Top Portland Walking Tours - page 3

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.

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!

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.

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.

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.

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).

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.

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.

We’re definitely Keeping It Weird on the Underground Donut Tour - Portland Holiday Edition. Come join us as we take a stroll through downtown Portland and try some of the best donuts you'll ever have in your life. Seriously, these donuts are amazing. The tour starts near the PSU campus where we try an assortment of donuts. Next, we take a leisurely walk through the park towards downtown Portland. Along the way you'll learn about Portland history, both for donuts as well as the larger restaurant industry. Depending on what's open that day, we may stop at one of several donut shops downtown, so make sure to bring your appetite. We'll stop along the way to admire the holiday lights and decorations, specifically in Pioneer Square. Lastly, we'll stop at the place that started it all, Voodoo Doughnuts. Don't worry though, because we can skip the line. Along the way, we'll sprinkle in some humor, history, and fun for the whole family. What's not to love? We hope you can make it!

Just a short drive from Portland sit two of Oregon's most celebrated areas of natural beauty: Mount Hood and the Columbia River Gorge. This tour will take you to both in a private vehicle just for your party. You'll also get to visit the town of Hood River and the nearby Hood River Valley, known for its orchards and fruit stands.

Discover the ultimate family-friendly adventure in Oregon, blending aviation history, breathtaking landscapes, and hands-on farm experiences. Begin at the Evergreen Aviation & Space Museum, home to the impressive Spruce Goose and a remarkable collection of aircraft. Enjoy a scenic drive through the picturesque Willamette Valley before reaching Abbey Road Farm, where adults can indulge in wine tastings while children interact with friendly farm animals like alpacas and goats. This is the perfect balance of culture, nature, and family time near Portland. - Visit the Evergreen Aviation & Space Museum and see the Spruce Goose - Enjoy a scenic drive through the stunning Willamette Valley - Experience interactive farm fun at Abbey Road Farm with friendly animals - Perfect for families looking for a mix of culture, nature, and leisure *This private tour requires a minimum of 2 participants to operate.

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.

Portland's downtown is dotted with outdoor sculptures. Some immense and famous, some hidden in plain sight. The outdoor sculptures of Portland exemplify Portland's unique character, charm, and history in a number of ways. Take a self-guided GPS audio walk and discover Portland in a new and interesting way! Downtown Portland is a busy place on a weekday, but people are friendly. You may run into street musicians, homeless people, food carts, and more! The tour starts in the middle of Pioneer Square, known as "Portland's Living Room." The tour is ready whenever you are and the audio plays automatically at exactly the right time and place using your smartphone's GPS and the VoiceMap mobile app, which also works offline.

This is Portland’s elevated sushi night out: a small-group, omakase-style progressive dinner across three top sushi spots downtown. Instead of tiny samples, you’ll sit down at each stop for chef-selected dishes—crafted to highlight different styles, cuts, and techniques—so you leave genuinely full and seriously impressed. Over 2–3 hours, you’ll enjoy a curated progression that can include nigiri, sashimi, specialty rolls, and seasonal plates (selection varies by night). Your guide keeps it fun and approachable while explaining what you’re eating, how to spot quality, and how to order with confidence the next time you’re at a sushi bar. All food is included, and group size is capped so the experience stays personal and high-touch. —and if you have dietary needs (gluten-free or vegan), message us after booking so we can plan your best possible menu. Why this is worth it: you’re getting a guided, chef-curated sushi progression at three restaurants in one night—without the guesswork.

Learn to love Portland like a local does with this food, shopping and sweet treat tour, about 2 miles A stroll through the culture district for a warm drink, past some of the most eclectic shopping in the city, then through the heart of downtown to a charming cafe for an appetizer with culinary styles from Japan and Europe. From there through midtown past the country’s largest independent book store to one of our famous food cart pods for another shareable dish. We finish with a walk through the financial district to a decadent chocolate sampler dessert. We’ll show you the Portland we love and tell you stories even the locals themselves may not have heard — Portland is an amazing city full of beauty, passion and conflict with a story around every turn. About 2 miles of walking or 3.5 kilometers.

Your day may include stops at iconic destinations such as Multnomah Falls, Horsetail Falls, or the Fruit Loop (depending on the fruit season), while also leaving time to hike on the trails and away from crowds. Alternatively, your group may choose a longer day hike such as Angel’s Rest with a gorgeous view of the Columbia River below, or Multnomah Falls and Wahkeena Falls wandering through a lush old growth forest. At Good Trip Adventures, our expert guides are not just knowledgeable; they are passionate about Columbia River Gorge. From the geological wonders to the unique flora and fauna, they ensure you develop a deeper connection with this mesmerizing landscape. Groups are capped at 8 hikers. If we don't meet the minimum number of spots booked, registrants will be offered an option to make the tour private for an additional charge or cancel for a full refund.

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.

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!

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.

Explore the northern stretches of the Oregon Coast with a local guide on this private, customizable tour from Portland. You'll get to ride along the Pacific Coast Scenic Byway, take a hike through old-growth forest, and stop at one or two local towns or attractions of your choosing along the way.

Explore Portland with Operation City Quest! Our scavenger hunt takes you around the city to find items in any order you want and perform exciting tasks for points. The scavenger hunt is done using an app and you'll be able to check the rankings feature anytime to see how you rank. Our scavenger hunt has a remote guide that will help along the way via chat. Let's get exploring in Portland.