Top Portland Culture

Whether you're a history buff, a nature lover, or simply looking to explore the city's sights, this tour promises an enjoyable overview of Portland's unique charm. As you drive through historic districts, your guide will provide fascinating commentary on Portland's evolution from a dense forest, to rugged pioneer "Stumptown," to the lively tourist destination it is today. One of the highlights of the tour is a visit to the historic Pittock Acres, where you can admire the beautiful landscape and catch a magnificent view of Mt. Hood. Another not-to-be-missed stop is the International Rose Test Garden, home to over 300 colorful varieties of roses, offering a sensory experience unlike any other. We will cross the Willamette River on an iconic bridge, then explore unique east side locations beloved by locals. No matter the route, you'll witness both historic and emerging neighborhoods, a testament to Portland's rich heritage, architectural diversity, and continual evolution.

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.

Whether you want to relax after a long day of sightseeing or need to unwind at the end of your workweek, a sunset dinner cruise along the Willamette River is sure to do the trick. The journey offers spectacular views of the Portland skyline and city’s main landmarks. Listen to live music while you enjoy a freshly cooked Pacific Northwest meal.

Escape the city for an afternoon exploring some of greater Portland's most scenic falls. Travel along the Columbia River Gorge, home to the largest concentration of waterfalls in the country, stopping at the epic Latourell Falls and Multnomah Falls. Enjoy panoramic views from the Crown Point Vista House and hear about the local legends and natural history of the area from your guide.

Head out to the Columbia River Gorge for half a day of visiting cascading waterfalls and scenic overlooks with this tour from Portland. You'll visit Multnomah Falls, the highest waterfall in the state, as well as lesser-known falls throughout the region. You'll also have the chance to take mini-hikes in the area to get better views of waterfalls and the surrounding scenery.

Want to see a bit of Portland, Oregon, and get some exercise while you're at it? Try a walking tour in the center of the city. Uncover Portland's weird and wonderful tales on every corner as you explore its buildings, parks, and streets. Your guide highlights the cultural evolution of the city and offers insights into its past, present, and future.

The Columbia River Gorge is known for its dramatic waterfalls and impressive vistas—but if you don't have car, planning a trip from Portland can be tricky. Instead, enjoy a hassle-free way to check off many top attractions in just half a day, all thanks to this small-group sightseeing tour. Visit the historic Vista House, admire Latourell Falls, stop at Multnomah Falls, and more, all while your guide shares insider stories.

See Portland like a local—by bicycle—with this guided tour. Your guide will take you on an eight- to 11-mile ride through town, past beautiful neighborhoods filled with flowers and across the river via the pedestrian- and bicycle-only Tilikum Bridge towards downtown, with a stop at a local donut shop for some sugary fuel along the way.

In 1903 the Alberta streetcar line spurred the growth of this then-suburban neighborhood. Over the next decade, as the population of Portland doubled, Alberta thrived and its business district would mirror those streetcar districts throughout the city. In the 1940s, as the automobile took over, redlining created a thriving multicultural neighborhood that would become known for art, jazz, great food, and a tight community. We'll explore this now hip neighborhood, its ice cream, coffee, art, history, and find out what makes it so special. One hour, 1.25 miles (2 km).

Step into the shadows of Portland's past on a journey through the city's most haunted and historic locations. Explore the streets of Old Town and Chinatown as your guide uncovers tales of restless spirits, unsolved mysteries, true crime, and the dark history hidden beneath the modern city. Stand along the waterfront where victims of the infamous Shanghaiing trade were once forced aboard ships bound for distant shores. Visit haunted landmarks including Kells Irish Restaurant & Pub, the Roseland Theater, and Old Town Pizza & Brewing, where reports of apparitions, phantom voices, and unexplained encounters continue to this day. Discover how Portland's underground tunnel network helped shape the city's haunted reputation. This family-friendly walking tour blends authentic history with chilling ghost stories, offering an unforgettable evening of mystery, hauntings, and local legends.

Portland is home to a buzzing array of neighborhoods, historical highlights, and natural attractions—and this private, half-day tour makes for a seamless introduction. Pick between morning and afternoon tour times and hop aboard your luxury, air-conditioned vehicle. You’ll visit the International Rose Test Garden and Pittock Mansion, and will drive past landmarks like the Oregon Zoo, Portland Art Museum, and more as you explore the city’s neighborhoods.

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.

Less than a 2-hour drive from Portland, the Oregon Coast is celebrated for its natural beauty. This tour gives you the chance to experience some of the best of what the coast has to offer, without having to do any driving. You'll visit the coastal town of Cannon Beach, spend time among the trees of Ecola State Park, and learn about local wildlife from your naturalist guide.

Visit the top sights of the Columbia Gorge and Mount Hood on this guided tour. You'll stop to take in the views at the historic Vista House, spend time exploring Latourell Falls, Horsetail Falls, Wakheena Falls, and famous Multnomah Falls--and that's all before lunch. You'll also get to take a drive through the Fruit Loop apple-growing area and Mount Hood's Timberline Lodge before returning to Portland.

