Top Portland Sightseeing Tours - page 4

Want to check out Portland's hot thrift shop scene? You just have to know where to go! Come along with me for a tour of shops that include everything from items plucked out of the dump to high-end Prada at a second hand boutique! Portland's thrifting culture is rooted in our respect for the environment and a commitment to re-use and recycle useable goods rather than send them to the landfill. Consequently, we have many thrift shops of every kind and category! There's no place better to begin than SE Hawthorne Ave., a vibrant street of secondhand shops, as well as a food carts, coffee shops, and small businesses selling made-in-portland goods. It's my treat for coffee or cocktails as we meet to get acquainted and caffeinated! This is a team experience so we can share what we're looking for and act as scouts for each other (me: Frye boots, color brown, size 10). I look forward to going thrifting with you in Portland!

Visit Mount Hood and many of the highlights of the Columbia Gorge in just one day with this private tour from Portland. You’ll visit Timberline Lodge on Mount Hood, four Columbia Gorge Waterfalls (including famous Multnomah Falls), and get the chance to stop by two wineries in the region, with lunch included along the way.  

Visit the top spots in the Columbia River Gorge with this small-group tour. get picked up on the east side Portland and head out to the Gorge to visit three different waterfalls: Latourell Falls, Bridal Veil Falls, and Multnomah Falls. You'll also get the chance to take in the views at Vista House before heading back to Portland.

The 85-mile (137-km) long Columbia Gorge NSA would be a national park if it weren't a critical transportation corridor. It features waterfalls, mountains, monoliths, terraces, resort towns, vineyards, orchards, and The River, harboring a plethora of fish and birds, and unique plants and invertebrates. There is said to be over 4000 waterfalls; many of which you have to hike to see. On this tour you'll hike the western, rainforested, southern side of the Gorge, dubbed "waterfall alley" where we'll have you getting misted by waterfalls, peering over cliffs, and learning stories of the area only the locals know.

Immerse yourself in immaculate Pacific Northwest scenery—and indulge in some special beverages along the way—on this private tour by e-bike. Meet your guide in Hood River, get acquainted with your bike, and then zip off. You’ll go for a 7-mile (11 -kilometer) ride along the Historic Columbia River Highway State Trail, will visit a local winery and brewery for tastings, and can opt to finish with a short hike.

Take a scenic cruise along the Willamette River while you learn about Oregon's history. Your captain will take you on a 44-mile journey, showing you historic attractions such as the Wheatland Ferry Crossing, which first began operations back in 1845. This tour is totally private and up to six passengers can be accommodated.

See the highlights of Portland in just half a day on this private tour of Portland. You'll explore downtown Portland and the nearby NW 23rd shopping district, take in city views from the International Rose Test Garden, and enjoy strolling in the World Forestry Center - Discovery Museum.

Relax with friends and loved ones on this wine tasting tour through the beautiful Willamette Valley. We'll make the reservations for you at 3 to 4 boutique wineries, so that you can focus on relaxing. This is a private tour, so the focus will be just on your group, which includes round-trip transportation from your accommodation within 40 miles of McMinnville. Information will be sent to you after reservations are confirmed and please select a box lunch selection from embraceoregon.com.

See the Columbia River Gorge in a way that few people ever will by taking this thrilling flight over the region. Fly over the tallest waterfall in Oregon—Multnomah Falls—for a bird's-eye view of this famous landmark. Have plenty of time to take pictures of the wonder, without worrying about crowds or traffic queues, before flying back to Portland.

My name is Jonas with Hidden Vineyards Wine Tours. We visit boutique gems and legacy wineries in Oregon’s Willamette Valley countryside. Custom pickup from your designated address with private elevated luxury transportation. We have a custom built wine tour Sprinter van, with leather captain chairs, swivel seats, waters and snacks. Three vineyards are included as well as a stop for lunch. Tasting and gratuity not included. Minimum 4 guests to book. Cheers!

Fly over Portland and the nearby Columbia River Gorge with this private flight experience. You’ll see the Portland Sign, fly over ancient rock formations, and soar past multiple waterfalls (including Multnomah Falls) all the way to the Bridge of the Gods in the Cascade Locks before heading back into Portland.

Visit Mt. Hood and the Columbia Gorge, with a couple of stops for wine tasting along the way, with this full-day tour. You'll visit Multnomah Falls, the Columbia Gorge's most famous attraction, hang out at Mt. Hood's historic Timberline Lodge, and pay a visit to two different wineries to taste Gorge-produced wine. There will be a hosted lunch on tour and a glass of wine at one of the wineries included. You will also be able to purchase beverages at your leisure during winery visits.

