Top Oregon Walking Tours

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*

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.

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.

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.

Portland’s historic Mississippi District is home to killer live music venues, eclectic shops, and some of the best restaurants, bars and food carts in any city – especially if you know what to look for. On our walking food tour of Mississippi Avenue, that’s exactly what I’ll show you! Some of the delicious food and drinks we'll sample: - Perfectly cooked egg sandwiches on fresh-baked sourdough. - Locally roasted coffee or craft cocktail (or coffee cocktail!). - Mouth-watering cake & brioche donuts with seasonal ingredients. - Deliciously authentic cubanos and sweet plantains with mojitos. - Melt-in-your-mouth brisket & more from the West Coast’s #1 BBQ spot. Come hungry, thirsty, and curious! The food is the star of this tour, but you’ll also learn about historic Mississippi Ave and the city of Portland. This neighborhood is weird and wonderful, and I’ll share some of the most interesting tidbits along the way.

Escape the city for half a day—and explore the scenic highlights of the popular Columbia River Gorge—on this private tour. Pick between morning and afternoon start times, set off in a luxury Mercedes, and head into nature. You’ll discover stretches of the 74-mile (119-kilometer) highway, and immerse yourself in the Pacific Northwest scenery. Discover waterfalls like Latourell Falls and Multnomah Falls, admire Beacon Rock, stop at scenic viewpoints, and more.

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!

Get out of the big city and explore the stunning beaches and beautiful towns along Oregon’s northern coast on this full-day, small-group tour from Portland. Visit the charming towns of Manzanita and Cannon Beach—home of the famous Haystack Rock—browse antique shops and art galleries, and stop at several beaches to maximize your time at the Oregon Coast.

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.

See the highlights of Portland in just one afternoon, without having to sort out transportation on this tour. Learn about local history, culture, and everyday life while exploring downtown and its surrounds. Peruse the revamped Pearl District and visit Pioneer Square. Experience what makes Portland and the surrounding area unique with stops at the International Rose Test Garden (seasonally), Pioneer Courthouse Square, NW 23rd Avenue, and more.

Immerse yourself in the beauty and bounty of Willamette Valley's renowned wine country on this full-day, small-group tour from Portland. Perfect for all levels of wine enthusiasts—from newcomers to connoisseurs—this tour whisks you to three or four top-rated vineyards. Sample a range of varietals (tasting fees own expense), enjoy a picnic lunch, and benefit from door-to-door service.

Intimidated by Portland’s surfeit of food trucks, restaurants, and must-try eateries? Leave all the planning to your guide—and sample brunch bites that Portland has to offer—on this small-group foodie walking tour. Meet your guide in the morning, and come with an appetite: you’ll visit numerous businesses in the Mississippi District for bites ranging from pastries and sandwiches to drinks and beyond.

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.

Visit the Columbia Gorge, easily one of Oregon's most scenic spots, with this intimate half-day tour from Portland. You'll make plenty of stops along the way, with the chance to take in the views from the aptly named Vista House and the Portland Women's Forum State Scenic Viewpoint. You'll also visit Horsetail Falls, Latourell Falls, and the most famous waterfall of them all, Multnomah Falls, the tallest waterfall in the state.

Oregon’s Willamette Valley is known for its fantastic wine, and while it’s easy to get to from Portland by car, driving yourself means limiting your consumption. This small-group tours includes the services of a driver so you can taste wine without worrying about designating a driver, showcasing off-the-beaten-path wineries that you might otherwise miss.

Explore Oregon's natural beauty on this McKenzie River tour, featuring riding in style with a Tesla. Enjoy a scenic 1.25 mile hike with stunning views of the McKenzie River. Marvel at the impressive Sahalie Falls and the tranquil Koosah Falls, each showcasing the region's breathtaking landscapes. Take a moment to appreciate a historic covered bridge before visiting the McKenzie General Store for local goods or a meal at the Obsidian Grill. - Stylish Tesla ride along the scenic McKenzie River Highway - 1.25 mile hike with stunning views and two majestic waterfalls - Visit a charming covered bridge and explore local history - Stop at the McKenzie General Store for provisions or a meal at Obsidian Grill

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.

There’s nothing better than exploring Astoria at your own pace, with a flexible itinerary tailored to your preferences. Step back in time and immerse yourself in the rich history of Astoria, Oregon's oldest American settlement. From its roots as a vital port city to its iconic landmarks, Astoria offers a perfect blend of history, natural beauty, and coastal charm. Discover its significant role in American exploration and maritime history, and enjoy breathtaking views of the Columbia River and the Pacific Ocean. This full-day tour takes you through the highlights of Astoria, offering a memorable journey through Oregon’s coastal heritage.

Experience the Willamette Valley, Oregon's largest wine region, on this wine-tasting tour from Portland. In a small group, head south of Portland to the Willamette Valley wine region, famed for its Pinot Noir. Spend the day tasting different wines (at your own expense) at three select wineries and learn about the region, and Oregon’s wine industry, from your guide.

Welcome to the Newport Bayfront, where the sea air smells like a mix of fresh Dungeness crab and boiling sugar. This self-guided audio tour isn't just a scenic stroll; it’s an invitation to see the real Newport. We’ll start your loop at Port Dock 7, the beating heart of the commercial fleet. From there, we’ll dive into the stories that most visitors walk right past. You’ll hear about the Graveyard of the Pacific and the brave Coast Guard crews who watch over it, but you’ll also see a massive 165-ton block of concrete that floated all the way from Japan and a mural with a secret hidden in the details. Between the bickering sea lions and the legendary piles of saltwater taffy for sale in the local candy shops, we’ll also share personal recommendations for the best restaurants along the way. The tour ends back at Port Dock 7, where Local Ocean Seafoods lists the specific boat and captain behind every dish on the menu.

Avoid falling victim to tourist traps and eat your way through the trendy Alberta Arts District with this walking food tour. Not only do you get to try treats from local eateries and food carts that line this hip neighborhood, but you also get to learn all about Oregon Pinot Noir from a local winemaker. A small group size keeps this guided tour feeling intimate.

Go bar hopping with a local resident with this casual, friendly walking tour of Portland's local bars. Your enthusiastic local guide will take you and your group to some of his favorite local haunts, with a heavy focus on interacting with locals and checking out the city's neighborhood vibes.

Explore Portland's hipster-friendly Buckman neighborhood on foot and try out some fantastic local fare along the way with this small-group walking tour. While dining options vary depending on availability, you're likely to visit some of Portland's top international restaurants, try out treats from a food pod, and spend time at a local distillery, all with a guide to provide context and narration.

Explore the eerie side of Old Town with this haunted pub tour in Portland. Learn about some of the city's scary history as you walk through 19th-century buildings. Sample local beers as you hear about Portland's era of kidnapping, gangs, prostitution and opium dens.