8-Day Willamette Valley to Walla Walla Wine Trail

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All-Inclusive | Private Multi-Day Tour

8 Day | 7 Night

Take a journey through time and wine in the Pacific Northwest on this wine tasting and nature tour through the Willamette Valley and Walla Walla wine regions. It all started 15,000 years ago at the close of the last ice age, when the Great Missoula Floods shaped the rolling hills that rise through southeast Washington and northeast Oregon’s Walla Walla Valley. These massive flows proceeded to carve the grandeur of the Columbia River Gorge, and then came to rest after forming the fertile Willamette Valley. Forever changing the landscape, these floods also helped create the wine regions. Come immerse yourself in these three dramatically distinct and renowned viticulture areas and learn about the history that grew with the vines. Experience wild landscapes, meet independent craftspeople, and taste amazing wines, eons in the making.

Delille Cellars Wine Tasting, Woodinville, WA

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  • Sample wines in three wine regions of the Pacific Northwest: Willamette Valley, Columbia Gorge, and Walla Walla
  • Learn about the rich geological history that shaped these three wine regions
  • Discover the serenity of the Columbia River Gorge and stand at the base of its powerful waterfalls
  • Kayak, whitewater raft or go stand up paddle boarding
  • Luxurious accommodations throughout
  • Cascadian Safari Lunches as listed
  • Winemaker led winery tours at select wineries

Watch the video below from our friends at Washington State Wine for a look at picturesque Washington wine country!

Day 1 | Portland

Arrive in Portland, the Rose City, and meet your guides as you are escorted to your luxurious hotel in downtown. This evening we’ll get to know the sights, sounds, and flavors of the city. From its eclectic neighborhoods to its hip downtown and Pearl district, Portland features endless opportunities for foodies and urban explorers. Finish the night with wine tasting at the SE Wine Collective, which houses ten small producers. We’ll review the exciting upcoming itinerary and say cheers with our first glass of wine.

Day 2 | Willamette Valley: Eola-Amity Hills

wine grapesBoasting more than 350 wineries and tasting rooms, the Willamette wine country delivers on elegance but leaves pretense at the door. Today we’ll start our wine exploration in a central Willamette Valley sub-AVA that features Pinot Noir with dark fruit flavors and tantalizing acidity, and an abundance of small, unique producers. This evening, you may choose to enjoy the spa at the Allison Inn and dinner on your own at its award-winning restaurant.

Day 3 | Willamette Valley: Dundee Hills

This morning we’ll start our tastings in the Dundee Hills, a sub-AVA of the Willamette Valley known for bright, fruit forward Pinot Noirs. We’ll taste at three or four award-winning wineries, while learning about the geology that formed this unique wine growing region from an expert guide. We’ll enjoy a picnic lunch at one of the vineyards and a tasting flight and winery tour with a winemaker. Tonight you may choose to enjoy a five course meal with custom wine pairings on your own at the Painted Lady or the Joel Palmer House.

Optional activity: Morning kayaking on the Willamette River


Day 4 | Columbia Gorge & Hood River Valley

Columbia viewSay goodbye to the Willamette Valley as we head out to the Columbia Gorge today. We’ll spend the morning exploring one of the greatest attractions of the Pacific Northwest – the Columbia Gorge National Scenic Area! Learn the ins and outs of the gorge while spotting for wildlife and hearing tales of historic grandeur, before visiting two or three waterfalls, including Multnomah Falls, the tallest waterfall in Oregon. After lunch in downtown Hood River, we’ll head to the Hood River Valley to sample wines from this diverse wine region.

Day 5 | Columbia Gorge & Washington Wineries

Wake up on the wild side this morning with a half day on the Salmon River tackling class III and IV rapids or going stand up paddle boarding on the Columbia River then calm your nerves with an afternoon of wine tasting along the Washington portion of the Columbia Gorge AVA.

Day 6 | Columbia Gorge & Walla Walla

After a well-rested night along the river, our journey continues out to the Walla Walla Valley, which is home to more than 120 wineries and more than 2,000 acres of grapes. On the way, we’ll learn more about the Native Americans and early explorers who formed the trails and paths along the mighty river with a visit to the Columbia Gorge Discovery Center and a walk in Boardman State Park. As we cross the border into Washington we will enjoy lunch with wine pairings and then continue tastings along the western region of Walla Walla.

Marcus Whitman TowerDay 7 | Walla Walla Valley

This morning enjoy free time in downtown Walla Walla or head to the Whitman Mission National Historic Site to learn more about the history of the region. After lunch on your own, we’ll depart for an afternoon of wine tasting in the southern portion of the Walla Walla Valley. We will visit three or four wineries and tour a working winery facility. Tonight we’ll enjoy a delicious multi-course meal together at the Marc Restaurant with local wine pairings.

