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“This tour was perfect. Robert, our tour guide, was outstanding. He shared such great info while we were driving. The wineries he selected were wonderful. Such a great time, plus the lunch provided was very fresh and plentiful.”
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.
“So fantastic! Malia was so informative, easy to talk with, knowledgeable and great at bringing a group together. The wineries visited were good and the timing of it all, was so relaxing and organic. The wines were delicious as well as numerous! I will definitely do this again when I come back to Portland and…”
Portland day trip to Multnomah Falls, Mt. Hood, and a Gorge winery. Small-group van ride, easy hotel pickup, great photo stops.
“This is a well organized tour of Oregon. Our guide, Gunnar, was excellent. He provided so many details about the area and added just the right amount of humor. The views were amazing and I feel the value was excellent. Highly recommend!”
Small group Willamette Valley wine tour from Portland with tastings included at 3 wineries, guided stops, and comfortable 4x4 Mercedes transport.
“Highly recommend this tour! Shahn was a great tour guide…very professional with tons of interesting info to share. He was super helpful with securing a packing box and packing the wine we wanted to take home. Wilamette Valley is beautiful!”
Private Willamette Valley winery tour with Carmine, lunch included, pickup, estate tastings, and stress-free transportation from Portland.
“Today Carmine took us on a perfect day of wine tasting in the Willamette Valley. We went to 4 wineries, selected by us, including one where we had a delicious lunch and talked with the winemaker. We will do this again the next time we come for a visit!”
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.
“It was a perfect day. Our tour guide was exceptional, thank you Dasha she was so professional & informative. It was such a fun day”
Portland-to-Columbia Gorge waterfalls, Hood River wine, Bonneville sturgeon viewing, and Mt. Hood at Timberline Lodge in one efficient day.
“We had a great trip out with our tour guide Rob. It was only a small group of us, however, he made it so fun and so inclusive. He was a fountain of knowledge about all things Oregon, Portland and nature. We learnt so much on our day trip and got to see things you…”
Private Willamette Valley wine day with Portland pickup, four stops, picnic lunch, and optional tastings for a budget-friendly Oregon getaway.
“I was responsible for an executive committee retreat for professionals. Shane did an excellent job of helping me organize a team building experience of wineries, a cidery, chocolate tasting and dinner. He was easy to work with, communicative, and knowledgeable. His expertise and hospitality created a fun atmosphere that allowed us to enjoy the day.…”
Full-day Portland tour to Mount Hood, wine tasting, Columbia Gorge cliffs, and Multnomah Falls. Small group, hotel pickup, lunch included.
“Loved the variety of the activities and the tour was the perfect amount of time. Marcus was great!”
Enjoy a small-group Willamette Valley wine tour from Portland with 3 tastings, hotel pickup in a Mercedes Sprinter, and Pinot-focused stops.
“It was a fun tour and our tour guide Nico was A M A Z I N G. Especially because he spoke German and made sure my mom had a great time. The tasting were great and very informativ. Thank you again for the wonderful day.”
Gorge waterfalls, scenic viewpoints, and two Oregon wineries with pickup from Portland. Great guide pacing, plus Hood River time.
“Paul was amazing. This was one of the best tours we have been on. He was extremely knowledgeable and kind. We had a wonderful time and would recommend this tour to everyone going to Portland!”
Driver-led Willamette Valley wine and whisky day trip from Portland with lunch, snacks, and small-group tastings.
“Bryan Mayr was a great winery! Good wine + great vistas. Lunch was good, but kind of out of the way.”
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.
