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Portland, Oregon Guided tours

Our most recommended Portland, Oregon Guided tours

Portland: Ghosts, Poltergeists, and Psychopaths Walking Tour

1. Portland: Ghosts, Poltergeists, and Psychopaths Walking Tour

Take a historic and memorable look at the haunted past of Portland, Oregon, with a 1-hour walking tour. Set off on an adventure through downtown Portland with a knowledgeable and experienced guide, and discover the most haunted locations in the area. Make your way to the meeting point at Lan Su Chinese Garden and look out for your guide, who will be carrying a lantern. Begin immediately with the obscure history of the City of Roses before embarking on a haunted route to 8 locations in the surrounding downtown area. Head to the waterfront, then walk the dark streets to the Old Town Pizza to hear researched stories and eyewitness accounts of personal hauntings in Portland's morbid and mysterious past. From there, the tour only gets spookier as you visit The Shanghai Tunnels to see the firsthand reminder of Portland's shady past where men were kidnapped or "Shanghaied" and sold to ship's captains in need of sailors, and women were captured and forced into illicit work.  Learn about an entire network of vice and illegal trade that began to use these tunnels for gambling, opium dens, prostitution, and kidnapping. Your guide will take you to some of the other most haunted locations and deliver, in gripping detail, the history and eyewitness accounts of hauntings and paranormal activity.  Finally, make your way back to the final stop at Lan Su Chinese Garden, where your guide can give you a final recap of Portland's strange activity. Answer any ghost questions you might have, and check out and exchange any paranormal pictures and activity caught on camera.

Portland: Underground Shanghai Tunnel Tour with Beer Tasting

2. Portland: Underground Shanghai Tunnel Tour with Beer Tasting

Descend into an underworld beneath Portland on this guided walking tour of the city's Shanghai Tunnels. Learn all about the haunted history of the network of passages, then head upstairs for a well-earned craft beer tasting session. Meet your guide to hear stories of Portland's dark past, and hear all about the resident ghost, Nina. Explore these atmospheric tunnels as you uncover the stories of how they used to be used to transport unsuspecting sailors to ships docked on the river. Then, head back up to Old Town Pizza, located in the lobby of Portland's notorious former Merchant Hotel. Taste 3 great local craft brews, before reflecting on your adventure while sipping on a delicious full pint.

Portland: Underground Donut Tour

3. Portland: Underground Donut Tour

Accompany your passionate foodie guide to 4 donut institutions, where you'll enjoy a curated sample of Portland's best donuts. Savor classics like glazed and chocolate, and discover some more adventurous flavors, like lavender.  Your stops may include Sesame Donuts, Blue Star Donuts, NOLA Doughnuts, and Voodoo Doughnuts, all true donut institutions. You'll even be able to skip the line at Voodoo Doughnuts, where some people wait up to 30 minutes. On the way to the donut shops, visit some local sights including Pioneer Square, Chinatown, and the PSU Campus. Your tour guide will entertain you with interesting facts about these sites as you travel between treats.

From Portland: Columbia Gorge Waterfalls Tour

4. From Portland: Columbia Gorge Waterfalls Tour

Discover the scenic beauty of the Columbia River Gorge on a small group tour with an expert guide in a luxury passenger van. Explore Columbia River National Scenic Area stopping at several picturesque waterfalls typical of the beauty of the Pacific Northwest. Depart from downtown Portland and drive towards Troutdale, known as the Gateway to the Gorge. Enjoy the journey along the Historic Columbia River Highway, the first planned scenic roadway in the United States. Arrive at Crown Point Vista House, an overlook that sits high above the Columbia River. From there, continue along the historic highway deep into the Columbia River National Scenic Area. Arrive at the first waterfall of the day, the dramatic Latourell Falls, which plunges 249 feet over a massive wall of columnar basalt.  Proceed next to the grand Multnomah Falls, which plummets to the ground from 620 feet in two major steps. Explore the Multnomah Falls Historic Lodge and stand on the easily accessible viewing platform that offers a full view of the Benson Bridge and cascading falls beyond. Next, visit the Bonneville Fish Hatchery and take a short walking tour of an impressive hatchery and sturgeon viewing center. You will also meet the local celebrity: “Herman” the sturgeon. Afterward, relax on the journey back to Portland via the Columbia River scenic route.

