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Top Portland Private Sightseeing Tours

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Multnomah Falls E-Bike Waterfall Tour (2+ Hours)

clock 120 minutes
  • Self guided private tour to 4 of the tallest waterfalls in Oregon from a scenic bike route. Avoid the crowds and go for an adventure you won’t forget. Great for couples looking for a fun way to see the best of Oregon. Call us for group rates. What we love about these tours: You see the best of Oregon on beautiful hikes through the woods...Read more

Explore the Wines of Oregon's Willamette Valley

clock 6 to 8 hours
  • 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...Read more

Private Mt Hood Loop Tour including Multnomah Falls

clock 8 hours 30 minutes
  • Join us on our full day guided tour from Portland to Mt. Hood. By visiting Mount Hood with our enthusiastic and knowledgeable guides, you will have multiple opportunities to get the best photographs of the awe-inspiring scenery, and to learn about the history and heritage of Portland’s iconic mountain.

    Our tour will depart the hustle and...Read more

Columbia Gorge & Hood River Wine Tour

clock 7 to 9 hours
  • This is a private tour with lots of flexibility to explore the breathtaking and rugged beauty of the Columbia Gorge, various waterfalls like Multnomah Falls, a lunch stop in the quaint historic downtown Hood River, and the opportunity to do a wine tasting on both the Oregon side and Washington side. This can be either a wine tour, nature tour...Read more

Willamette Valley Wine Tour - Private Full Day Tour

clock 5 to 8 hours
  • Discover Oregon's world famous wine region known as Willamette Valley and experience the best pinot noir, pinot gris, rose and other varietals guided by local wine lovers on private 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...Read more

Private Northern Oregon Coast Day Trip

clock 8 to 11 hours
  • 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...Read more

Private Mt Hood Waterfall Tour with Lunch and Wine Tasting

clock 8 to 9 hours
  • Mt. Hood is the highest summit in Oregon, and the fourth highest in the Cascades. It features waterfalls, glaciers, and historic Timberline Lodge, built by local artisans during the Great Depression, and featuring the longest ski season in the US. To the north of Mt. Hood is the Hood River Valley and Columbia Gorge American Viticultural Area...Read more

Private Columbia River Gorge Half-Day Tour

clock 3 to 4 hours
  • 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. In the early 1900s, Portlanders would drive...Read more

Private Portland City/Gorge Waterfalls Tour

clock 4 hours 30 minutes
  • Experience the most popular tour of Portland and the Columbia River Gorge available anywhere! Join us for a comprehensive introduction to the City of Portland and the Columbia Gorge National Scenic Area, which includes detailed visits, magnificent views and concise information of the area’s best attractions. The tour combines Portland and sites...Read more

Private Group Tour up to 11 of Columbia River Gorge & Waterfalls from Portland

clock 4 hours
  • Embark on an intimate, Oregonian-led private group tour of the Columbia River Gorge and waterfalls. Your seasoned, local guide will take you on a 4-hour 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...Read more

Private Oregon Wine Tour-Full Day Tour with Lunch

clock 8 hours
  • Explore Oregon's world famous wine country known as the Willamette Valley and experience the best Pinot Noir, Pinot Gris, Rose, Chardonnay and other varietals guided by local wine lovers with complimentary gourmet lunch. Gain an inside perspective about the growing region, the winemaking process and the history of this valley at each vineyard...Read more

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

clock 4 hours
  • 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...Read more

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

clock 9 hours
  • 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...Read more

The Vibrant Kerns Hood - East Burnside and more

clock 3 hours
  • 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 five stops will create a varied and scrumptious meal and whet your appetite...Read more

The Bustling Buckman Hood - Hawthorne, the Goat Blocks and more

clock 3 hours
  • Come on and let’s explore the bustling streets of the Buckman neighborhood. All the while this Portland culinary tour will take us to some of Portland’s distinctive foodie offerings. This once exclusively industrial neighborhood has undergone a Renaissance in recent years. It has come into its own as a favorite place for hipsters to live, hang...Read more

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

clock 1 hour
  • ** PLEASE NOTE THAT THIS TOUR IS VERY WEATHER DEPENDENT AND MAY RESULT IN AN ALTERNATE ROUTING AT PILOT'S DISCRETION**

    This private air tour is a summer favorite for people visiting Portland. We’ll fly you along the Sandy River up toward Mt. Hood, over the Mt. Hood National Forest with terrific views of the mountain on your right...Read more

Visit Multnomah Falls, two waterfalls, & Vista House

clock 3 hours
  • 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...Read more

Willamette Valley Wine Tour & Lunch - For Private Large Groups

clock 5 to 8 hours
  • Spend an entire day exploring the Willamette Valley wine region, world famous for its Pinot Noir, rolling hills and fresh local ingredients. Our tour guides are local experts in Oregon, and you will gain an insider's perspective into the landscape, the wine regions history and growing practises as we visit 3-4 select vineyards surrounded by...Read more

Wine Tour by Jet Boat

clock 4 hours
  • 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...Read more

Willamette Valley Pinot Noir & Wood Fired Pizza Pairing - Private Tour

clock 5 to 8 hours
  • Choose between a half-day/full-day experience exploring the Willamette Valley wine region, world famous for its Pinot Noir, rolling hills and fresh local ingredients. Our itinerary is carefully curated and we will feast on gourmet wood fired pizzas at a vineyard setting for lunch. Our tour guides are local experts in Oregon, and you will gain an...Read more
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