Top Oregon Sightseeing Tours - page 4

Crash through the rapids on a whitewater rafting trip with your friends or family. This Deschutes River tour is an exhilarating full day adventure. Enjoy exciting rapids, deep canyons, placid pools, and a delicious barbecue lunch. No prior experience is necessary; professional guides support you every step of the way.

See Oregon’s infamous waterfalls from above on a private airplane tour through the Columbia River Gorge. Get 360-degree views as you soar over the Vista House, Booneville Dam, the Bridge of the Gods near Cascade Locks, and more. This private experience allows you to customize your itinerary to fit your preferences.

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.

Gravel riding has taken the cycling world by storm. Prepare yourself for an urban forest adventure within the city. Ride from our shop in Old Town through the bustling Pearl District & Nob Hill as your guide highlights historical and cultural hotspots. Leave the city behind as you pedal into America’s largest urban forest – Forest Park. Carved into the slopes of the West Hills, cruise the stunning car-free gravel path which traverses the entire park and offers a scenic half-day trip all within city limits. The 11 mile bike and pedestrian path through the 5000 acre park is enshrouded with towering trees. Catch glimpses of the city below as you zip through the temperate forest. Return the way you came or head over the St Johns Bridge into North Portland for amazing views of the West Hills and the Willamette River from Overlook. 28 miles - This tour appeals to fit beginner and experienced gravel riders on our Carbon Gravel Bikes as well as new adventurers on our Gravel E-bikes.

See Portland like a local—by bicycle—with this guided tour. Your guide will take you on an eight- to 11-mile ride through town, past beautiful neighborhoods filled with flowers and across the river via the pedestrian- and bicycle-only Tilikum Bridge towards downtown, with a stop at a local donut shop for some sugary fuel along the way.

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.

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!

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.

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.

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.

A full-day private tour of Oregon wine country offers a personalized travel and tasting experience. Visit four small-production wineries and learn about the wine-making process—sometimes from the winemakers themselves. Your guide gives you palette notes during each tasting and drives you and your group of up to four people safely between vineyards.

Take in the sights of the Oregon Coast without worrying about driving with this private tour from Portland, Your driver will pick you up at your accommodations and take you west to the coast, known for its unusual mix of forest and sandy beaches. You'll get plenty of chances to stop along the way at some of the region's prettiest viewpoints and cutest towns.

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.

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.

Discover Oregon's world famous wine region known as Willamette Valley and experience the best pinot noir, chardonnay, rose and other varietals guided by local wine lovers on this 8 hour tour. An excellent trip for new and seasoned wine lovers, a romantic weekend, or last minute vacation with your friends. Gain an inside perspective about the growing region, the winemaking process and the history of this valley. Expect to be pampered, entertained, and truly have a memorable trip in Oregon's Wine Country. This is a joinable small group tour for 2 persons or more. We will explore 3 of the finest vineyards in the valley and do a sit down lunch at our favorite establishment or vineyard lunch pairing. Proceed to check availability to see your exact price for the group size, we will handle all route planning and reservations on your behalf and offer door to door pickup and dropoff.

One of Portland's many nicknames is Bridgetown, not much of a surprise given that the city is split by a river crossed by 10 bridges. With this tour, you'll hop aboard a pontoon and head from the southernmost of the city's bridges, the Sellwood Bridge, making your way north. You'll pass through downtown, eventually coming to the last bridge within the inner city: the towering Freemont Bridge, before heading back south.

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.

You don't need to set aside a whole day to experience the thrill of whitewater rafting on this half-day adventure through Oregon's Rogue River. Conveniently located near the freeway, this efficient trip lets you see the area's natural beauty up close. Build your confidence rafting as the route gradually increases from smaller whitewater to larger class IV rapids by the end.

This immersive 7-hour tour takes you through Seaside, Gearhart, Astoria, and Cannon Beach, blending iconic landmarks, rich history, and stunning natural scenery. Explore the Peter Iredale shipwreck, view the mighty Columbia River Bar from the South Jetty, and walk through historic Fort Clatsop. You'll also enjoy Astoria’s waterfront charm and, if tides allow, stroll the tide pools at Haystack Rock. Led by a local guide with deep regional knowledge, this small-group tour offers a relaxed pace with engaging stops and scenic drives. Includes bottled water and a $10 meal credit toward clam chowder or another local favorite. Highlights: • Small-group tour of 4 coastal towns • Fort Clatsop, Fort Stevens & South Jetty • Peter Iredale shipwreck & Haystack Rock • Astoria’s history, Column, and viewpoints

This tour goes above and beyond your average city tour. Accompanied by an expert local guide who has deep insight into the history and culture of each district, this tour of Portland allows guests to stop at iconic Portland destinations and venture off the beaten path to discover exciting hidden gems of the city.

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

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!

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.

Are you looking for the romantic, quaint or cozy tastings rooms in Willamette Valley, but also want to experience some of the best boutique wineries Willamette Valley has to offer? Our *Winter Special* wine tour is designed to get you to the handful of tasting rooms who offer world-class wines, amazing hospitality and also have the cozy fireplace ambiance to make your getaway memorable, restful or simply magical. On this tour, we will go to three wineries at a relaxed pace; or, if desired, four wineries at a fast clip. We will stop for lunch at one of the celebrated sandwich spots in the valley and your guide will join you for lunch. If wine by the fire is what you are after, then look no further!