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Top Oregon Private Sightseeing Tours

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Traveller favourite

Columbia Gorge & Hood River Wine Tour

Columbia Gorge & Hood River Wine Tour

star-5
A short drive east of Portland, the Columbia Gorge is one of the most breathtaking scenic routes in the Pacific Northwest.Spanning along the Columbia River that separates Northwestern Oregon from Southwestern Washington, this beautiful area is characterized by gorgeous forests, towering waterfalls, ample hiking opportunities, and world-class wines. With this customizable private tour, you'll get to experience it on your own terms, with a focus on nature, wine tastings, or both.
More
  • Taking safety measures
From
US$179.00
Price varies by group size
From
US$179.00
Price varies by group size
Taking safety measures

Wine and waterfalls what could be better!

Our tour guide Jeri was great. She was so knowledgeable about the area and the wineries. The weather was as beautiful scenery couldn’t have asked for more. Great tour!!

Cynthia_K, Feb 2020

53 Oregon Private Sightseeing Tours | All Oregon Tours

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Private, 40-minute Waterfall Air Tour for Three

Private, 40-minute Waterfall Air Tour for Three

star-5
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. 
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  • 40 minutes
  • Free Cancellation
From
US$357.95
per group
From
US$357.95
per group

Visit Multnomah Falls, two waterfalls, & Vista House

Visit Multnomah Falls, two waterfalls, & Vista House

star-5
Meet downtown and head to the Columbia Gorge to enjoy 3 amazing waterfalls. All of the waterfalls are located in the Columbia Gorge which is about 30 mins outside Portland. Each of the hikes will be about a mile or less. We will visit the most famous and some also lesser known waterfalls.
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  • 3 hours
  • Free Cancellation
From
US$46.16
From
US$46.16

1 Hour Private Mount Hood & Columbia Gorge Air Tour for 3

1 Hour Private Mount Hood & Columbia Gorge Air Tour for 3

star-5
Experience Oregon from the sky with this aerial tour above some of the state’s most dramatic scenery. This flight for up to three people will take you above the Columbia Gorge, over the Mt. Hood National Forest and back. Note that prices are for the entire plane ride, so bring a couple friends and make a day of it.
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  • 1 hour
  • Free Cancellation
From
US$429.75
per group
From
US$429.75
per group

Private Oregon Wine Tour-Full Day Tour with Lunch

Private Oregon Wine Tour-Full Day Tour with Lunch

star-5
Head south of Portland to the Willamette Valley wine region for a chance to learn about winemaking in Oregon on this private excursion. Visiting local wineries, you'll gain insight into the world-famous varietals of the Willamette Valley, such as Pinot Noir, Chardonnay, Rose, and Pinot Gris, and hear about the history of the valley. Then, indulge in a complimentary gourmet lunch.
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  • 8 hours
From
US$199.00
Price varies by group size
From
US$199.00
Price varies by group size

20-minute Private Gorge Air Tour for 3

20-minute Private Gorge Air Tour for 3

star-5
If you’ve never flown on a private plane before, this 20-minute ride over the Columbia River Gorge will be an unforgettable experience and a thrilling overview of the natural beauty of the Pacific Northwest. Your knowledgeable pilot will take you east through the Gorge toward the Vista House viewpoint, past the waterfalls and cliffs of the Gorge.
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  • 20 minutes
  • Free Cancellation
From
US$163.08
per group
From
US$163.08
per group

Oregon Coast Tour and Wine Tasting- Private Full Day Tour

Oregon Coast Tour and Wine Tasting- Private Full Day Tour

If the Oregon Coast is known for anything, it's the majestic views, rugged cliffs, and charming towns. On this private tour from Portland, enjoy the best of what the coast has to offer. You're whisked off on a scenic drive, stop at a local vineyard for a wine tasting (own expense), and stretch your legs with a walk on the beach.
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  • 8 to 9 hours
From
US$179.00
Price varies by group size
From
US$179.00
Price varies by group size

Multnomah Falls & Gorge Helicopter Tour

Multnomah Falls & Gorge Helicopter Tour

Visit the beautiful Columbia River Gorge and Multnomah Falls in a way that few get to – by helicopter. You'll board at a heliport in downtown Portland and make your way north to the Columbia River, which marks the border between Oregon and Washington State. You'll fly over all sorts of beautiful natural scenery, finally making it to Multnomah Falls, one of the most loved attractions in the region, before returning to Portland.
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  • 1 hour
  • Free Cancellation
From
US$506.57
Price varies by group size
From
US$506.57
Price varies by group size

Guided Hike in Portland's Forest Park! (Largest Urban Wilderness in the USA)

