PORTLAND · OREGON
Portland’s best days out.
The 15 most popular willamette valley wine tours in Portland. The ones worth your time, with what each costs, how long it runs and who to book through.
Small-group Willamette Valley wine tour from Portland with door-to-door pickup, lunch at a winery, and guided tastings at 3 wineries.
Most Popular“Wayne is extremely knowledgeable about the wine and the region and witty. We had a great time! Important to know wine tasting fees are not included in the price of the tour.”
Willamette Valley wine tour from Portland with hotel pickup, a Mercedes Sprinter van, and three winery tastings in a small group of 8.
“It was great. I got to meet people from other parts of the country. Our guide was great. He was very friendly and informative. All of the staff at the vineyards were very friendly and informative also. It was a really nice day to take this tour. I took this tour 8 yrs ago. At…”
Small-group Willamette Valley wine tasting from Portland with safe driver-led transport, three winery stops, and expert commentary.
“This was such a great tour! We were able to visit 3 wineries Erath, Durant and Hyland, as well as visit an olioteca! Although it was cloudy and rainy on our trip, we made the most of our fun! It was a small group 6 people total plus tour guide and our guide, Simon, was…”
Portland day trip to Multnomah Falls, Mt. Hood, and a Gorge winery. Small-group van ride, easy hotel pickup, great photo stops.
“Rob had a lot of local insight he added to the trip. Also got to see the Salmon springing. Nice day trip during short pdf visit.”
Small group Willamette Valley wine tour from Portland with tastings included at 3 wineries, guided stops, and comfortable 4x4 Mercedes transport.
“Great guide, beautiful wineyards and great wines. Cool way to see parts of the surrounding area of Portland”
Private Willamette Valley winery tour with Carmine, lunch included, pickup, estate tastings, and stress-free transportation from Portland.
“We had an awesome day. Carmine was very flexible in how we wanted to spend the day. We left it to his judgement based on our preferences and had a great experience. He shared a tremendous amount of knowledge about the wines, vineyards and region in an entertaining and easy going way and made us…”
A full-day Willamette Valley wine tour with door-to-door pickup, reserved tastings, and 3–4 wineries in top AVAs plus a lunch stop.
“Alex was amazing!! He picked us up right on time, was a great communicator, and really made us feel like the day was about us. So much so that he “called an audible” and realized our group would like some other vineyards than the ones that were planned and he worked to get us reservations…”
Private Willamette Valley wine day with Portland pickup, four stops, picnic lunch, and optional tastings for a budget-friendly Oregon getaway.
“The title says it all, Good Vibes all around! They were so easy to work with, made great recommendations for wineries to visit and just so much fun. Every detail is taken care of for you and so well thought through. We had the best day, learned new places to visit and I can't recommend…”
Full-day Portland tour to Mount Hood, wine tasting, Columbia Gorge cliffs, and Multnomah Falls. Small group, hotel pickup, lunch included.
“Our driver, Dean, was so fun and accommodating. We loved all of the stops along the way and really enjoyed that food was included.”
Enjoy a small-group Willamette Valley wine tour from Portland with 3 tastings, hotel pickup in a Mercedes Sprinter, and Pinot-focused stops.
“Jamie was great. Informative and kind. Great quality people in this trip. From the other passangers to the attendants at the wineries. Keep up tyre good work”
Gorge waterfalls, scenic viewpoints, and two Oregon wineries with pickup from Portland. Great guide pacing, plus Hood River time.
“This was such a good time. Our guide, Alex, was very informative and a great conversationalist. Not to mention it was always available to take all our pictures. We were told all the ins and outs on how to get to the Falls, the shortest routes, and the more scenic. We were given a brief…”
Driver-led Willamette Valley wine and whisky day trip from Portland with lunch, snacks, and small-group tastings.
“The driver was kind and kept the conversation flowing but I will say he was more of a designated driver than a wine lover. One of the "wineries" that we visited was a tasting room and the lunch was a skimpy charcuterie board. Ken Wright (tasting room) tasting tour was awful the lady basically handed…”
Portland to Willamette Valley in one full day: 3 winery stops with a lunch pairing option, pickup, bottled water, and a small-group pace.
“Tastings and lunch are not included ($40-50 wine tasting fees) in the price. However, Travis did a wonderful job of taking us to a place where we had lunch and wine tasting without wasting any time. Travis is super cool and we had a good time!”
Small-group Willamette Valley wine tour from Portland with 3 wineries, guided history, picnic lunch, and door-to-door transport.
“The first winery we visited was excellent. The host was very informative and the wines were excellent.”
Taste Portland-area wines with pairings and neighborhood history on a small-group 3-hour tour starting in the Pearl District.
“This was such a fun and great tour! Michelle was super personable, knowledgeable and funny. She took us to 3 different tasting rooms that ran the gamut from family run to large scale and the hosts at each tasting room were also great! The food pairings were also great and varied. We were able to…”
Every corner of the region, and every way to see it.
