We stayed at a small winery in Douro Valley. (in a restored home)
Owners were gone to their city home, we had the whole place to ourselves.
Great view from veranda for outdoor meals. (not posh, but very nice, especially being the only guests)
https://www.booking.com/hotel/pt/cas...oking_window=2
Many wine tours nearby from vintage farms to high end places.
Seems both the boat and the rental car would be good (motorcycle better!)
I would suspect the owners (of guest homes) will be able to help with the tours. As well as meeting folks at the small town farm / ag stores
We were there in May and did several tours / day (drop-in / not guided). Often we were the only people there! (no waiting !)
Not expensive (we only sampled).
ritzy, but informative
https://acruisingcouple.com/2017/06/...ley-wine-tour/
https://www.lonelyplanet.com/portuga...OVALLEY/360356