Portland, Oregon
Walking Tours

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Our most recommended Portland, Oregon Walking Tours

  • Portland: Downtown Ghost Tour

    1. Portland: Downtown Ghost 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 a firsthand reminder of Portland’s shady past where men were kidnapped or “Shanghaied” and sold to ship's ca...

    Our guide was very well connected to the tales of the underworld and historic spooky facts of old Portland.

  • Portland's Eastside Craft Brewery Walking Tour

    2. Portland's Eastside Craft Brewery Walking Tour

    Meet your guide and small group across the river from downtown Portland in the inner Eastside industrial district. The meeting point on SE 7th Avenue is located in the heart of so many scenes, from coffee to food, distilleries and street art. For the best of Portland's brewery innovation and history, start here, where beer (and cider) flourish and learn of Portland's craft brewing history from those who lead the way.  Walk into the hotbed of beer, through the neighborhood that borders the Willamette River and allow your guide to personally select breweries representing a trip through the Oregon's brew past, present and future⁠—and the whole US. Follow your guide through the Eastside, where you'll find an assortment of beers to satisfy your personal preferences, like sours, craft barrel-aging, Belgians, wits, imperial IPAs, and more.  Walking distance will be 2-3 miles (3-5 kilometers),...

    Loved the walk through the neighborhood! We went to 3 different breweries and were allowed to order two sample beers or cider from each one. Our tour guide, Sara, got us snacks at two of the breweries that were AMAZING! If you like root beer, be sure to try the root beer at the first stop - it was awesome!

  • 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.

    14 donuts. Funny, knowledgeable guides. No need to wait in line for voodoo donuts.

  • Portland: Columbia Gorge Waterfalls 40-Minute Scenic Flight

    4. Portland: Columbia Gorge Waterfalls 40-Minute Scenic Flight

    Embark on a scenic flight through Oregon's pride and joy, the Columbia River Gorge. On this 40-minute flight, get a bird's-eye view of Multnomah Falls as it cascades down 2 drops equalling 620 feet. Listen as your expert pilot and guide narrates the experience.  Learn about the steps taken by Oregon's forestry service to bring the Gorge and it's natural waterfalls back to life in the wake of Oregon's 2017 Gorge fire. Despite the intense burning, the beauty of the Gorge remained and the force of the waterfalls persisted. With some of the hillsides and ridges all but destroyed, the stubbornness of nature is clear as you fly above thousands of acres of trees, seemingly untouched by the heat and fury of the flames. Soar by the Bridge of the Gods, the link for Pacific Crest Trail (PCT) hikers to cross between Oregon and Washington, before making a turn back to your starting point. Land back...

    Clay was an excellent tour guide, and more importantly an even better pilot. It was a beautiful outing. Absolutely recommend, and will book again when back in Portland.

  • Portland: 2 Hour Family Walking Tour with Guide

    5. Portland: 2 Hour Family Walking Tour with Guide

    Spend a family fun day out on this guided walking tour, designed to suit all ages and interests. Meet your guide, then set off into Portland’s bustling city streets where your sightseeing adventure begins. Along the way, visit some of the city’s most iconic sights and landmarks, and learn interesting facts and stories about Portland's history. Hear how the city got its name, discover hidden secrets as you head off-the-beaten-path, and go searching for miniature horses. The tour has an easy pace, and your guide ensures the whole family has fun. 

  • Portland: Food Carts, Pods, & Patios Tour

    6. Portland: Food Carts, Pods, & Patios Tour

    Discover what the food cart hype is all about in the city that put food cart pods on the map. With over 700 food carts throughout the city, your guide has done the research for you.

    Visit several locally run and operated food carts, relax on patios in the heart of Southeast Portland, and taste the delicious foods that make Portland a true foodie destination. On this small-group walking tour, discover global foods, quench your thirst with tasty drinks, and learn fun history in this off-the-beaten-path neighborhood. Experience the perfect way to discover quirky Portland, eat where the locals eat, and have fun.

  • From Portland: Willamette Valley Character Wineries

    7. From Portland: Willamette Valley Character Wineries

    Meander the wine appellations of the Willamette Valley, and discover 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 non-human) involved. You and your small group will learn background on the history, terroir, and character of Willamette Valley wine from your interpretive guide. This day trip is a customized tour of 3-4 wineries in the Willamette Valley. You’ll travel south and west of Portland, as your guide takes you through the farmland of the Willamette Valley, one of the richest valleys in the world, known for its hazelnuts, berries, Christmas trees, and Pinot Noir. You may stop at a farm stand to get farm-fresh eggs or fruits, nuts, & vegetables.  You'll be served a lunch platter at the second winery, accounting for your dietary needs. You'll wander through the rolling hills of mu...

  • Portland: Cannabis Culture Guided Bike Tour

    8. Portland: Cannabis Culture Guided Bike Tour

    Meet your guide at the local operator’s bike store in one of Portland’s uniquely funky neighborhoods then head out onto the city streets where your cannabis adventure awaits. On the tour, learn about how Oregon has been a forerunner in cannabis legalization since the 1970s as you take part in a 14.5 km bike ride through the city, visiting dispensaries, head shops, and local hot spots along the way. The experience introduces you to the history of Portland as it influences, and has been impacted by, the story of hemp and cannabis, from the 1800s to the present. Visit two hand-picked dispensaries where you’ll learn what the differences are between strains like sativa, indica, and hybrids, as well as why the aroma of marijuana buds can be a clue to what might be best for you. Enjoy the opportunity to shop for cannabis and edibles, or just learn more about Oregon’s finest farms and strains. ...

  • Portland: The Simpsons Bike Tour

    9. Portland: The Simpsons Bike Tour

    At the intersection of cartoon storytelling, history, and culture, find the real truth behind The Simpsons. Portland street names make many appearances in The Simpsons, beginning with Evergreen Terrace — the street creator Matt Groening grew up on. But the city boasts more than just the namesakes of many characters; it is the context in which the show was created, and the cultural manifestation of the show's impact on American lives. Come along on a 14-mile bike ride that explores physical ties to the show, like the Bart Simpson drawing etched into the sidewalk near Groening's high school, and the streets that give many characters their names. The ride also connects to the culture of the city as it has influenced, and been influenced by, the show. Visit the donut culture in the city, entirely developed during the show's run, as well as the skateboard culture, which had...

Other Sightseeing Options in Portland, Oregon

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What people are saying about Portland, Oregon

Overall rating

4.7 / 5

based on 423 reviews

Victoria Rose is an awesome tour guide! My daughter and I truly enjoyed taking the ghost tour with her, she brought to life the stories of each person and their after life reality! She also shared a realistic story of a personal paranormal experience that she and her family in countered. If I could spend some personal time interacting with a tour guide and someone who have knowledge about the paranormal, Victoria Roşe would absolutely be my go to person!!!

Victoria Rose was very entertaining and informative. So many people now live in tents on the street, but staying together we always felt safe.

It was a really fun tour and we had a good guide, unfortunately there were so many homeless people. The stories were great and interesting!

Our guide was very well connected to the tales of the underworld and historic spooky facts of old Portland.

Fun! Delicious! And a really entertaining guide Ian!