Bike Portland: Bridges, Neighborhoods, Poetry, and Roses

5. Bike Portland: Bridges, Neighborhoods, Poetry, and Roses

Enjoy more time riding, with occasional stops for gardens, one-of-a-kind markets, art collectives, sculptures, bridge viewpoints, and river beaches. This tour begins in the inner Eastside neighborhoods, where you will be fitted for an easy-to-ride bike and helmet, ready for a low-key 7-10 mile ride (12-16 kilometers). Your guide will lead your group into the southeast Portland neighborhood of Ladd's Addition where you’ll visit several of the city's quadrants, ride over two bridges, and along the Willamette River. You will visit semi-secret beaches, examine unique modes of transportation, see public art of every shape, color, and texture. This ride is both like a poem and filled with poetry: you will read poetry written on murals, on sidewalks, and carved into rocks. Along the tour, you will have the opportunity to photograph and explore public art, poetry, parks and beaches; and learn about all of the modes of Portland's transportation up close.

Portland: Haunted History Tour and Pub Crawl

6. Portland: Haunted History Tour and Pub Crawl

Grab a drink and step into the shadows of downtown Portland, where pirates, murderers, bootleggers, and doomed souls are waiting to tell their stories. Join your local guide on a chilling journey to the city's historic haunted sites and pubs, as you listen to their blood-curdling ghost stories. Meet your guide at Independent Bar & Grill for a pint of liquid courage before heading to eight other historic, haunted spots, including iconic pubs like Kells and the Shanghai Tunnel Bar. Stop and listen closely to hear the tortured souls trapped in Portland's intricate system of underground tunnels. Search for the spirit of Timothy Moreau, a young publicity agent who was ruthlessly murdered at the Roseland Theater. Mingle with the dozens of ghosts said to haunt Kells Irish Pub and hear their terrifying stories, all while enjoying your favorite beer, wine, or spirit in the company of your group.

From Portland: Multnomah Falls & Columbia River Gorge Tour

7. From Portland: Multnomah Falls & Columbia River Gorge Tour

Escape the hustle and bustle of central Portland for the morning on a half-day coach tour of the Columbia River Gorge. Experience the natural beauty of the Rose City’s most scenic area. Follow the route of the Lewis and Clark expedition, more than 200 years after the famous explorers. View the gorge from Vista House at Crown Point, and marvel at the world famous Multnomah Falls. Depart Portland at 08:30 AM, enjoying the downtown sights as you leave the city via one of its many bridges. Once out of the metropolitan area, drive the historic Columbia River Highway, enjoying panoramic views hundreds of feet above the river at Crown Point. Descend through the famous highway loops to pristine Latourell Falls. Continue past Wahkeena Falls to Oregon’s most famous natural attraction — Multnomah Falls and Lodge. See the Oneonta Gorge and Horsetail Falls. Return to Portland along the river level route of the Lewis and Clark expedition, taking in panoramic views of Beacon Rock, Cape Horn, and Rooster Rock along the way.

Portland, Oregon: Soul of the City Walking Tour

8. Portland, Oregon: Soul of the City Walking Tour

Discover some of Portland's most influential architecture, from cast iron-fronted structures to the grandly disastrous post-modern Portland Building, on this walking tour. Discuss the modern rise of radical activists, and how it is connected to the city’s history going back more than a century. Meet your guide in the center of the city, at Director Park, only a block from the city's Cultural District. Walk through the South Park Blocks, visiting the plazas connected to museums and concert halls, including the Portland Art Museum and the Oregon Historical Society. Explore how Portland got its nicknames and city layout, how its cultural identity was forged, and where its commitment to racial justice and social progressivism comes from. Be surprised as you find out how the state of Oregon was founded and why. Next, meet Portlandia, the image personifying the city. Learn how much of the city as you see it today has hippies to thank for its richness. End the tour at Pioneer Courthouse Square. On days when attractions are open, you can briefly enter 1 or 2 buildings. Along the way, discover what led to the prioritization of parks throughout the city center, how the city’s early urban planners decided on their layouts, how modern designers look at the past and plan for the future, and who the streets are named after.

