Portland Multi-Day Private Trips

Join us on a private multi-day exploration to really dig into the stunning corners of the Pacific Northwest.

These private multi-day trips depart from Portland, Oregon.

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Choose your adventure below.

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Contact us to check on your travel dates. Don’t delay – a majority of days sell out in summer!

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With your help we’ll fine-tune the details, inclusions, and pricing.

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We’ll request a deposit & start preparing for you!

Private 3 Day Tour:  Crater Lake National Park, Mt. Hood, & Willamette Valley Wine


Looking to really experience all things Oregon?  This tension-erasing escape visits Oregon’s only National Park–legendary Crater Lake, mixes in divine wine from America’s largest and loveliest grape growing and winemaking region–the Willamette Valley, and winds high up Oregon’s most prominent peak, visible from Portland–Mt. Hood!  A more perfect Northwestern adventure isn’t out there…

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Private 3 Day Tour:  Columbia Gorge National Scenic Area – Waterfalls, Wine, & Whitewater


Agriculturally abundant and breathtakingly beautiful, the Columbia River Gorge offers the ideal mix of nature, adventure, and wine. This three day tour has a little bit of everything and allows you just enough time to truly fall in love with the National Scenic Area. Wind your way down Waterfall Alley, tackle rushing rapids on a whitewater rafting trip, learn about the Native American history of the less-visited eastern regions, taste wine in Hood River, and top it all off with a fine dining experience at Mt. Hood’s historic Timberline Lodge. Embark on your Ultimate Columbia River Gorge Tour with an expert naturalist and wine guide as you leave all the planning to us!

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