11-Day Highlights of Oregon Tour

Plan Your Trip

All-Inclusive | Private Multi-Day Itinerary

11 Day | 10 Night

From the wonderful wineries of the Willamette Valley to the rugged shoreline of the Oregon Coast and stunning waterfalls and wineries in the Columbia Gorge, this private Oregon tour gives you the quintessential Oregon experience.

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  • Explore Portland and its eclectic neighborhoods
  • Hike to stunning waterfalls in the Columbia Gorge
  • Beach comb along the Oregon Coast
  • Wine taste through the Willamette Valley


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 a welcome dinner, where we’ll review the exciting upcoming itinerary as we explore Classic Oregon!

Day 2 | Mt. St. Helens National Monument

Today we head up and into the Cascade Mountains to visit Mt. St. Helens National Volcanic Monument, one of our region’s most iconic, well-known, and powerful attractions. Your naturalist will share the drama of the geological events surrounding the 1980 eruption through a variety of stories, facts and walks. Then we’ll turn our headlamps on as we spelunk deep into a lava tube at the Ape Caves.

  • Replenish | Breakfast, Cascadian Safari Lunch
  • Sleep | Skamania Lodge

Columbia viewDay 3 | Columbia Gorge & Mt. Hood

Explore two of the greatest attractions of the Pacific Northwest – the Columbia Gorge and Mt. Hood! Learn the ins and outs of the Gorge while spotting for wildlife and hearing tales of historic grandeur, before visiting the historic Timberline Lodge at 6,000 feet on Mt. Hood. We’ll visit Multnomah Falls, the tallest waterfall in Oregon and hike to two or three other secluded falls in this lush region.

Day 4 | Eastern Columbia Gorge

The journey along the Columbia River continues as we head east to high desert country. Watch for birds and wildlife roaming the basalt cliffs before heading to The Columbia Gorge Discovery Center for some fascinating history and culture including the treacherous journey of Lewis and Clark in the early 1800s. After learning the history or the river, we’ll hit the water for either a wind-surfing lesson or half-day white-water rafting experience.

  • Replenish | Breakfast, Cascadian Safari Lunch
  • Sleep | Skamania Lodge

Day 5 | Willamette Valley

Boasting more than 300 wineries and tasting rooms, Willamette wine country delivers on elegance, but leaves pretense at the door. Tour behind-the-scenes and taste at four award-winning wineries, while learning about the art of viticulture from an expert guide and sometimes the winemakers themselves.

Willamette ValleyDay 6 | Willamette Valley

Today we’ll continue to explore the Willamette Valley by both land and water. Spot for wildlife and learn about the ecosystems that thrive in this valley by kayak in the morning and then embark on another exciting day of wine tasting. The evening commences with a three-course farm-to-fork wine country meal.

Day 7 | Salem & Silver Falls State Park

Enjoy a quiet morning at the Allison and take advantage of the Inn’s relaxing amenities. In the afternoon, pass through the state capitol, Salem, en route to the waterfalls and lush forest of Silver Falls State Park.

Day 8 | Oregon Coast

Today we’ll say goodbye to the Willamette Valley and make our way to the Oregon Coast for three days of surf, play and exploration. Visit small secluded beaches on the scenic drive along the Pacific Coast Highway and Three Capes Loop as we leisurely make our way to iconic Cannon Beach.

  • Replenish | Breakfast, Lunch at ocean front brewery
  • Sleep | Ocean Lodge

SurfsandResort_CannonBeachORDay 9 | Cannon Beach

Unwind and relax in Cannon Beach today. Peruse local shops, landmarks and the town’s historic monuments on your own. Then join your guide in the afternoon for an interpretive walk along the beach and through a coastal rain forest, all while spotting for abundant marine life and sea birds.

  • Replenish | Breakfast, Lunch at local cafe
  • Sleep | Ocean Lodge

Day 10 | Astoria

This morning, our destination is Astoria where we’ll learn about the area’s rich maritime and movie history and the final legs of Lewis & Clark’s journey to the Pacific Ocean. Visit Fort Clatsop, the Goonies house, and the Astoria Column.

Day 11 | Portland & Departure

Say goodbye to your guides as they drive you back in the morning to Portland for your flight or train ride home.

  • Replenish | Breakfast

Plan Your Trip


Please call or email for a tailor made version of this incredible adventure
Toll Free | 866-203-7603
Contact us


The “Rose City” is adored by all who visit, Portland is unique, vibrant, sustainable and beautiful. Iconic views abound of the surrounding volcanic peaks, waterways and dense forest. Explore the quirky neighborhoods, urban parks and learn of the local and natural history, including some of the elements that have caused Portland to be referred to as the most environmentally friendly or “green” city in the United States.

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.

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.

Oregon Coast

Considered to be one of the best coastal drives in the world, the Oregon coast twists and turns past picturesque lighthouses, charming beach communities, sea lion caves, and coastal monoliths like “Haystack Rock,” in Cannon Beach.  Forage for mushrooms, catch a crab, whale watch, hike or go tide-pooling; soak up nature in all its splendor along the celebrated Oregon Coast. Whatever you do, take a moment to feel the salt breeze on your face, hear the breakers crashing on the beaches and rocky shorelines and enjoy the expansive views.  And don’t forget to take your shoes off to get your toes in the sand!

Plan Your Trip


Please call or email for a tailor made version of this incredible adventure
Toll Free | 866-203-7603
Contact us


  • 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

Plan Your Trip


Please call or email for a tailor made version of this incredible adventure
Toll Free | 866-203-7603
Contact us

How to Pack and Prepare   |   FAQs   |   Terms & Conditions

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.

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!

The more you share, the better we can source our knowledge, enthusiasm and personal connections to design an Escape Plan personalized to your interests and passions. An expert Escape Artist will contact you shortly to answer any questions you may have and start planning your trip!

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