Guided Hike in Portland's Forest Park! (Largest Urban Wilderness in the USA)

star-5
Visit the lush trails of Portland's gargantuan Forest Park, the only urban wilderness park in the U.S. Your guide will take you along forested trails, telling you about the plants, animals, and history of the park—and the region—as you walk. And if you feel like turning back, there's no pressure. The hike is a moderate 3–5 miles (5–8 kilometers) long, but can be shortened or adjusted to meet your needs.
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  • 3 hours
  • Free Cancellation
From
US$85.00
From
US$85.00

Exclusive 1 Hour 20 Minute Private Gorge & Portland Air Tour for 3

Exclusive 1 Hour 20 Minute Private Gorge & Portland Air Tour for 3

star-5
The Columbia River Gorge cleaves a massive canyon between the Oregon and Washington state lines, just east of Portland. On this full-day flight tour, you’ll soar over the gorge and its dozens of waterfalls. Then, you’ll cruise over the city of Portland, taking in its skyline and collection of unique bridges. Your guide will narrate the trip, pointing out highlights along the way.
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  • 1 hour 20 minutes
  • Free Cancellation
From
US$542.57
per group
From
US$542.57
per group

Private Air Tour of Multnomah Falls

Private Air Tour of Multnomah Falls

star-5
Take in aerial views of Multnomah Falls, one of Oregon's most popular natural attractions, with this adventure flight over the Columbia Gorge. Board a small plane in Troutdale on the outskirts of Portland and fly into the waterfall-rich Gorge region, where you'll catch glimpses of Bridal Veil Falls and Wahkeena Falls along the way.
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  • 35 minutes
  • Free Cancellation
From
US$296.42
per group
From
US$296.42
per group

Private eBike Tour of Portland

Private eBike Tour of Portland

There's no better way to explore Portland than on bicycle, and with this private electric bike tour, you'll get to see the best of what this city has to offer, like a local! This tour is led by a former city spokesperson who knows the city inside and out. There will be plenty of stops along the way for photos and snacks, and special requests can be made in advance.
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  • 2 hours 30 minutes
  • Free Cancellation
From
US$50.00
From
US$50.00

Eugene Elevated Wine Experience

Eugene Elevated Wine Experience

Explore the Willamette Valley’s distinctive wine scene on this all-day excursion. After a convenient pickup from a designated meeting point, learn about the valley’s wine and the unique ecosystem that produces it from an informative guide. Visit area wineries for complimentary tastings and enjoy a delicious lunch—it’s included in the tour price—along with transportation in a comfortable Sprinter van.
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  • 7 hours
  • Free Cancellation
  • Taking safety measures
From
US$175.00
From
US$175.00
Taking safety measures

40-minute Private Downtown Portland Air Tour for 3

40-minute Private Downtown Portland Air Tour for 3

star-5
Explore Portland from above on a private flight. See the city’s skyline and natural landscapes as you fly low over the Columbia River Gorge, and industrial cityscapes. See Bridgetown from a new perspective as you soar through the sky and hear historical and geographical insights from your pilot. The small-lightweight plane can hold 1-3 passengers plus the pilot. Forget about traffic and see the city from the sky on an airborne adventure.
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  • 40 minutes
  • Free Cancellation
From
US$357.95
per group
From
US$357.95
per group

Private Tour: Downtown Portland and City Highlights

Private Tour: Downtown Portland and City Highlights

See Portland your own way on this private customizable tour of downtown Portland and other city highlights. Travel in a comfortable vehicle to the attractions that you most want to see, like the Moda Center and Hawthorne District, while learning about Portland history and contemporary culture alike. This small-group tour is limited to four people or fewer and includes all transportation, bottled water, and snacks.
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  • 2 hours 30 minutes
  • Free Cancellation
From
US$38.27
per group
From
US$38.27
per group

Bend Scavenger Hunt-Walking Tour

Bend Scavenger Hunt-Walking Tour

star-4
Explore the history and hot spots of your location by solving scavenger hunt and trivia style riddles on this engaging walking tour. Your team will earn points and be guided farther along the route with every riddle you get right. Play from the convenience of your smart phone whenever you’re ready for an adventure!
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  • 1 to 2 hours
  • Free Cancellation
From
US$38.00
per group
From
US$38.00
per group

Private Wine Tour for 2

Private Wine Tour for 2

star-5
Spend an intimate day with your favorite person on a private wineries tour for two. The 7-hour tour from Portland is ideal for couples, best friends, or a parent and child (of a legal drinking age) bonding experience. Choose a departure time, then relax in private end-to-end transportation through the Willamette Valley Wine Region. Visit 3-5 local vineyards and taste a variety of pinots, chardonnays, and rieslings (at own expense).
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  • 7 hours
  • Free Cancellation
  • Taking safety measures
From
US$325.00
From
US$325.00
Taking safety measures

