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Top Portland Private Sightseeing Tours

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35 Portland Private Sightseeing Tours

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Free Cancellation:Get a full refund up to 24 hours in advance on most experiences.See Details

NEW TO VIATOR

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  
$349.00
From  
$349.00
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  • 1 hour
  • Free Cancellation

NEW TO VIATOR

Northern Oregon Coast Day Trip

This day trip is a customized tour along a section of rugged coastline along Oregon's northern coast. There will be one or two town stops, and multiple stops at headlands and beaches. After your pickup in Portland, we'll discuss the interests of people in the group, and your guide will customize the itinerary to those interests. Regardless of interests, the trip will include driving the Pacific Coast Scenic Byway with a short hike through oldgrowth Sitka spruce forest, beach time, tide pools, sea stacks, viewpoint stops, and a lunch stop in a charming coastal town. If group interest allows, stops with a more technological history focus may be made, such as the Tillamook Air Museum, Tillamook Cheese Factory, or Camp 18. You'll be back in Portland early enough for dinner.
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  • 8 to 11 hours
  • Free Cancellation
From  
$100.00
From  
$100.00
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  • 8 to 11 hours
  • Free Cancellation

SPECIAL OFFER

40-minute Private Waterfall Air Tour for 3

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  
$279.20
$349.00
$69.80 savings
From  
$279.20
$349.00
$69.80 savings
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  • 40 minutes
  • Free Cancellation

Portland Neighborhood Food and Drink Tour

Dine around Portland in the evening with this food and drink tour in the Northwest Portland Slabtown and Alphabet District neighborhoods. This walking tour will take you to five different restaurants where you'll get to try wine, pasta, Asian fusion food, and dessert. The tour ends at a craft brewery where you'll get to round off your culinary experience with a pint on the house. 
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  • 3 hours
  • Free Cancellation
From  
$89.00
From  
$89.00
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  • 3 hours
  • Free Cancellation

NEW TO VIATOR

Enamor Yourself with Magical Waterfalls

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. After visiting all three we will head back to Portland.
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  • 3 hours
  • Free Cancellation
From  
$35.00
From  
$35.00
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  • 3 hours
  • Free Cancellation

Private Dundee Hills Luxury Wine Tour

Escape the city for a day of wine-tasting in Oregon's Willamette Valley. Set out from Portland for the Dundee Hills, traveling in a comfortable private vehicle to several wineries. In between winery visits, you will be able to enjoy lunch (with a $10 credit per passenger). When you are complete with your winery tours, you will return to the city. This private tour includes round-trip transport.
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  • 6 hours
  • Free Cancellation
From  
$400.00
From  
$400.00
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  • 6 hours
  • Free Cancellation

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

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  
$419.00
From  
$419.00
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  • 1 hour
  • Free Cancellation

Private Oregon Wine Tour-Full Day Tour with Lunch

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  
$149.00
From  
$149.00
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  • 8 hours

20-minute Private Gorge Air Tour for 3

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  
$159.00
From  
$159.00
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  • 20 minutes
  • Free Cancellation

Oregon Coast Tour and Wine Tasting

If the Oregon Coast is known for anything, it's the majestic views, rugged cliffs, and burgeoning wine industry. 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 local vineyards for wine tasting—at your own expense—and stretch your legs with a walk on the beach.
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  • 7 to 9 hours
From  
$149.00
From  
$149.00
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  • 7 to 9 hours

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

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  
$85.00
From  
$85.00
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  • 3 hours
  • Free Cancellation

NEW TO VIATOR

Willamette Valley Wine Tour

We offer personalized experiences for groups of 2 to 11 on our ticketed tours. Any tour with Northwest DeTours is designed to be fun, educational, and memorable. Taste flights of red, white, and rose' wines as you learn about these unique wines, and the history of Oregon's thriving wine industry. View the vineyards where growers nurture our world famous Pinot Noir grapes. There's something to be said for traveling to a new location where the land reveals sophisticated wilderness, and be in awe in your majestic surroundings. We simply say, "welcome to Oregon wine country!"
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  • 6 hours
  • Free Cancellation
From  
$129.00
From  
$129.00
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  • 6 hours
  • Free Cancellation

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

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  
$529.00
From  
$529.00
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  • 1 hour 20 minutes
  • Free Cancellation

Private Air Tour of Multnomah Falls

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  
$289.00
From  
$289.00
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  • 35 minutes
  • Free Cancellation

