Top Portland Walking Tours

Spend a day exploring the Columbia River Gorge and Mount Hood with this group tour from Portland, led by a knowledgeable and enthusiastic local guide. You'll see waterfalls, visit farm stands, see beautiful swathes of forest, and have time left over to visit Mount Hood, while leaving the driving to someone else.

This is not a tiny-spoon tasting tour. At every stop, guests sample every available flavor and receive a full scoop per person — all included in the ticket price. There’s no choosing just one flavor, no standing in lines, and no additional purchases. The entire experience is fully hosted by entertaining local guides who handle ordering, keep things moving, and make it fun. You’ll enjoy laughs, insider food recommendations, and a relaxed walk through the heart of Portland. With multiple flavors plus full scoops at each stop, many guests say this feels closer to an almost all-you-can-eat ice cream crawl than a traditional food tour — just without the chaos or rushing. Created by Portland locals with a genuine love for ice cream and their city, this tour is designed to be generous, easy, and unforgettable — perfect for families, visitors, and serious ice-cream lovers.

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.

Step off the beaten track and discover the real engine behind Portland's eccentric reputation. This self-guided walking tour explores haunted Victorian coffeehouses, radial garden labyrinths, inclusive zine shops, reclaimed cemetery grounds, thrift collectives, painted street intersections, and community-saved film archives. Led by sociologist Lukas and local detail expert Olivia, you will uncover how grassroots activists, independent business owners, and creative visionaries fought to keep the Rose City stubbornly unique against corporate homogenization. - A 7.8 km self-guided tour with 8 stops and 1 audio interlude over 197 min - Ideal for travelers interested in Social Fabric & Everyday Life and Art, Design & Aesthetics - Immersively told in a podcast style by experts and locals - Matching audio content, AI guide and navigation through the app

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.

Skip the dry history tours and lean into Portland's more eccentric side on this pub tour in the Hawthorne and Division neighborhoods. Combine beer with art as you try local brews and visit the area's most famous murals. Learn about local legends, from Bigfoot sightings to exploding whales, that you wouldn't discover on your own.

Get off the beaten path to explore Portland's Kerns neighborhood with this guided food tour. You'll head up to the stretch of NE 28th Avenue known as "Restaurant Row," for a 1.2-mile-long walk with a guide, with stops at six different eateries along the way to sample local flavors.

Combine a fun night out with ghostly tales of the city during this Portland Haunted History Pub Crawl Experience. This pub crawl takes you to multiple pubs, including Kells Irish Restaurant and Pub and Shanghai Tunnel Bar as you pass by city highlights such as the Benson Hotel. Hear spooky stories of ghosts and paranormal activity from your guide during the evening.

Eat your way through Portland's best food carts on this guided van tour. See some of the city's favorite food cart "pods," and pass through many of Portland's coolest neighborhoods on the way. Stops include the Alberta Arts District, North Mississippi Avenue, and the hippie-meets-hipster neighborhood of Hawthorne.

Whether it's the stories of human trafficking described as the Shanghai Tunnels, the origin of the vampire tales in Twilight, or the crafty madam with the floating brothel, from fiery deaths to watery graves, we explore it all. The city of Portland Oregon was built on an ancient crossroads; known as a place to step into alternate worlds. What visit to the city would be complete without lifting the veil, for at least a minute, between the living and the spirit worlds? Weaving in historical tales with what fiction authors and filmmakers (including Twilight author Stephenie Meyer) with local ties have written about this place, we tell the stories of darkness, death and the liminal space that comes beyond. Our 1.5 mile (2.5 km) walking tour along the waterfront will include luminous views of the city lights along the river, encounters with our local corporeal spirits (the crows!), and plenty of recommendations to extend your gothic experience to restaurants, cafes and bars nearby.

See the Columbia River Gorge on a half-day private tour from Portland, stopping at Vista House, Latourell Falls, Wahkeena Falls, Multnomah Falls, and Rooster Rock State Park. Spend extra time at 620-foot Multnomah Falls and Benson Bridge, with private transportation and a local English/Mandarin bilingual driver-guide to simplify the route. The Grotto is available as an optional add-on for a quieter finale.

Eat and drink your way through downtown Portland with this tour, which focuses on two of the city's most lauded treats: coffee and donuts. Your guide will take you to craft coffee houses to give you an insider view on different approaches to coffee and lead you to a variety of donut shops, many offering tasty treats not found anywhere else in the country.

A bookstore the size of a city block, a copper goddess and a dragon-guarded gateway — Portland keeps it delightfully weird. This app-led scavenger hunt takes you through Portland on foot, using phone-based riddles to guide you from one landmark to the next. No guide, no fixed start time. • Lose yourself in Powell's City of Books, the world's largest indie bookstore • Pass the dragons of the Chinatown Gateway • Look up at Portlandia, the hammered-copper giant above the crowd Available in 24 languages including English, French, German, Spanish, Italian — see the full list when booking and choose yours when you start the game in the app. Around 2 hours - any group size. Keep Portland weird — and keep score while you're at it.

