Oregon
Meet the Locals

Enter your dates to find available activities

Our most recommended Oregon Meet the Locals

Portland: Eastside Craft Brewery Walking Tour

1. Portland: Eastside Craft Brewery Walking Tour

Meet your guide and small group across the river from downtown Portland in the inner Eastside industrial district. The meeting point on SE 7th Avenue is located in the heart of so many scenes, from coffee to food, distilleries and street art. For the best of Portland's brewery innovation and history, start here, where beer (and cider) flourish and learn of Portland's craft brewing history from those who lead the way.  Walk into the hotbed of beer, through the neighborhood that borders the Willamette River and allow your guide to personally select breweries representing a trip through the Oregon's brew past, present and future⁠—and the whole US. Follow your guide through the Eastside, where you'll find an assortment of beers to satisfy your personal preferences, like sours, craft barrel-aging, Belgians, wits, imperial IPAs, and more.  Walking distance will be 2-3 miles (3-5 kilometers), with just enough beer tasting so you'll know which stop you'd like to return to. At each brewery, your guide will lead you through the choices and let you select your favorites, offering you recommendations for a classic experience, or customized the tasting to fit your likes and dislikes. Cider options are available at each brewery for gluten-free or wheat-free tour guests, and the route is mostly flat so the walk is appropriate for all abilities. This craft brewery walking tour is conversational in style; your guide is eager to share beer knowledge as well as a window into the culture of this neighborhood, one which has supported the city's street artists, skateboarders, brewmasters, food innovators, and a number of other unique parts of the city's evolution from an afterthought to a sought-after destination for tourists worldwide.

...
Portland: Mount Hood Wine and Waterfalls Full-Day Tour

2. Portland: Mount Hood Wine and Waterfalls Full-Day Tour

Enjoy a full-day tour to discover the beautiful landscapes of the wine-growing regions near Portland. After pickup at your accommodation, travel through the verdant landscape of Willamette Valley, known for its hazelnuts, berries, Christmas trees, and Pinot Noir wine. Continue to the foothills of the western Cascades and ascend to the treeline on Mount Hood, the highest peak in Oregon. Spend an hour at the historic Timberline Lodge, built by local artisans during the Great Depression. Explore the interpretive displays, go hiking, or play in the snow, even in summer.  Afterward, drive to Hood River Valley to arrive at the first winery on the tour. Eat a farm-to-table lunch while enjoying a wine tasting at a boutique vineyard with a view of Mount Hood. Learn about wine production in the region and visit 1 other winery in the Columbia Gorge or Columbia Valley areas.  Travel through the Columbia Gorge and admire the towering basalt cliffs, before stopping at Multnomah Falls. Explore the tallest waterfall in Oregon during the 30-minute stop, where you can walk up to the Benson Bridge, visit the interpretive center, or peruse the gift shop. Afterward, you’ll head back to Portland to be dropped off at your hotel.

...
Portland: Underground Donut Tour

3. Portland: Underground Donut Tour

Accompany your passionate foodie guide to 4 donut institutions, where you'll enjoy a curated sample of Portland's best donuts. Savor classics like glazed and chocolate, and discover some more adventurous flavors, like lavender.  Your stops may include Sesame Donuts, Blue Star Donuts, NOLA Doughnuts, and Voodoo Doughnuts, all true donut institutions. You'll even be able to skip the line at Voodoo Doughnuts, where some people wait up to 30 minutes. On the way to the donut shops, visit some local sights including Pioneer Square, Chinatown, and the PSU Campus. Your tour guide will entertain you with interesting facts about these sites as you travel between treats.

...
Portland: Food Carts, Pods, & Patios Tour

4. Portland: Food Carts, Pods, & Patios Tour

Discover what the food cart hype is all about in the city that put food cart pods on the map. With over 700 food carts throughout the city, your guide has done the research for you. Visit several locally run and operated food carts, relax on patios in the heart of Southeast Portland, and taste the delicious foods that make Portland a true foodie destination. On this small-group walking tour, discover global foods, quench your thirst with tasty drinks, and learn fun history in this off-the-beaten-path neighborhood. Experience the perfect way to discover quirky Portland, eat where the locals eat, and have fun.

