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“Kevin was very informative and kind! He was a safe driver and was always punctual. The three wine tastings were relaxing and educational.”
Full-day Mt Hood and Columbia Gorge tour from Portland with waterfalls, two vineyards, lunch and a glass of wine. Small groups.
“This was a great tour! The waterfalls were beautiful and wineries were the best! Also, Marcus, the tour guide was awesome! I highly recommended!”
Willamette Valley wine tour from Portland with hotel pickup, a Mercedes Sprinter van, and three winery tastings in a small group of 8.
“Gunner, our guide and driver, was incredibly friendly, punctual, and extremely knowledgeable about the areas we visited. He enriched our experience with interesting facts and insights about Portland and the wineries along the way. His attention to detail was much appreciated — including providing bottled water in the car to keep us refreshed during and…”
Small-group Willamette Valley wine tasting from Portland with safe driver-led transport, three winery stops, and expert commentary.
“The tour guide (Andy), provided an excellent day of wine touring, including comfortable transport. He selected three wineries that each had great attributes. An initial stop allowed for a picnic lunch to bring to the second stop. I recommend a custom charcuterie board. The schedule included the right amount of time at each spot. Wonderful…”
Portland day trip to Multnomah Falls, Mt. Hood, and a Gorge winery. Small-group van ride, easy hotel pickup, great photo stops.
“Our Guide/Driver, Phil was knowledgeable, professional and courteous. The scenery and venues were excellent. Being a first time visitor to this area was very impressive.”
Small group Willamette Valley wine tour from Portland with tastings included at 3 wineries, guided stops, and comfortable 4x4 Mercedes transport.
“The wine and the people were all great but really appreciated Sean’s comprehensive understanding of agriculture and Oregon history as well as wine.”
Private Willamette Valley winery tour with Carmine, lunch included, pickup, estate tastings, and stress-free transportation from Portland.
“We recently enjoyed a wine tour with Carmine. Despite a hiccup in our plans due to a power outage, he was agile and quickly adapted. His knowledge and network paid off and our day was amazing. His enthusiasm and passion for wine waRead more”
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.
“We expected a guide and got just a driver. Plus more than one of the wineries we visited did not have a reservation for us. Finally, we were never contacted to ask what kind of wineries we were interested in or even to confirm our visit. The first contactWe had was when the driver showed…”
Portland-to-Columbia Gorge waterfalls, Hood River wine, Bonneville sturgeon viewing, and Mt. Hood at Timberline Lodge in one efficient day.
“We really enjoyed this tour. Our guide Evan knew so much about the Columbia river area we called it “Googling Evan”. The scenery is beautiful and the wine was delicious plus the group on our bus were so much fun. I’ll be recommending it to anyone I know heading to the Portland area.”
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 family had the best time on this tour! Brittany was an amazing, knowledgeable, and friendly guide!”
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 food was presented well and fresh! Gotta love bottomless mimosas 😋”
Every corner of the region, and every way to see it.
