PORTLAND
Portland’s best days out.
The 15 most popular 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“A wonderful full day experience with an exceptional guide getting to know the area and tasting some little-known wines! We were paired with 4 "strangers" who were delightful and great to compare tasting notes!”
Full-day Mt Hood and Columbia Gorge tour from Portland with waterfalls, two vineyards, lunch and a glass of wine. Small groups.
“Vendor cancelled at last minute via terse SMS. No apology or concern for our plans. Additionally, they tried to put the burden on us to go back to Viator and make cancellation ourselves. Follow-up communications were balky, took hours to simply confirm our money would be refunded. Couldn’t have felt more disrespected, and would not…”
Willamette Valley wine tour from Portland with hotel pickup, a Mercedes Sprinter van, and three winery tastings in a small group of 8.
“Gunner was a superb guide and a careful driver. He was very informative and friendly. We saw quite a bit”
Small-group Willamette Valley wine tasting from Portland with safe driver-led transport, three winery stops, and expert commentary.
“His knowledge...his humor.. his love ofwine....made such a wonderful experience for all. Three cheers for Aaron.”
Portland day trip to Multnomah Falls, Mt. Hood, and a Gorge winery. Small-group van ride, easy hotel pickup, great photo stops.
“Phil was a great guide. So knowledgeable and engaging. It seemed like he could answer any question anyone had. The waterfall was beautiful and made a good first stop. The hatchery was interesting. I wasn't sure about the stop at the Mt. Hood ski resort. There didn't seem to be much of a point to…”
Small group Willamette Valley wine tour from Portland with tastings included at 3 wineries, guided stops, and comfortable 4x4 Mercedes transport.
“Wonderful experience traveling solo for this wine tour. Shahn was super knowledgeable about wine and the Willamette Valley, and made the whole trip a great experience. Would absolutely do this again, or recommend to a friend.”
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.
“I little bit expensive than it should be. Prepare to pay for tasting and lunch. Want to thank Paul for customizing the tour for us. That made a huge difference!”
Portland-to-Columbia Gorge waterfalls, Hood River wine, Bonneville sturgeon viewing, and Mt. Hood at Timberline Lodge in one efficient day.
“Our guide, Phil was very knowledgeable, we learned at lot of facts about Oregon. Phil kept us hydrated throughout the day, especially when leaving the winery. Our group was always on time when departing from one of the stops which allowed an appropriate amount of time at each stop. We enjoyed everything about this tour.…”
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.
“Marcus is an excellent guide! I can tell you for sure You won’t have any guide like him. He is a cult, competent guy… if you really want To get a real Experience of Portland… Book this tour!”
Enjoy a small-group Willamette Valley wine tour from Portland with 3 tastings, hotel pickup in a Mercedes Sprinter, and Pinot-focused stops.
“When we began the tour, we had some suggested wineries from a friend. Debbie told us that some of the wineries were expensive, both for the product and their tasting fees. She recommended 2 others but took us to one of our requested wineries. As she had told us the wine was overpriced but underwhelming.…”
Gorge waterfalls, scenic viewpoints, and two Oregon wineries with pickup from Portland. Great guide pacing, plus Hood River time.
“First - everything on this tour is well worth seeing. All of the falls are spectacular, and Hood River is a charming little town. Our guide, Paul, could not have been better! He had picked out a hidden gem for a lunch spot, out of the way, but right on the waterfront. He took us…”
Driver-led Willamette Valley wine and whisky day trip from Portland with lunch, snacks, and small-group tastings.
“Brittany, our driver, was amongst the best part of our journey. Right up there with the wine. She is lovely. We visited three wineries and I was impressed. I moved here from a California wine making region and the Willamette wines are as good (if not better) in such me cases. I highly recommend this…”
Enjoy a 2-hour Willamette River champagne brunch cruise in Portland with a fresh buffet, live piano, and hosted mimosas.
“The scenery was very nice. The smoothness of the cruise was good too.”
Every corner of the region, and every way to see it.