Day 8 | Departure

Say goodbye to your guides as they drop you off at the Walla Walla Regional Airport for your flight to Seattle to continue your northwest tasting adventure or flight home. Depending on flight times, enjoy one or two final wine tastings in the unique east district of Walla Walla, which features wineries housed in former airplane hangars.

Optional: direct return back to Portland with guide to the Portland International Airport or downtown Portland hotel

  • Replenish | Breakfast 


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Please call or email for a tailor made version of this incredible adventure
Local Portland: 503-252-1931
Toll Free: 866-203-7603

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Willamette Valley

In the past decade Oregon has become a world-class wine state, with 15 approved wine growing regions (AVAs) and more than 300 wineries producing 72 varieties. Our Oregon wine trail experience will introduce to you to some of the Willamette Valleys most acclaimed winemakers in an intimate and relaxed setting. Your private expert guide will be sure the spotlight is on more than just the quality of the wine and enlighten you with the rich ecology of the region, while at each stop will dig a little deeper to explore the local wine making history, the fine art of viticulture and Oregon’s commitment to sustainable farming practices.
Columbia Gorge

The Columbia Gorge is among the rarest and most fascinating destinations on the planet.  On the Historic Columbia River Hwy one leaves the present behind and travels back to a time when driving was about the journey, and not the destination.  This magical place is home to, abundant wildlife, picturesque towns, breathtaking vistas and majestic waterfalls, even the second tallest perennial waterfall in the US, Multnomah Falls. See the landscape transform before your eyes as you travel from lush wet forests to high desert plains. Be on the lookout for Bald Eagles and Osprey, while admiring the towering basalt cliffs and other fascinating rock formations. On a clear day, white-cloaked volcanic peaks loom over us like sentinels guarding the majestic landscape.  Wonder into a few nearby wineries let the winemakers tell the story of the land, both natural and cultural history, so that with each sip of wine you can begin to understand and experience a little more how the forces that shaped this incredible landscape have also shaped the wine in your glass, creating a terroir that can only be found in this secluded paradise.
Walla Walla

With its mild climate and rich soils, the Walla Walla Valley is among the country’s most fertile agricultural regions. The area is home to more than 120 wineries and more than 2,000 acres of grapes (largely represented by Syrah, Cabernet and Merlot). In 2013, the Walla Walla Valley wine region was selected as one of Wine Enthusiast’s “Top 10 Wine Destinations in the World,” and Walla Walla itself was named by Fodor’s as one of the “10 Best Small Towns in America.” The Willamette Valley to Walla Walla Wine Trail tour will conclude with visits to some of the Walla Walla area’s most prominent wineries and historical sites.


[button link=”https://www.evergreenescapes.com/your-travel-style” size=”small” color=”blue”]Plan Your Trip[/button]

Please call or email for a tailor made version of this incredible adventure
Local Portland: 503-252-1931
Toll Free: 866-203-7603

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  • Pick-up and drop-off each day
  • Travel in adventure-outfitted Mercedes Vans and luxury SUVs
  • Highly qualified Escape Artist naturalist guide
  • Accommodations as described
  • Morning tea, coffee & scones
  • Afternoon refreshments & snacks
  • Breakfast, lunch & dinners as described
  • Local and/or organic fresh fruit
  • Local wine & craft brew
  • All gear related to activities
  • All entry, tasting and/or park fees
  • Comprehensive naturalist commentary and interpretation

[button link=”https://www.evergreenescapes.com/your-travel-style” size=”small” color=”blue”]Plan Your Trip[/button]

Please call or email for a tailor made version of this incredible adventure
Local Portland: 503-252-1931
Toll Free: 866-203-7603

How to Pack and Prepare   |   FAQs   |   Terms & Conditions

[/tab][tab title=”About Us”]
Evergreen Escapes is Cascadia’s premier sustainable adventure travel company based in Seattle and Portland. Providing private and small group naturalist-led adventures in bio-fueled Mercedes vans. Specializing in crafting upscale and authentic nature, epicurean and education based experiences for the responsible, curious and discerning traveler.

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We know our destinations, but we don’t know you! Even if you’ve been inspired by one of our multi-day tours, we’ll need to know your hotel preferences, activity level, travel style, etc. to craft you the perfect Northwest travel experience and address logistical concerns such as the cost!

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Thank you for Experiencing Cascadia with Evergreen Escapes!