Private - 1/2 day Columbia River Gorge & Waterfalls Tour From Portland

Private - 1/2 day Columbia River Gorge & Waterfalls Tour From Portland

star-5
Join an intimate, Oregonian-led Private tour of the Columbia River Gorge and waterfalls with Portland Oregon's original tour and adventure company. Your experienced guide will take you on a adventure exploring the Pacific Northwest's most breathtaking views and waterfalls. From Chanticleer viewpoint, Crown Point, and the Vista House you'll see the vast expanse of the Gorge stretching as far as the eye can see. Robust with history and unique geology, you'll learn the real story of the Gorge as you're guided to numerous waterfalls, including the infamous 620 foot Multnomah Falls.  Bonniville Dam/Salmon ladders, Fish Hatchery are also included,  This Tour is Informative and very scenic so don't forget your camera! Experienced guides, providing fun and informative tours with unparalleled customer service, while operating the nicest custom equipped 4x4 Mercedes-Benz vehicles in Portland's tour industry... Created, owned and operated by native Portland Oregonians, since 2001
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  • 4 hours
From
US$299.68
Price varies by group size
From
US$299.68
Price varies by group size

Explore Portland Thrift Shops!

Explore Portland Thrift Shops!

star-5
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!
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  • 3 hours
  • Free Cancellation
From
US$85.00
From
US$85.00

Bend, Oregon Cascades Ring of Fire Helicopter Tour

Bend, Oregon Cascades Ring of Fire Helicopter Tour

star-5
60 MINUTE SCENIC HELICOPTER TOURS, EXPERIENCE THE CASCADE RANGE TODAY! Helicopter tours in Bend allow you to see more and go further. Our Cascades Ring of Fire Helicopter Tour is an unforgettable 80 mile scenic helicopter adventure for Bend visitors who want to experience as much of our magnificent snow-capped Cascade Range as possible. Paired with a complimentary wine tasting and bottle of wine after your flight, we have your entire day of exploring Bend covered. On this spectacular mountain helicopter tour you’ll soon be flying with us above the summits of Bend, with gorgeous views of snow-capped Cascade Mountains stretching from north to south and including Mount Hood, Mount Jefferson, Three Fingered Jack, Mount Washington, North Sister, Middle Sister, South Sister, Broken Top, and Mount Bachelor. It’s scenic flying that will leave you with lasting memories.
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  • 1 hour
  • Free Cancellation
From
US$799.00
per group
From
US$799.00
per group

Oregon Wine Maker Tours

Oregon Wine Maker Tours

star-5
This tour is led by one of Oregon's wine pioneers. It's not your traditional wine tour; you will be immersed in wine culture! Oregon’s amazing Willamette Valley located just outside the Portland metro area is nature’s masterpiece for growing cool-climate grapes, such as Pinot Noir and Chardonnay. Its deep and complex soils, gently rolling hills, annual rainfall, cool and moderate seasonal temperatures, and long summer daylight coalesce to produce elite and delicious world-class wines. There are over 450 wineries located in the region, offering you diverse sites in which to explore vineyards, cellars, and tasting rooms. Each location is unique in the size of the vineyard and wine production, particular wine-making techniques, hospitality services, and views offered, as well as wines available for tasting. A trip to wine country with Oregon Winemaker Tours will be memorable! Relax and leave the driving to us while you enjoy some of the world’s best cool climate wines.
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  • 8 hours
  • Free Cancellation
  • Taking safety measures
From
US$450.00
Price varies by group size
From
US$450.00
Price varies by group size
Taking safety measures

Night Sky Private Photo Tour

Night Sky Private Photo Tour

star-5
Explore the high desert, and photograph the clear night sky on this private photo tour. This flexible tour starts at your preferred time and is limited to 1-2 people. Your guide is on hand to take you to the best locations and help with the proper camera settings for capturing the moment.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
US$330.00
per group
From
US$330.00
per group
Taking safety measures

Bend Street Photography Private Tour

Bend Street Photography Private Tour

Visit, explore and capture the best photo spots Bend and Central Oregon have to offer. Grab your camera and head out with one of our local guides. Hotel pickup is available.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
US$136.37
Price varies by group size
From
US$136.37
Price varies by group size
Taking safety measures

Private Half-Day Photo Tours

Private Half-Day Photo Tours

star-5
Explore the stunning vistas and prime photo locations in Oregon’s high desert on this private half-day photo tour of Bend. In the company of your expert local guide, visit diverse wild and historic regions in and around Bend, get photographic guidance, and snap some memorable shots.
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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
US$316.47
Price varies by group size
From
US$316.47
Price varies by group size
Taking safety measures

Frequently Asked Questions

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
Q:
What are the best Private Sightseeing Tours in Oregon?
Q:
What Private Sightseeing Tours in Oregon are 1 hour or less?
Q:
What tours in Oregon are taking additional safety precautions?
Q:
What tours in Oregon are good for avoiding crowds?

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