Portland: 5-Hour Willamette Valley Wine Tour with Tastings

9. Portland: 5-Hour Willamette Valley Wine Tour with Tastings

Oregon is home to some of the most beautiful vineyards in the world and its wineries are particularly well known for a distinctive Pinot Noir. The heart of the vineyard area is located in the North Willamette Valley on gentle hills that give way to expansive views of the vines and valley below. This 6-hour Oregon wine tour will show you 3 of the Willamette Valley’s finest wineries and vineyards. Enjoy the chance to visit their tasting rooms and sample the wines, too. The wine region in the north Willamette Valley, which was once known for fruit orchards and nurseries, has transformed into one of the country’s premier cool-climate varietal producers. The unique relationship between volcanic soils, elevation, and protective micro-climates has produced top Pinot Noir for decades.

Portland: Afternoon City Highlights Tour

10. Portland: Afternoon City Highlights Tour

More than just a basic Portland city tour, our half-day Portland City Tour will reveal the laid-back small city feel of this fun and thriving downtown. You will experience the best Portland sites including the International Rose Garden (May through mid-October), the World Forestry Museum mid-October through the end of April on Thursday, Friday, Saturday, and Sunday, the Oregon Society of Artists from mid-October through the end of April on Monday, Tuesday, and Wednesday, Pioneer Courthouse Square, NW 23rd (the best shopping area in Portland), the Pearl District, the South Park Blocks, and N. Mississippi. Let our informative and entertaining Tour Guides show you the best the City of Portland has to offer. Let the fragrance of roses embrace your senses with over 600 roses and be delighted with the beautiful Washington Park nature, featuring some of the most amazing city & mountain views around. More than 10,000 individual rose bushes bloom in the International Rose Test Garden from late May through October, representing over 610 different rose varieties. At the World Forestry Museum you can explore forests around the world through two floors of unique hands-on exhibits. The Discovery Museum’s colorful and thoughtful exhibits include information about tree planting, wildlife, the benefits of wood, outdoor recreation, and forest careers. The Oregon Society of Artists promotes visual arts in the diverse communities of our region, with educational opportunities for artists at all levels of accomplishment. While here, we will visit the OSA Gallery which changes exhibits every month, learn about the amazing history of the OSA (which started in 1926), and view rarely seen works of art by master painters who are part of the amazing history of this important part of the Portland Community. You will be taken through NW 23rd Avenue which is the heart of the Nob Hill District and is filled with century-old Victorian and Craftsman-style storefronts housing unique boutiques alongside national retailers, interspersed with coffee shops and on-trend restaurants and bars. In short, it’s a shopper’s and diners paradise. Portland’s Pearl District is the realization of a big dream. What was once a largely abandoned industrial district is now one of the most vibrant neighborhoods in the city. Scattered throughout, you will find cobblestone streets, loading docks, and lofty buildings that offer a glimpse into the district’s grittier past. It is an urban renaissance with its own unique blend of artistry, productivity, and public parks like Tanner Springs Park. North Mississippi Avenue features a long stretch of vibrant shops like Paxton Gate, unique bars, music venues and restaurants (and is only a half-mile away from even more acclaimed eateries and bars on up-and-coming North Williams Avenue) and you will have time to walk around and explore this area.

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Frequently asked questions about Portland, Oregon

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What are the best day trips and excursions from Portland, Oregon?

The best day trips and excursions from Portland, Oregon are:

Cannon Beach

Other Sightseeing Options in Portland, Oregon

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What people are saying about Portland, Oregon

Our guide was very knowledgeable about Portland - we learned so much about the city - as much as the donuts, which we enjoyed immensely! He explained the history of the donut shops and how the flavors fit with that history. We had leftovers to take home, and loved our donut swag, which our guide personalized for us! We had a wonderful time, and highly recommend this!

I went on this tour with my sister as a local, she was visiting from out of town. It was entertaining and I think that it was well worth the experience. Even though I have been to the gorge before, it was nice to learn some facts and background that I did not know.

Very fun and extra tasty! Very family friendly. Tried at least 11 different types of donuts. Our guides were knowledgeable, informative, and so pleasant. Even kind enough to bring donuts (my favorites on the tour) from another site not walkable.

Our guide Dani was great! She was super funny, energetic, and engaging with our entire group! She really committed to our tour, bringing incense to ward off lingering spirits and a spiritual activity meter for guest use.

Enjoyable trip in a comfortable van to 4 waterfalls with interesting knowledge from the guide at each stop. Well worth the cost.