From fiery deaths to watery graves: In this 1.5 mile cemetery walking tour, we weave what we know of the peoples who lived here for millennia with verifiable stories of recent centuries. We can only guess, based on our psychics’ readings and eerie coincidences we have observed, where people here before us feared to walk and canoe at night. As a wise person wrote, every story ends as a ghost story. Our ghosts are legion. We now call it Oregon; “ourigan” was ancestral home to hundreds of thousands. They have left a darkness here, expressed with stories from the earliest days of our written history to modern times. Starting with early disasters, we will tell ghost stories we have collected, from fiery deaths to those in the waters of nearby river; from self-inflicted to deaths brought by the state or a rich man’s guilt. Our route takes us through the inner eastside, where more of Portland’s disasters have happened than any other part of the city & where many early settlers are buried.

Discover Portland's darker side on an adults-only haunted pub crawl through the city's historic Old Town district. Visit legendary bars, haunted landmarks, and infamous locations connected to Portland's most chilling ghost stories, true crime mysteries, and the notorious Shanghai Tunnels. Along the way, hear tales of restless spirits at Kells Irish Pub, the ghostly residents of the Benson Hotel, the unsolved murder connected to the Roseland Theater, and the tragic legend that still haunts Old Town Pizza & Brewing. Between stops, enjoy time at local pubs while exploring the history of sailors, bootleggers, performers, laborers, and outcasts who helped shape Portland's haunted reputation. Perfect for paranormal enthusiasts, history buffs, and anyone looking for a unique night out, this 21+ experience combines haunted history, local legends, and Portland's vibrant bar scene for an unforgettable evening after dark. All guests must be age 21+ and have a valid I.D. with them.

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.

Cross state lines into Washington on this full-day trip from Portland to Mount St. Helens, led by a professional naturalist guide with extensive knowledge about the local geology and ecosystem. Learn about the Pacific Northwest’s most famous active volcano through nature walks and exhibitions, and then make it back to Portland by evening.

Taste your way through Oregon’s renowned wine scene right in the heart of Portland! Try a variety of wine varietals and savor delicious bites, all while exploring the vibrant Pearl and Slabtown neighborhoods. What makes this wine tour special? We’ve met with the wine experts themselves and did all the research for you, so the tastings and snacks are curated and included. You’ll try 10+ wines at two winery tasting rooms plus one wine bar, including a variety of white, rosé, and red, and snack small bite pairings. Highlights: - Taste 4 Oregon wines paired with artisan popcorn at an approachable winery while learning why Oregon wine is special. - Explore 2 trendy Portland neighborhoods, blending old and modern architecture with rich history. - Dine on bruschetta paired with wine at a family-run winery. - End your evening sipping Bordeaux in a secret wine bar where you might just uncover a hidden surprise. - Learn from your tour guide and wine experts. *This tour is 21+ ONLY.

There’s nothing better than exploring the Oregon Coast at your own pace, with a flexible itinerary on this private full-day tour. Discover the stunning Northern Oregon Coast from Portland! Explore iconic beaches, dramatic cliffs, and scenic viewpoints, stroll through Cannon Beach and tide pools, snap photos at Neahkahnie Mountain and Cape Meares, and enjoy a delicious lunch and cheese tasting at Tillamook Creamery. Perfect for families, photographers, and nature lovers — book now for an unforgettable coastal adventure!

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.

Discover the highlights of Portland by solving challenges and unlocking stories on your phone. Play the engaging exploration game, taking the role of an Irish treasure hunter notorious for tracking down leprechaun gold on the Emerald Isle. As you solve challenges, the story unfolds and exact directions on your phone will guide you to the next location. Up for a fun challenge? Highlights include: • Explore Benson Bubbler, Portlandia, Gates of Old Portland Hotel, and more lesser-known places. • Enjoy a uniquely crafted story brought to you by our top-notch writers. • Learn about the fascinating Portlandia, the Statue of Liberty's trident-wielding sister. • Try a new type of experience, the perfect mix between a tour, outdoor escape game, and treasure hunt. After your booking, you will receive an email with instructions on how to download and play the game on your phone. We recommend that each user purchases a ticket for an optimal experience, although several people can share a phone.

Experience the Oregon Coast on an intimate 8.5-hour small-group tour from Portland, limited to just six guests. Visit Astoria’s famous Goonies House, scenic hillside viewpoints, the Astoria-Megler Bridge, and Pier 39’s historic cannery museum. Continue to Fort Stevens State Park to explore Battery Russell and the Peter Iredale shipwreck, then enjoy the coastal beauty of Indian Beach, Ecola Point, Cannon Beach, and iconic Haystack Rock. Enjoy convenient door-to-door transportation and an English-speaking driver-guide, with Mandarin Chinese available on request. This shared tour may include other travelers and is family-friendly, with infants ages 0-2 traveling free when included in the booking and complimentary child safety seats available. Please note that the tour is not wheelchair accessible, and some stops involve sand, gravel, stairs, and short walks, requiring guests to enter and exit the vehicle independently.

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.

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.