Active Oregon 10-Day

Plan Your Trip

All-Inclusive | Private Multi-Day Itinerary

10 Day | 9 Night

Awaken your adventurous spirit on this active itinerary throughout Oregon, featuring whitewater rafting, windsurfing, rock climbing and mountain hikes, then relax each evening in luxury.



  • Explore Portland and its eclectic neighborhoods
  • Hike to stunning waterfalls in the Columbia Gorge
  • Whitewater raft and windsurf
  • Make memories at Crater Lake National Park
  • Try stand-up paddle boarding on the Deschutes
  • Rock climb near Bend


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 at a farm-to-fork restaurant where we’ll review the exciting upcoming itinerary as we explore Active Oregon!

Day 2 | Mt. St. Helens

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 nature hikes. Then we’ll turn our headlamps on as we spelunk underground into the lava tube at Ape Caves.

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

Day 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 lodge 6,000 feet high on the slopes of Mt. Hood. We’ll visit Multnomah Falls, the tallest waterfall in Oregon and hike to two or three other secluded falls in the lush region.

Day 4 | Salmon River & Hood River

Wake up on the wild side this morning with a half day on the White Salmon River tackling class III and IV rapids, then calm your nerves with an afternoon of wine tasting around Hood River.

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

Smith RockDay 5 | Central Oregon

Today we say goodbye to Skamania lodge and head to central Oregon. On our way to Bend, we’ll stop at Smith Rock State Park to get roped up in a half-day rock-climbing class. For first timers and experienced climbers, we can tailor your experience! Not interested in climbing? Hike to the top of Smith Rock for breathtaking views or stay at the resort and pamper yourself at the spa or with a round of golf.

Day 6 | Central Oregon

Lounge around this morning, play a round of golf, or go for a bike ride. Enjoy lunch on your own then get ready to get your feet wet on an afternoon float on the Deschutes River or guided stand-up paddle boarding excursion.

Day 7 | Mt. Bachelor & Bend

This morning we will head to Mt. Bachelor, a world-class ski resort in the winter, to ride the alpine chair for an unbelievable vantage of the surrounding mountains. As we return down the mountain, enjoy scenic waysides and nature walks along the Cascade Lakes byway. After lunch we’ll regroup and spend the afternoon exploring Bend and its brewery scene.

LonsomeDuck_CraterLakeORDay 8 | Crater Lake

As the sun rises over the rolling desert valley, we embark on a full-day excursion to the rim of Crater Lake, Oregon’s amazing National Park. Explore the historic lodge, snap ample photos of the azure blue lake and learn about the unique geological history that formed this iconic natural wonder. We’ll drive the rim and also enjoy short hikes to scenic viewpoints over the lake.

Day 9 | Willamette Valley

Wind down with wine in the Willamette Valley on our last full day. 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. Tonight we’ll dine in style for our farewell dinner with a three-course, seasonal wine country meal.

  • Replenish | Breakfast, Lunch at local cafe, Dinner at wine country restaurant
  • Sleep | The Nines Hotel

Day 10 | Departure

Say goodbye to your guides and start day-dreaming about your next trip to the Pacific Northwest on 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.

Central Oregon & Bend

Situated on the scenic Deschutes River in the geographic center of the state Bend is the most populated city in Central Oregon. To the east is high desert vegetation and to the west, Bend is surrounded by U.S. Forest Service land. The city is noted for its picturesque setting, mild climate, year-round recreation opportunities and growing economy. At an elevation of 3,625 feet, Bend enjoys the predominately dry climate of the Great Basin. Sunny days, cool nights and low humidity characterize the weather. Over the last century Bend has grown from a simple lumber settlement, to the thriving and vibrant urban center it is today with a rich cultural life.

Crater Lake National Park

Crater Lake has inspired humankind for thousands of years. No place else on earth combines a deep, pure lake, so blue in color; sheer surrounding cliffs, almost two thousand feet high; two picturesque islands and a violent volcanic past. It is a place of immeasurable beauty, and an outstanding outdoor classroom.

Willamette Valley

In the past decade Oregon has become a world-class wine state, with 15 approved wine growing regions (AVAs) and more than 500 wineries producing 73 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.

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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Thank you for Experiencing Cascadia with Evergreen Escapes!