This was THE perfect tour!! I am so thankful I found this tour through Terran Travels while searching in TripAdvisor! My friend and I booked this tour to do during a weekend in Portland for our 50th birthdays.
To start with, they were great with the communication. The night beforehand, I received a text from the owner, telling me what time I should meet the shuttle the next morning. Then, the next morning, we discovered there was going to be a marathon right outside our hotel, closing the street we were supposed to meet the shuttle on so when I texted the owner, we were able to figure out a street a block away to meet at. Our driver Dean showed up there and picked us up. Our tour only had 4 other people on it, so it was a nice, small size.
Dean was fabulous. He knew all about the history of the area and also told us a little about his history as well-- he's a fascinating person! His delivery of the tons of information he gave us as we drove was perfect- delivered in an interesting, engaging way. We first went to go see Multnomah Falls, which I'd never seen before. Just gorgeous! We had a little time to hit the tourist store, which was great. Then we went to the first winery, Marchesi Vineyards. Very nice outdoor spot with a fire pit. The second winery was Grateful Vineyards, where we discovered a fall festival going on. I could tell Dean had not been aware of this but he handled the hiccup well and still got us a table and told us lunch was paid for. We had a delicious pear pizza, drizzled with balsamic vinegar. After the Grateful Vineyards, we drove to this cool spot near Mount Hood, where you can get out and see the moraine rocks that had been left behind by shifting glaciers years ago. The last stop was the Timberline Lodge, a cool ski area/hotel with lots of neat history.
If you're researching winery tours in the Portland area, I highly recommend this group! It's much more reasonably priced than the other options out there and well worth more!