4-Day Flavors of Portland

4-Day Flavors of Portland

All-Inclusive | Private Multi-Day Tour

4 Day | 3 Night

Explore Portland – the Rose City, Bridgetown, Stumptown – and its eclectic neighborhoods before heading out to the rugged Oregon Coast, breathtaking Columbia River Gorge and bountiful Willamette Valley.


  • Explore Portland and its eclectic neighborhoods
  • Visit historic Astoria and beach comb on the Oregon coast
  • Sip Oregon’s famous pinot noir
  • Hike to stunning waterfalls in the Columbia Gorge

Day 1 | Portland

Start your first evening in Portland getting to know the city – sights, sounds and tastes. From its eclectic neighborhoods to its hip, urban downtown and Pearl district, Portland features endless opportunities for travelers. We’ll sample some of Portland’s best beers and sweet treats as we also take in other highlights like the International Rose Test Garden, Mt. Tabor Park and Powell’s Bookstore.

Day 2 | Oregon Coast or Willamette Valley


On this full-day adventure your naturalist guide will bring history to life as you visit the fun and historic coastal towns of Astoria and Cannon Beach. Peruse local shops, landmarks and historic monuments before taking interpretive walks along the beach and through a coastal rain forest, all while spotting for abundant marine life and sea birds.


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.

Day 3 | Columbia Gorge & Mt. Hood

Columbia view

Today we set out to explore two of the greatest attractions of the Pacific Northwest – the Columbia Gorge and Oregon wines! Learn the ins and outs of the gorge while spotting for waterfalls and wildlife and hearing tales of historic grandeur, before visiting boutique wineries for sipping and learning about the art of viticulture. Finish this full-day tour with a stop at historic Timberline Lodge on the slopes of Mt. Hood to take in the mountain’s splendor.

Day 4 | Departure

Say goodbye to your guides and start day-dreaming about your next trip to Portland and the Pacific Northwest on your flight or train ride home.

  • Replenish | Breakfast



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.
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!
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.
Mt. Hood

Mt Hood is the highest point in Oregon, a dormant volcano, and the most climbed mountain in the US. The trip from Portland through the Columbia River Gorge and around Mt. Hood offers views of spectacular waterfalls, walks in pristine wine country, historic sites, and breathtaking mountain vistas.   No trip to the Mountain is complete without a visit to the historic Timberline Lodge, Oregon’s most treasured landmark.



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


  • 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



Please call for a tailor made version of this incredible adventure
Toll Free | 866-203-7603
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 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!


Thank you for traveling with Evergreen Escapes!