Willamette Valley is world-class wine country — but the best way to taste it is with someone who can tell you why it matters. On this private, fully customizable tour, your guide brings 10+ years of wine-industry experience, pairing standout Oregon Pinot with the stories of how wine has shaped Western culture. It's for people who love a great glass and a great story in equal measure.
We keep it small and unhurried — no big buses, no rigid script. Just your group, a comfortable luxury vehicle, and a hand-picked route through the boutique, family-owned wineries at the heart of the valley: three at a relaxed pace, or four if you want to cover more ground. We'll even stop where the locals go for the kind of sandwich people plan road trips around.
Round-trip pickup from your hotel or Airbnb is included. Lunch and winery tasting fees aren't, so you're free to choose what you eat and pour. Come tour the valley in style — relaxing, delicious, and quietly fascinating.
Portland, United States
Our professional guide will pick you up and drive you in a luxury vehicle to visit four top wineries in the Willamette Valley. He/she will guide you through the history of the region as you sample some of its finest Pinot noir and Chardonnay.
15155 NE North Valley Rd, Newberg, United States
Beaux Freres is one of the more famous boutique wineries in the Willamette Valley. Located in the Ribbon Ridge AVA, Beaux Freres specializes in high-end Pinot Noir and Chardonnay wines.
12321 NE Highway 240, Newberg, United States
Shea Vineyards is one of the most famous vineyard sites in the Willamette Valley--selling their fruit to more than a dozen of the premier winemakers in the valley. When Shea Wine Cellars makes wine grown on their own estate, the result is magical. This is a combination known around the world and an experiential private tasting that guests fall in love with.
10464 Ne Jory Ln, Dundee, United States
Granville has a mountaintop view of the Willamette Valley that many believe is the best view in the valley. But the views don't in the least overshadow the wines, hospitality, and experience Ayla & Jackson Holstein have created at their family-owned boutique winery. If local recommendations matter, then this winery, considered a favorite by many in the industry, is one that you don't want to miss. And, as a bonus, the pictures you'll bring home will help stamp the slow, relaxed experience into your long-term memories of the day.
Dundee, United States
In the heart of wine country and named after a town in Scotland, this town of 2,500 gives its name to the Dundee Hills and centers around the wine industry and tourism.
Carlton, United States
Carlton is a charming two blinking light town (which adds up to a "one stoplight town" in our book!) You'll love eating lunch and getting to see the rustic and touristy downtown area in the heart of the Yamhill-Carlton wine region.
We will pick you up at your hotel, Airbnb in the greater Willamette area!
For a full refund, cancel at least 24 hours before the scheduled departure time.
Browse Oregon by category - skip-the-line tickets, walking tours, day trips, food experiences & more