Top Oregon Walking Tours

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.

Explore the beautiful Forest Park and the vibrant culinary scene of Portland on this unique 4-hour tour. Journey through 3 miles of scenic trails and urban pathways, stopping at four carefully selected local eateries, bakeries, and food carts to savor the city’s flavors. Discover engaging stories about the history of the park and Portland itself while enjoying a pre-set menu designed to tantalize your taste buds. Ideal for food lovers and history buffs alike, this tour offers a delightful blend of nature and dining. - 4-hour guided tour with a maximum of 10 guests for an intimate experience - Features 2 miles of moderate forest walking and 1 mile of city walking - Includes stops at four hand-picked culinary destinations - Vegetarian meal options available; please inform of any special requests in advance

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.

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.

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.

Immerse yourself in the stunning beauty of Crater Lake National Park with our engaging audio tour! Marvel at the deep blue waters of this ancient volcanic lake while our guides share fascinating stories about its formation, unique geology, and surrounding wildlife. Explore scenic viewpoints, hike the rim, and learn about the park’s rich history and conservation efforts. Perfect for families, nature lovers, and adventurers, our tour offers an informative and enjoyable experience. Simply download, plug in your headphones, and embark on an unforgettable journey through the breathtaking landscapes of Crater Lake National Park! *Download the Shaka Guide app to access the purchased tours*

Ever wonder what animals and plants you're seeing when you hike and what makes each one special? Wish you could have a naturalist along to help you learn more about the places you're exploring? Then this tour is for you! Not only is your guide, Rebecca Lexa, a certified Master Naturalist, but she literally wrote the book on nature identification--The Everyday Naturalist: How to Identify Animals, Plants, and Fungi Wherever You Go (Ten Speed Press, 2025). Questions are welcome and encouraged, so bring your curiosity no matter your age!

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.

On this day-long excursion you’ll explore the northern stretch of shore between Astoria and Cannon Beach as your guide leads you through an oceans-worth of American history, coastal culture, and pristine nature. Start your day in the bustling seaport of Astoria, where the Columbia River feeds into the Pacific, and Lewis & Clark and John Jacob Astor concluded their epic expeditions. Wander the town’s docks, wind up the Astoria Column, and walk through Fort Clatsop, before continuing south along beaches and bluffs to Cannon Beach. A quintessential beach town, the savory smell of chowder houses meets the briny ocean air on Cannon Beach’s picturesque streets. After meandering through the town, you’ll take to the beach for an interpretative nature walk to Haystack Rock with your naturalist guide. Complete your day by traversing through a maze of Sitka spruce in Ecola State Park. The forest opens to a secluded beach where you’ll cap off your tour with an amazing view of the crashing waves.

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.

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.

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.

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.

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.

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.

Immerse yourself in the beauty of Columbia River Gorge on this full-day trip from Portland to Mount Hood! With your small group, take a guided tour of such iconic Oregon destinations as Multnomah Falls and the famous Timberline Lodge, and enjoy lunch in the charming city of Hood River. Your tour also includes pickup from over 60 hotels in Portland and a private or small-group option.

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!

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.

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.

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.

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.

Bridges, basketball and a riverside promenade with memory built in — Portland's east-west seam is best explored on foot. 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. • Circle the Moda Center, home of the Trail Blazers • Cross the double-decked Steel Bridge, an engineering original • Reflect at the Japanese American Historical Plaza on the waterfront 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. Bridgetown lives up to the name.

Explore Oregon’s rocky northern coastline, dotted with beaches and sea cliffs, on a scenic full-day trip from Portland. Travel the picturesque US Highway 101 through quaint beach towns, stopping in Cannon Beach, Ecola State Park, and Oswald West State Park. Enjoy panoramic coastal views, geological wonders, and wind-swept beaches without the hassle of self-driving, and learn more from your guide than you would going alone.

Taking this 1.5 mile (2.4 km) walk through the heart of downtown Portland offers an immersive exploration into the city's rich tapestry of history, culture, and innovation. Portland unfolds its stories through a series of iconic landmarks, bustling public squares, and artistic expressions that color its streets. You'll encounter not just the narrative of its past, but the living, breathing essence of what makes Portland beloved. Admire vibrant murals and sculptures that punctuate the cityscape. Witness the symbiosis between architecture and environment. Even the smallest park in America claims its fame among the city's green spaces. We'll share how Portland changed from a forest, to the wild-west "stumptown," to the vibrant little city it has become. This walk reveals how Portland's innovative spirit has shaped its identity from historic times to the present day. Each tour may vary, depending on your guide. But trust the reviews! We'll show you a great time!