoor seating section. Your expert guide will offer commentary about the history and culture of Portland throughout your ride.

Portland , Oregon

From $ 79.00

Take a captivating journey through Portland with a sightseeing tour that showcases the best of this dynamic city. From the bustling streets of downtown to groovy neighborhoods on the east side, this tour is a perfect blend of urban exploration and natural beauty. As you travel, your knowledgeable guide will provide commentary on "Stumptown's" evolution from a dense forest, to wild western town, to the lively tourist destination it is today. A visit to the beautiful grounds of historic Pittock Mansion gives a breathtaking view of Mt. Hood. The International Rose Test Garden offers a sensory experience like no other, with thousands of roses in bloom of all colors! We'll cross the Willamette River on an iconic bridge to groovy east side neighborhoods. We don't publish the full tour itinerary as it is subject to fluctuate based on season, weather, closures, and traffic conditions. But read the reviews! You can trust you'll see what makes Portland wonderful with your local guide!

Portland , Oregon

From $ 69.00

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.

Portland , Oregon

From $ 75.20

No visit to Portland Oregon would be complete without sampling the city's tastiest beverage - beer! Our experienced guides select the best breweries in town, and deliver you right to the doorstep of the craft brewery scene. Nestled between two breweries, we'll visit Lone Fir Cemetery and Portland's flagship Laurelhurst Park. Following our last brew stop we'll pedal along the floating Eastbank Esplanade to our shop in Historic Old Town.

Portland , Oregon

From $ 65.00

Learn the story of the Portland, Oregon while enjoying its highest and most intimate viewpoints, smelling roses, wandering through gardens, peaking into a forested park and sampling donuts. After we pick you up at Director Park downtown, we’ll drive up the city's north/south dividing line, head to the summit of King’s Heights, and walk the grounds of the mansion built by a newspaper baron to the view that was once available only to the city’s elite. We'll visit Washington Park, and walk through our favorite secret garden, and into the Rose Test Garden. In season, we'll smell the roses -- literally and figuratively! Next: the city center and cultural district. It wouldn't be Portland without a stop for doughnuts, so we'll discuss the history of the city's foundation and the design of these blocks after we duck into one of our favorite shops and grab a treat. We'll visit the South Waterfront, an inner Eastside neighborhood, and give you lots of foodie ideas before we drop you off!

Portland , Oregon

From $ 69.00

Jumpstart your morning with a huge variety of coffee and donuts across 4-5 mouthwatering stops where each bite and sip was crafted right here in Portland. Along the way, immerse yourself in quirky history while exploring Downtown Portland. We like to think this the perfect way to discover Downtown Portland, see where locals get their coffee and donut fix, and have fun! Tour highlights: - Get an expert-led demonstration on the art of pour-over coffee at a cafe which uses cutting-edge technology to guarantee perfection. - Portland has over 75 locally owned donut shops, and we’ll sample a selection of the best from our favorite. - Stand in Pioneer Courthouse Square and learn all about “Portland’s Living Room”. - At the coziest Portland hole-in-the-wall café, indulge in a traditional macchiato paired with a homemade French pastry. - Plus much more! Note: We do not visit Voodoo or Blue Star during this tour as they are on the common tourist track – instead we keep it local.

Portland , Oregon

From $ 38.00

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 4-6 mile/8-10 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, pass by cool old import shops filled with art inside and out, learn how the art culture is connected to the protest scene, and leave with a phone packed with vibrant photos! Bikes, helmets and water provided.

Portland , Oregon

From $ 27.00

Explore Portland’s dark side on this thrilling outdoor walking ghost tour through the city’s most haunted historic sites. Led by expert local guides, you’ll uncover chilling tales of restless spirits, eerie legends, and true crime events that still haunt the streets today. Visit infamous locations like the Shanghai Tunnels, Old Town Pizza, and the Roseland Theater while hearing spine-tingling stories of Portland’s shadowy past. This tour is fully outdoors and runs nightly year-round—perfect for history buffs, ghost hunters, and anyone who loves a good scare. Walk the haunted streets of Portland—if you dare.

Portland , Oregon

From $ 69.00

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." And we couldn't cover chocolate without the roasted seed of our other favorite tropical berry: coffee! Portland is known as the heart of the craft coffee roasting world, with so many small roasters, coffee lovers that we are, we struggle to taste them all. 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. The tour in total is about 2.0 miles (3.5km), mostly flat walking, with tastings of chocolate and coffee -- just the right amount so you'll have the opportunity to truly savor every sip and 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!)

Portland , Oregon

From $ 55.00

Our small group eastside makers and artisans walking tour takes you to the side of the river where the hotbed of innovation has always been, across from downtown Portland in a neighborhood packed with breweries young and old. We'll head toward the river from our inner Eastside shop into an industrial neighborhood rich with food and art, exploring the past and the present of Portland's craft culture. Portland was a leader in the DIY culture and is home to every kind of food and beverage, from tea and kombucha to coffee and handmade soda; candies to hot sauces; imports and things made of recycled goods right in the warehouse district. All of these thrive in this neighborhood, where Around Portland Tours makes its home. The tour in total is 2-3 miles of walking, with tastes of tea and a snack as well. We always keep groups very small, so you'll have an intimate experience with your passionate guides!

Portland , Oregon

From $ 27.00

Come join our tour to learn about the history of the Japanese American community in Portland and how it has helped shape the unique culture of our city! This 1.2-mile walking tour through Waterfront Park and parts of NW Portland’s historic Japantown explores the history of the Japanese immigration to the region, the unjust incarceration of Japanese Americans during World War II, and present-day cultural ties between Portland and Japan.

Portland , Oregon

From $ 55.00

Our small group Eastside Coffee Roaster walking tour takes you to the makers who have called the neighborhood their home for decades, each with a different approach to coffee roasting and brewing. Across from downtown Portland, the industrial neighborhood has transformed from manufacturing and warehouses to the heart of passionate creators: artists, chocolate makers, food innovators, and every kind of free spirit. Portland has the most coffee roasters of any city in the world, and we would argue some of the most earnest and unique origins and barista artistry is happening right where Around Portland Tours makes its home. The tour in total is 1.5-3 miles (2-5 km) of walking, tasting and learning. You'll also discover a lot about Portland and how these artisans are nourished. We keep groups small, so you'll have an intimate experience with your passionate guides. Ask about larger private groups.