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“Wonderful. Visited 3 wineries and our guide, Camille, was great. Very knowledgeable and helpful. Lunch was great. Nice and very enjoyable day.”
Full-day Mt Hood and Columbia Gorge tour from Portland with waterfalls, two vineyards, lunch and a glass of wine. Small groups.
“Marcus was an expert on everything Portland and arrived right on time. The first winery we visited was incredible—we honestly didn’t even want to leave. It was so warm and inviting, especially with the hot cider, and the pizza was excellent. Overall, the trip was outstanding, and I would definitely recommend this experience to anyone…”
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.
“Incredible and knowledgeable guide.”
Portland day trip to Multnomah Falls, Mt. Hood, and a Gorge winery. Small-group van ride, easy hotel pickup, great photo stops.
“Wonderful day. We did so much. Our driver took us to places we weren't expecting! Great experience. Would recommend this tour.”
Small group Willamette Valley wine tour from Portland with tastings included at 3 wineries, guided stops, and comfortable 4x4 Mercedes transport.
“From pick-up to drop off at the end of the tour, Sean (guide/driver) was superb. He was knowledgeable, on time, and ensured we had fun!! I was most impressed by the thoroughness and depth of the tastings- we visited 3 vineyards so we experienced the larger and boutique vineyards.”
Private Willamette Valley winery tour with Carmine, lunch included, pickup, estate tastings, and stress-free transportation from Portland.
“Carmine was a fabulous guide! His knowledge and insight for grape viticulture and wine making in general and his extensive knowledge of Oregon wine making in particular made for an awesome educational and fun day!! I totally recommend him - from the experienced wine connoisseur to the beginner!! Definitely one of the best experiences my…”
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.
“Paul was a great guide, had a lot of local knowledge. Highlight of the tour was Coria, which had some amazing Pinots. Left from Salem so visited wineries in the area. Ankeny also had a wood burning oven that made some great pizza.”
Portland-to-Columbia Gorge waterfalls, Hood River wine, Bonneville sturgeon viewing, and Mt. Hood at Timberline Lodge in one efficient day.
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.
Enjoy a small-group Willamette Valley wine tour from Portland with 3 tastings, hotel pickup in a Mercedes Sprinter, and Pinot-focused stops.
“Niko was a great guide for an afternoon in the vineyard. We visited three beautiful wineries and tasted the delicious nectar of the valley. We would recommend taking advantage of this tour!”
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.
“Tito was very fun to have as a guide. His warm personality and knowledge of the Portland and wine area were impressive. We went to 3 wineries and had one whiskey tasting stop. Very delightful day”
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.