This is Portland’s elevated sushi night out: a small-group, omakase-style progressive dinner across three top sushi spots downtown. Instead of tiny samples, you’ll sit down at each stop for chef-selected dishes—crafted to highlight different styles, cuts, and techniques—so you leave genuinely full and seriously impressed. Over 2–3 hours, you’ll enjoy a curated progression that can include nigiri, sashimi, specialty rolls, and seasonal plates (selection varies by night). Your guide keeps it fun and approachable while explaining what you’re eating, how to spot quality, and how to order with confidence the next time you’re at a sushi bar. All food is included, and group size is capped so the experience stays personal and high-touch. —and if you have dietary needs (gluten-free or vegan), message us after booking so we can plan your best possible menu. Why this is worth it: you’re getting a guided, chef-curated sushi progression at three restaurants in one night—without the guesswork.

Explore the Columbia River Gorge on a 4-hour private tour from Portland. Visit five waterfalls, including Latourell, Wahkeena, and Oregon's 620-foot Multnomah Falls. Take in panoramic views from Vista House at Crown Point and relax at Rooster Rock State Park. An optional visit to The Grotto is available. Door-to-door private transportation and an English/Mandarin bilingual driver-guide are included. Group size is limited to six guests. Adults and children are charged per person. Infants ages 0-2 travel free but must be included in the booking and occupy their own seat. Complimentary age-appropriate child safety seats are available on request. Please provide each child's age, height, and weight when booking so we can arrange the appropriate seat. This tour is not wheelchair accessible. Walking paths and stairs at some viewpoints require a moderate fitness level.

Enjoy lunch along the Willamette River on a 2-hour cruise in Portland. Great for newcomers and locals alike, the leisurely cruise presents an expansive vista of Portland from the water. In addition to exceptional views and food, the afternoon tour also includes commentary from your captain and live entertainment. Prepared with local ingredients, your meal can be upgraded to include an appetizer and dessert.

Experience the unrivaled beauty of the Columbia River Gorge, Cascade Mountain Range, and Mount Hood—and see them all in one hassle-free, time-saving excursion—on this full-day tour from Portland. In the comfort of a luxury vehicle, travel with just your guide and a small group for company. Enjoy a guided tour of the Gorge’s top destinations, including Vista House, Multnomah Falls, Timberline Lodge, Hood River, and more.

Immerse yourself in the scenery and story of Portland on this small-group sightseeing tour. With your naturalist guide, visit verdant urban parks, eclectic neighborhoods, and some of the city’s most treasured landmarks including the famous Powell’s Books. Enjoy a breakfast of tea and pastries as you traverse the city in style.

Portland’s slogan may be “Keep Portland Weird”, but other adjectives like “stunning”, “vibrant”, and “creative” are just as accurate. Discover the city’s creative and refined sites as you visit different backdrops for this private vacation photography session. A local photographer will take your group to unique staging locations where you’ll capture your vacation memories. You’ll receive your photos within 5 days of your shoot.

Get an insider's view of the Columbia River Gorge on this private tour from Portland. You'll take in fantastic views, visit the historic Vista House, and see Latourell Falls and the most famous waterfall of them all: Multnomah Falls. Your driver will pick you up at your hotel so that you can avoid the hassle of renting a car or obtaining vehicle permits.

Travel through four of Portland’s quadrants, and explore 8 to 10 of the city’s unique districts by foot and our European-style streetcar. Stroll, taste, see and learn about what makes Portland so special, with accompaniment of a passionate local, and 2.5–4 miles of slow-paced walking (4–7 km). Starting at Director Park at the edge of the Cultural District in Portland, we will begin our exploration with short streetcar segments interspersed by leisurely walks through several districts. Learn about the Art Museum, visit the Pearl District, explore the historically industrial Slabtown. See the mural district and the space-age buildings in the South Waterfront and into the University District. Walk park blocks and fountains that made the name for Portland’s urban planning, and also brought us into conflict over racial and cultural ideals. Explore how Portland’s activist spirit has challenged its government and structures, before returning you to the center of the city, Pioneer Square.

Beneath Portland's vibrant streets lies a darker story. Join The Dark Below and explore the city's most chilling legends, notorious crimes, and haunted landmarks. Journey through historic Old Town and Chinatown as your guide uncovers tales of Shanghaiing, underground tunnels, tragic deaths, unsolved mysteries, and the restless spirits said to linger where Portland's darkest history unfolded. Visit iconic locations including the Shanghai Tunnel district, Old Town Pizza & Brewing, the Roseland Theater, Kells Irish Pub, and the waterfront where kidnapped sailors were once forced aboard ships bound for distant ports. Along the way, discover stories of vice, disappearances, and paranormal encounters that helped shape Portland's haunted reputation. Combining authentic local history, true crime, and ghost lore, The Dark Below offers an unforgettable journey into the shadows of one of the Pacific Northwest's most haunted cities. Guests must be at least 16 years old to participate.