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Top Portland Private Sightseeing Tours

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39 Portland Private Sightseeing Tours

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Did you know?You can reserve your spot today and pay when you're ready.
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Did you know?
You can reserve your spot today and pay when you're ready.Learn more

Northern Oregon Coast Day TripDay Trips

Northern Oregon Coast Day Trip

star-5
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. - Please be prepared for whatever the weather may be when your tour runs (e.g. rain gear, sunglasses, hat, extra layers, sunscreen). - Wear shoes that you don't mind getting sandy and wet.
...  More
  • 8 to 11 hours
  • Reserve Now & Pay Later
  • Free Cancellation
  • Taking safety measures
From  
US$110.00 
From  
US$110.00 
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  • 8 to 11 hours
  • Reserve Now & Pay Later
  • Free Cancellation
  • Taking safety measures

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

SPECIAL OFFER

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.
...  More
  • 3 hours
  • Reserve Now & Pay Later
  • Free Cancellation
From  
US$68.00 
US$85.00
US$17.00 savings
From  
US$68.00 
US$85.00
US$17.00 savings
Learn More
  • 3 hours
  • Reserve Now & Pay Later
  • Free Cancellation

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

SPECIAL OFFER

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
  • Reserve Now & Pay Later
  • Free Cancellation
From  
US$343.80 
per group
US$429.75
US$85.95 savings
From  
US$343.80 
per group
US$429.75
US$85.95 savings
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  • 1 hour
  • Reserve Now & Pay Later
  • Free Cancellation

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Columbia Gorge & Hood River Wine TourWine Tastings

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
  • 7 to 9 hours
  • Taking safety measures
From  
US$179.00 
Price varies by group size
From  
US$179.00 
Price varies by group size
Learn More
  • 7 to 9 hours
  • Taking safety measures

20-minute Private Gorge Air Tour for 3Private and Luxury

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
  • Reserve Now & Pay Later
  • Free Cancellation
From  
US$163.08 
per group
From  
US$163.08 
per group
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  • 20 minutes
  • Reserve Now & Pay Later
  • Free Cancellation

Explore the Wines of Oregon's Willamette ValleyDay Trips

Explore the Wines of Oregon's Willamette Valley

star-5
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
  • Reserve Now & Pay Later
  • Free Cancellation
From  
US$205.13 
Price varies by group size
From  
US$205.13 
Price varies by group size
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  • 6 to 8 hours
  • Reserve Now & Pay Later
  • Free Cancellation

Private Air Tour of Multnomah Falls Private and Luxury

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
  • Reserve Now & Pay Later
  • Free Cancellation
From  
US$296.42 
per group
From  
US$296.42 
per group
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  • 35 minutes
  • Reserve Now & Pay Later
  • Free Cancellation

Oregon Coast Tour and Wine Tasting- Private Full Day TourDay Trips

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.
...  More
  • 8 to 9 hours
From  
US$179.00 
Price varies by group size
From  
US$179.00 
Price varies by group size
Learn More
  • 8 to 9 hours

Private, 40-minute Waterfall Air Tour for ThreePrivate and Luxury

SPECIAL OFFER

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
  • Reserve Now & Pay Later
  • Free Cancellation
From  
US$286.36 
per group
US$357.95
US$71.59 savings
From  
US$286.36 
per group
US$357.95
US$71.59 savings
Learn More
  • 40 minutes
  • Reserve Now & Pay Later
  • Free Cancellation

Private Oregon Wine Tour-Full Day Tour with LunchWine Tastings

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.
...  More
  • 8 hours
From  
US$199.00 
Price varies by group size
From  
US$199.00 
Price varies by group size
Learn More
  • 8 hours

Tasting the Gorge by EbikeWine Tastings

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
  • Reserve Now & Pay Later
  • Free Cancellation
From  
US$50.00 
From  
US$50.00 
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  • 4 hours
  • Reserve Now & Pay Later
  • Free Cancellation

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

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

Private - Mt Hood & Columbia River Gorge Waterfalls Tour From PortlandDay Trips

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!
...  More
  • 9 hours
From  
US$517.63 
Price varies by group size
From  
US$517.63 
Price varies by group size
Learn More
  • 9 hours

40-minute Private Downtown Portland Air Tour for 3Private and Luxury

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.
...  More
  • 40 minutes
  • Reserve Now & Pay Later
  • Free Cancellation
From  
US$357.95 
per group
From  
US$357.95 
per group
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  • 40 minutes
  • Reserve Now & Pay Later
  • Free Cancellation

Camper Van Rental for traveling around the Pacific Northwest!Multi-day Tours

Camper Van Rental for traveling around the Pacific Northwest!