Mere minutes from the hustle of downtown Portland, a wooded wonderland awaits you. Forest Park boasts over 5,200 acres of lush greenery and 70 miles of pristine trails, making it one of the largest urban parks in the U.S. - and, in my humble opinion, our best! In this guided tour with a local expert, you'll hike beneath a grand canopy of majestic Douglas Fir, stunning Bigleaf Maple, whispering Western Hemlock, mighty Oregon White Oak and more. Hikers will enjoy jaw-dropping views of the Cascade mountain range, featuring Mount Hood - Oregon's highest peak at 11,250 feet. Other attractions on our tour include Portland's storied Witch’s Castle and the historic Pittock Mansion. We’ll stop outside the mansion for a small picnic of local goodies, restroom breaks, and Insta-worthy photo ops before trekking back down to the starting point.

The perfect sanctuary for men to escape the toils of daily life, fill their gullets with fine crafted spirits and brews, and beat their chests in harmonious praise and triumph of a day’s hunting well done! Embark on a meticulously curated journey spanning 7 hours, traversing through the rugged beauty of the Willamette Valley while experiencing some of the most badass distilleries and breweries in the region. And fear not, for this invitation extends to sassy or wild women alike! These are not pearl district hipster lounges, but rather, some of the most unique destinations to grab a beer or whiskey in the Willamette Valley; artisans that are off the beaten path, have small batch mentalities, or farm the ingredients that go directly into their craft. Your adventure awaits with a trifecta of brewery or distillery visits, curated to your desired experience, and transportation in one of our spacious and upfitted vehicles. Take a photo/video tour of our fleet online and book your adventure!

See the highlights of the Columbia River Gorge with a local guide by your side on this private of the region. You'll get the chance to take in the views from numerous viewpoints, visit both Multnomah Falls and Latourell Falls, and spend time learning about hydropower and fish hatching at Bonneville Dam, all in just half a day.

This 140-mile driving loop explores the geologically violent and breathtaking Columbia River Gorge. Traveling from mossy rainforests to high-desert plateaus, you’ll trace pioneer history and dramatic landscapes carved by Ice Age floods. Highlights include: * Iconic Waterfalls: View the 620-foot Multnomah Falls and the elegant Latourell Falls. * Historical Marvels: Visit the "Crown Jewel" Vista House and a full-scale concrete Stonehenge. * Unique Legends: Discover the "Bigfoot Capital," where harming a Sasquatch is a felony. * Nature & Wildlife: Meet Herman, an 80-year-old sturgeon, and see "Silver Skeleton" forests recovering from fire. * Geological Giants: Marvel at the 848-foot Beacon Rock monolith.

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.

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.

Explore the stunning Columbia River Gorge and Multnomah Falls on this 3-hour scenic tour. Travel along the historic Columbia River Highway with stops at Vista House, offering panoramic views, and Multnomah Falls, where you can hike to the Benson Bridge. Learn about the area's history from your expert driver guide, traveling in comfort aboard a deluxe motorcoach. Enjoy breathtaking views and the beauty of the Columbia River Gorge National Scenic Area.

Are you staying at THE ALLISON INN & SPA? This high-end tour offering was custom designed to take guests from the Allison to small family owned boutique wineries, which reflect the best of Willamette Valley. This private tour takes you deep into the heart of Willamette Valley to explore the cult wines, best quality for value wines, and legendary vineyards of Willamette Valley! We love building unique tours according to your preferences and ensuring you leave Oregon wine country with lasting memories and plenty of good wine to remember us by. Our tours will take you to 3 or 4 wineries (depending on your desire for a slower pace or more experiences) and will include elevated tours if you choose. Your guide will also take you to and join you for lunch at one of the valley's celebrated lunch spots. Our ALLISON private tour isn't simply about providing a driver, but creating a unique educational and immersive experience specifically with ALLISON INN & SPA clients in mind.

If you’ve flown around one mountain, you know how incredible it is. Now imagine flying around three for the most up close aerial view you can have! Experience up close details of Mt. St. Helens, Mt. Hood, and Mt. Adams on this air tour that takes you around these three iconic Pacific Northwest mountain peaks. On this flight tour, you’ll see these mountains in incredible detail, including overflying vast forests filled with lakes, creeks, rivers, valleys, and trees. This will be an experience you’ll never forget.

On this Private Wine Tour we work closely with you to curate the perfect custom itinerary. We really do know everyone in Wine Country and can get you private tastings with the winemakers themselves and line up wineries that specifically make wines that will suit your tastes and budget. If you're not careful you will learn a lot about the geology, the agricultural significance, our history and why we grow those finicky cool climate wine grapes out here. This Private Wine Tour will be fun, educational and if we do our job right it will be filled with moments that become lasting memories.

See the highlights of Portland in just half a day on this private tour of Portland. You'll explore downtown Portland and the nearby NW 23rd shopping district, take in city views from the International Rose Test Garden and stroll through Lan Su Chinese Garden. If you come on a Saturday, you’ll visit the PSU Farmer’s Market.

Unlock the best of Portland with this self-guided smartphone quest. Riddles, puzzles, and local stories guide you through the city's most interesting corners, turning an ordinary walk into an adventure. Each challenge leads to the next location, keeping you entertained while you discover places and stories you'd never find on your own. Play anytime — this 1–2 hour private quest runs 24/7. Stop for food, photos, or detours whenever you like. Available in 5+ languages.