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Top Portland 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

40 Portland Private Sightseeing Tours | All Portland Tours

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1-Hour Private Air Tour of Mount Hood and Columbia Gorge

1-Hour Private Air Tour of Mount Hood and Columbia Gorge

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

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

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

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

The Vibrant Kerns Hood - East Burnside and more

The Vibrant Kerns Hood - East Burnside and more

star-5
In this Portland food tour, we will explore the charming streets of the Kerns neighborhood where we will sample some of the tastiest bites that Portland has to offer. This once sleepy neighborhood has blossomed into a Portland bazaar for diverse and delicious treats. Our six stops will create a varied and scrumptious meal and whet your appetite for what the Kerns has to offer. Examples will include ethnic contributions such as Cuban & Israeli food, as well as a visit to an eclectic food cart pod, charcuterie, and dessert and an artisanal ice cream shop. You will not leave hungry! While the Kerns extends more broadly, its core is centered on Restaurant Row, on NE 28th between Burnside and Glisan St. We will walk a total of 1.2 miles through tree lined streets and hipster hangouts while we visit six foodie hot spots in the Kerns neighborhood. Along the way we will also talk about the history of the Kerns and take in some classical Portland residential architecture. All ages welcome.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
US$87.18
From
US$87.18
Taking safety measures

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

Private Oregon Coastal Tour to Cannon Beach and Haystack Rock

Private Oregon Coastal Tour to Cannon Beach and Haystack Rock

star-5
Maximize your beach time while at the Oregon Coast! Oregon’s coastline is graced with unforgettable vistas: dramatic cliffs, offshore rocks and sea lions, wide sandy beaches, majestic capes, historic lighthouses, enchanted forests and lovely small beach towns which artists and artisans make their home. Locations we may visit include: Cannon Beach, Haystack Rock, Short Sand Beach at Oswald West State Park, Neahkahnie Point, and Manzanita while enjoying spectacular views of the dramatic Oregon Coastline.
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  • 8 hours 30 minutes
  • Free Cancellation
From
US$200.00
Price varies by group size
From
US$200.00
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

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

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

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 Wine Tour for 4 people

Private Wine Tour for 4 people

star-5
This is an exclusive, private wine tour for 4 people lead by an expert in the Willamette Valley Wine Region. Door to Door service Your day will be scheduled just for you and suited to your style and preferences. Your private driver and guide will be at your service the entire afternoon
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  • 7 hours
  • Free Cancellation
  • Taking safety measures
From
US$820.52
per group
From
US$820.52
per group
Taking safety measures

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

Wine Tour by Jet Boat

Wine Tour by Jet Boat

star-5
This is the only commercially available scenic tour on this section of river. You will learn the rich history of the area going back to the mid 1800's. You will see a small local ferry boat that has served the area continuously since the days of the early pioneers and covered wagons. Top it off with a taste of wine from the only winery with river frontage.
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  • 4 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

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 - Willamette Valley Wine Tour From Portland

Private - Willamette Valley Wine Tour From Portland

star-5
The Northern Willamette Valley is just an hour’s drive from the Portland metro area. This close proximity to Portland creates a perfect opportunity for a day of touring Oregon’s wine country with Sea to Summit, Portland Oregon's original tour and adventure company.  Experienced, knowledgeable guides, providing fun and informative tours with unparalleled customer service, while operating the nicest and most comfortable, custom equipped 4x4 Mercedes-Benz vehicles in Portland’s tour industry. We set an itinerary with outstanding wine, great hospitality, and beautiful scenery with all wine tasting fees included – all the keys to creating a unforgettable Willamette Valley Wine Tour for our clients... Created, owned and operated by native Portland Oregonian's, since 2001
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  • 6 to 7 hours
From
US$463.15
Price varies by group size
From
US$463.15
Price varies by group size

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
More
  • 4 hours
From
US$299.68
Price varies by group size
From
US$299.68
Price varies by group size

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

Private - Mt Hood & Columbia River Gorge Waterfalls Tour From Portland

Private - Mt Hood & Columbia River Gorge Waterfalls Tour From Portland

star-5
Join an intimate, Oregonian-led Private tour of the Columbia River Gorge and Mt Hood with Portland, Oregon's original tour and adventure company. Your seasoned, local guide will take you on a full day adventure exploring the Pacific Northwest's most breathtaking views, waterfalls and Oregon's highest volcano. From the Vista House to Multnomah Falls and the Bonneville Dam you'll experience the awesome beauty of the Columbia River Gorge . After grabbing lunch, a glass of wine, or some fresh fruit in Hood River Valley - windsurfing capital of the world,  you’ll be guided up the east side of Mt Hood National Forest to the Historic Timberline Lodge, 6000ft on the south side of Mt Hood.  Unlike other companies, Sea to Summit does not skip anything...This tour is historically, geographically informative, and extremely scenic so don't forget your camera! Sea to Summit operates tours in the nicest and most comfortable, custom equipped 4x4 Mercedes Benz vehicles in Portland's tour industry!
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  • 9 hours
From
US$517.63
Price varies by group size
From
US$517.63
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

Downtown Portland's Outdoor Sculptures Walking Audio Tour by VoiceMap

Downtown Portland's Outdoor Sculptures Walking Audio Tour by VoiceMap

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.
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  • 30 minutes
From
US$5.20
From
US$5.20

Tasting the Gorge by Ebike

Tasting the Gorge by Ebike

Try to wipe the smile from your face as you experience an electric bicycle while enjoying a sensory overload of smells, tastes and sights. This is the best bike ride in America and the Gorge boasts some of the best cider, wine and beer.
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  • 4 hours
  • Free Cancellation
From
US$150.00
From
US$150.00

Frequently Asked Questions

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
Q:
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Q:
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