Aerial Tram and Rooftop Tour

We will meet at Pioneer Square, and then head up to the aerial tram to see some captivating views of the city. After the tram we will head to two more rooftops to see Portland from some different angles. All transportation will be included in the price of the ticket. Transportation might be a sedan, van or public transportation.
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  • 2 to 3 hours
  • Free Cancellation
From  
$35.00
From  
$35.00
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  • 2 to 3 hours
  • Free Cancellation

40-minute Private Downtown Portland Air Tour for 3

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  
$349.00
From  
$349.00
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  • 40 minutes
  • Free Cancellation

NEW TO VIATOR

Shanghaied in Portland Walking Tour

We explore an era when Portland was the most dangerous seaport in the world - plus we explore the second largest collection of 19th Century Iron Front Buildings in North America. In the 1890's both the British and German governments threatened to boycott the port due to the many sailors and non-sailors Shanghaied out of the city - all with the tacit approval of city and state of Oregon business and political leaders.It seems everyone in the city participated in the crime, from the Mayor, the Chief of Police and the political boss of the city, Jonathon Bourne, to saloon owners, brothel madams and even judges in the courts of the city. Even Deputy U.S. Marshalls took part. It was a city organized to exploit and victimize sailors and anyone else caught up in the madness
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  • 1 hour 30 minutes
  • Free Cancellation
From  
$24.95
From  
$24.95
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  • 1 hour 30 minutes
  • Free Cancellation

NEW TO VIATOR

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

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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  • 3 to 4 hours
From  
$85.00
From  
$85.00
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  • 3 to 4 hours

E Bike Wine Tour

Come experience the best wines Oregon has to offer on one of our Electric Bicycle Wine Tours. Why sit in a car when you can experience the views and fresh air on the comfort of one of our world class electric bicycles. Tour on your own or better yet with one of our guides. There are no parallels and you'll have memories to last a lifetime.
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  • 5 hours
  • Free Cancellation
From  
$120.00
From  
$120.00
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  • 5 hours
  • Free Cancellation

Private Wine Tour

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
From  
$300.00
From  
$300.00
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  • 7 hours
  • Free Cancellation

NEW TO VIATOR

Explore the wines of Oregon's Willamette Valley

We’ll travel to boutique-style wineries allowing for an up close glimpse and conversation about how wine is made, specific attributes of how weather effects grape growing, learn how certain wines compliment different foods and sometimes the chance to meet the winemaker. We’ll discover the magnificence of the rolling hills and vistas that make this area a destination.You’ll get to know and enjoy some of the types of wine grown in the Willamette Valley and surrounding areas.
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  • 6 to 8 hours
  • Free Cancellation
From  
$200.00
From  
$200.00
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  • 6 to 8 hours
  • Free Cancellation

NEW TO VIATOR

Colombia River Gorge Tour

I offer small group tours through the Colombia River Gorge. This give you more flexibility to spend time where you want. You can also see more or less depending on how much time you have.
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  • 4 hours
  • Free Cancellation
From  
$245.00
From  
$245.00
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  • 4 hours
  • Free Cancellation

NEW TO VIATOR

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 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  
$5.00
From  
$5.00
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  • 30 minutes

NEW TO VIATOR

1/2-Day 'Let Your Senses Take Flight' Wine Tour Experience

Can't join us for one of our one or two-day tour wine tours? Take part in our half-day wine experience! You will visit Bergstrom Wines where you will be welcomed by your hostess with a taste of Champagne while she takes you exploring the biodynamic practices of their vineyard and garden programs, all while enjoying views of the Willamette Valley. Next, your hostess willguide you through the Bergstrom story and a tasting of their limited-production estate wines, including a selection of library wines. Each Ekollon Experience includes a lunch pairing menu designed by Josh and Caroline Bergstrom featuring seasonal, locally sourced, gourmet bites.After a great wine pairing experience at Bergstrom, it is time to settle into a relaxing mid-afternoon at Roco Winery. Rollin Soles is the co-owner and wine maker. Rollin is one of the ‘20 Most Admired Wine Makers in North America’. Rollin is also the founder of Argyle wines. We’ll be back to your accommodations by 3:30 pm.
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  • 5 hours
  • Free Cancellation
From  
$140.00
From  
$140.00
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  • 5 hours
  • Free Cancellation


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(888) 651-9785
(888) 651-9785