Top Portland Walking Tours

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.

Experience the best of Portland's chocolate and coffee scenes with this small-group walking tour, departing from downtown Portland. On this roughly 2.0-mile (3.5-kilometer) walk, you’ll visit popular coffee shops and lesser-known spots, learning about coffee and chocolate along the way. You'll also visit Azar Indulgences, where chocolate is paired with international wines.

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.

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.

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.

There is no better way to discover the Columbia River Gorge, a must-visit destination when you're in Portland, than on a private tour just for you or with a companion. From stunning waterfalls to iconic viewpoints, this is your chance to experience the Pacific Northwest at its finest. Book your tour today and let the magic of Multnomah Falls and the Gorge’s natural wonders captivate you!

Portland is renowned for its vibrant dining scene—and on this small-group tasting tour, you’ll follow your guide straight to the city’s best bites. Meet in the center of town, and be sure to come hungry: You’ll enjoy enough decadent tastings to add up to a generous lunch. Sample everything from Thai food and tacos to hand-pulled noodles and dessert—and stop to visit Portland icons like Powell’s Books in between.

Portland has long been known for its donuts, and with this tour, you'll get to visit some of the city's best donut shops. Your tour guide will take you not only to the most famous of them all, Voodoo Donuts, but also to lesser-known, but no less delicious spots that locals love.

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).

Discover the history and legends behind Portland’s Shanghai Tunnels on a small-group walking tour. Follow your guide beneath a restaurant to the tunnels, which once connected local businesses and hotels to the Willamette River. Learn about subterranean historic events and perhaps catch a glimpse of Nina, the resident ghost. Afterwards, resurface and enjoy three tastings and a full pint of locally produced beer.

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.

Learn about the haunted past of Portland, Oregon's Old Town with this guided ghost tour. Your guide will regale you with tales of the past as you walk to different allegedly haunted locations, wrapping up at Kells Irish Restaurant & Pub, believed to be haunted by a long-dead fire captain.

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.

Discover why Portland, Oregon, is considered one of the country’s top food destinations—and enjoy an indulgent introduction to its must-try bites—on this small-group (or private) tasting tour. Meet your guide at lunch time, and be sure to come hungry: indulge in everything from fried sausages and eggs on sourdough to tonkotsu ramen, pretzels, donuts, and even a secret dish. As you go, visit some of Portland’s coolest neighborhoods and admire local landmarks.

Explore the Columbia River Gorge on a 4-hour shared small-group tour from Portland. Visit three waterfalls, including Latourell, Wahkeena and Oregon's 620-foot Multnomah Falls. Take in panoramic views from Vista House at Crown Point, relax at Rooster Rock State Park and optionally visit The Grotto. Door-to-door transportation and an English-speaking driver-guide are included, with Mandarin Chinese available on request. This shared tour is limited to six guests, and other travelers may join your departure. 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; provide each child's age, height and weight when booking. This tour is not wheelchair accessible. Walking paths and stairs at some viewpoints require a moderate fitness level.

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.

See a side of Portland many people miss with this haunted evening walking tour. In addition to visiting many of the city's most haunted historic sites, including the Shanghai Tunnels and Roseland Theater, hear creepy tales from your guide that bring each attraction to life. A walking tour also lets you see each spot up close.

Portland is known for its food carts, but with numerous pods across the city, it can be difficult to know where to start. This walking tour visits one of the city's oldest food cart pods and several others, where you'll try treats from five to seven different food carts plus a local brewery and a well-known bakery's award-winning dish.

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.

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.

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.

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.