...
Portland: Cannabis Culture Guided Bike Tour

5. Portland: Cannabis Culture Guided Bike Tour

Meet your guide at the local operator’s bike store in one of Portland’s uniquely funky neighborhoods then head out onto the city streets where your cannabis adventure awaits. On the tour, learn about how Oregon has been a forerunner in cannabis legalization since the 1970s as you take part in a 14.5 km bike ride through the city, visiting dispensaries, head shops, and local hot spots along the way. The experience introduces you to the history of Portland as it influences, and has been impacted by, the story of hemp and cannabis, from the 1800s to the present. Visit two hand-picked dispensaries where you’ll learn what the differences are between strains like sativa, indica, and hybrids, as well as why the aroma of marijuana buds can be a clue to what might be best for you. Enjoy the opportunity to shop for cannabis and edibles, or just learn more about Oregon’s finest farms and strains. Next, wander through the world of art glass and see the spectrum of glass art from purely functional to true works of artistic genius (but still smokable). You can also shop for stunningly crafted wooden pipes, then if you’ve got the munchies, explore the best choices for late-night (or late-afternoon) cravings. In just three hours, experience Portland’s culture and history, and shop for cannabis more confidently, along with a beautiful ride through the city’s neighborhoods that locals call “hippie central.”

...
Portland: 2 Hour Family Walking Tour with Guide

6. Portland: 2 Hour Family Walking Tour with Guide

Spend a family fun day out on this guided walking tour, designed to suit all ages and interests. Meet your guide, then set off into Portland’s bustling city streets where your sightseeing adventure begins. Along the way, visit some of the city’s most iconic sights and landmarks, and learn interesting facts and stories about Portland's history. Hear how the city got its name, discover hidden secrets as you head off-the-beaten-path, and go searching for miniature horses. The tour has an easy pace, and your guide ensures the whole family has fun. 

...
From Portland: Willamette Valley Character Wineries

7. From Portland: Willamette Valley Character Wineries

Meander the wine appellations of the Willamette Valley, and discover vineyards and tasting rooms that stand out, not only for the views and the character of their wine, but the intriguing personalities (both human and non-human) involved. You and your small group will learn background on the history, terroir, and character of Willamette Valley wine from your interpretive guide. This day trip is a customized tour of 3-4 wineries in the Willamette Valley. You’ll travel south and west of Portland, as your guide takes you through the farmland of the Willamette Valley, one of the richest valleys in the world, known for its hazelnuts, berries, Christmas trees, and Pinot Noir. You may stop at a farm stand to get farm-fresh eggs or fruits, nuts, & vegetables.  You'll be served a lunch platter at the second winery, accounting for your dietary needs. You'll wander through the rolling hills of multiple Willamette Valley sub-AVAs, passing through charming little villages, while making stops at some of the most unique boutique wineries. Afterwards, you’ll head back to Portland to be dropped off at your hotel.

...
From Portland: Columbia Gorge Hike and Winery Lunch

8. From Portland: Columbia Gorge Hike and Winery Lunch

Hike the forests and steppes of the Columbia Gorge, discover the natural and cultural history of the area, and get intimate with the most climatically diverse wine region in the USA on this small-group tour. Together with the other members of your group, learn about the history, terroir, and character of Columbia Gorge wine from your wine industry-honed interpretive guide. This day trip is a customized tour of up to 15 km of hiking, depending on the physicality of the group, 2 tasting room visits, and a visit to the Columbia Gorge Discovery Center and Museum. In the morning, travel east of Portland as your guide takes you through the dramatic cliffs, terraces, and monoliths of the Columbia Gorge, a sea-level passage through the Cascades, containing the highest density of hanging waterfalls in the world. Stop at a fruit stand or fish stand for a bite to eat if you wish. After spending the morning hiking this sublime landscape, stop for lunch at a boutique winery, where you can taste wine in a historic building with a fascinating story. After lunch, visit the Columbia Gorge Discovery Center and Museum, where you can peruse the interpretive displays for more in-depth information on the natural and cultural history of the Columbia Gorge. Afterward, wander through the valleys, terraces, and synclines of the Columbia Gorge wine region, passing through charming little villages, while making another stop at a unique winery. Finally, head back to Portland and get dropped off at your hotel.

...

Other Sightseeing Options in Oregon

Want to discover all there is to do in Oregon? Click here for a full list.

What people are saying about Oregon

Overall rating

5.0 / 5

based on 1 reviews

Wonderful trip - and Marcus was one of the best guides we have had on any tour. He set the tone well in introducing our other fellow day trippers, was Incredibly knowledgeable without talking non stop, had a great sense of humor, and he clearly knows the right spots to visit. As for the 2 wineries? Small, boutique and great tastings along with a lovely charcuterie lunch, and as Marcus has worked at a winery in another ‘past life’(!) he added to that experience too. Perfect day, as was the weather although that was outside of Marcus’ skill set!! Thankyou!

This was such a fun experience! It’s a great way to try the best places for doughnuts in the city and get to see popular landmarks in the city at the same time. Our guides were so fun to be around! They were knowledgeable about everything - I especially appreciated their restaurant recommendations! I feel like I know the city better because I went on this tour!

Jeri was amazing!! We had the best time and really got to try a huge selection of Portland’s finest brews. Highly recommend!

14 donuts. Funny, knowledgeable guides. No need to wait in line for voodoo donuts.

Fun! Delicious! And a really entertaining guide Ian!