Traveling across Oregon has never been easier than in a comfortable and compact conversion van. Drive along the coastline and visit our public beaches, state parks, or one or many of our 700+ Oregon vineyards, and don’t forget about our unforgettable hiking trails across the state. If you plan to stay in the Portland area for a day or two, stop in at many of our highly acclaimed local restaurants, and if you enjoy beer, you won’t be disappointed in the endless options. Our RVs are the perfect avenue to see all the sights with all the comforts of home. They are easy to park, get good gas mileage, and an alternative to a rental car and hotel.
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  • 3 to 60 days
  • Free Cancellation
From  
US$225.00 
per group
From  
US$225.00 
per group
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  • 3 to 60 days
  • Free Cancellation

Private Wine Tour for 2Wine Tastings

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
  • Reserve Now & Pay Later
  • Free Cancellation
  • Taking safety measures
From  
US$325.00 
From  
US$325.00 
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  • 7 hours
  • Reserve Now & Pay Later
  • Free Cancellation
  • Taking safety measures

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

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.
...  More
  • 1 hour 20 minutes
  • Reserve Now & Pay Later
  • Free Cancellation
From  
US$542.57 
per group
From  
US$542.57 
per group
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  • 1 hour 20 minutes
  • Reserve Now & Pay Later
  • Free Cancellation

Private - Willamette Valley Wine Tour From PortlandDay Trips

SPECIAL OFFER

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
...  More
  • 6 to 7 hours
From  
US$393.67 
US$463.15
US$69.48 savings
Price varies by group size
From  
US$393.67 
US$463.15
US$69.48 savings
Price varies by group size
Learn More
  • 6 to 7 hours

Oregon Wine Maker ToursDay Trips

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.
...  More
  • 8 hours
  • Reserve Now & Pay Later
  • Free Cancellation
  • Taking safety measures
From  
US$225.00 
From  
US$225.00 
Learn More
  • 8 hours
  • Reserve Now & Pay Later
  • Free Cancellation
  • Taking safety measures

The City Of Roses Tour In Portland, Oregon With An InterpreterPrivate Sightseeing Tours

The City Of Roses Tour In Portland, Oregon With An Interpreter

Visit The City Of Roses, Portland Oregon with a skilled interpreter.  See the largest city in The State Of Oregon and the second largest city in the Pacific Northwest.  Select from our list of venues and attractions to visit, and book the appropriate amount of time to see all that you want to see.  Basic, intermediate, and advanced interpretation services offered.  Business, legal, and medical interpretation may also be provided if the need arises.  Venue tickets, attraction fees, and meals not included.
...  More
  • 3 to 8 hours
From  
US$179.49 
From  
US$179.49 
Learn More
  • 3 to 8 hours

Private Tour: Downtown Portland and City HighlightsPrivate Sightseeing Tours

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
  • Reserve Now & Pay Later
  • Free Cancellation
From  
US$38.27 
per group
From  
US$38.27 
per group
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  • 2 hours 30 minutes
  • Reserve Now & Pay Later
  • Free Cancellation

Private Oregon Coastal Tour to Cannon Beach and Haystack RockDay Trips

Private Oregon Coastal Tour to Cannon Beach and Haystack Rock

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.
...  More
  • 8 hours 30 minutes
  • Reserve Now & Pay Later
  • Free Cancellation
From  
US$200.00 
Price varies by group size
From  
US$200.00 
Price varies by group size
Learn More
  • 8 hours 30 minutes
  • Reserve Now & Pay Later
  • Free Cancellation

Colombia River Gorge TourHalf-day Tours

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
  • Reserve Now & Pay Later
  • Free Cancellation
From  
US$251.29 
per group
From  
US$251.29 
per group
Learn More
  • 4 hours
  • Reserve Now & Pay Later
  • Free Cancellation

Private Wine Tour for 4 peopleDay Trips

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
...  More
  • 7 hours
  • Reserve Now & Pay Later
  • Free Cancellation
  • Taking safety measures
From  
US$820.52 
per group
From  
US$820.52 
per group
Learn More
  • 7 hours
  • Reserve Now & Pay Later
  • Free Cancellation
  • Taking safety measures

Experiences Types

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 Portland?
Q:
What Private Sightseeing Tours in Portland are 1 hour or less?
Q:
What tours in Portland are taking additional safety precautions?
Q:
What tours in Portland are good for avoiding crowds?

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