BPCag, tons of good places in and around Healdsburg. I really liked Chalkboard on our last visit, Willie's is also a lot of fun and good food. I like the bar at Spoonbar, nice place to sit a bit. Ralph's bistro on the square is also a great place to eat, great lamb burger if you go there for lunch.
for Santa Rosa, wife and I like Jackson's Bar and Oven, although some don't like it. There is another place on 5th street near there but I can't remember the name of it, but it was good food. Go to Dierks parkside for a dive kinda place with great breakfast.
If you are around Graton on your tastings, we really liked Willow Wood cafe in Graton for lunch. also Dry Creek general store is a classic as is Jimtown Store for a good sandwich,e tc.
oh, almost forgot, went to a new place out in Guerneville called Boon Eat + Drink, really liked it. tiny little place.
if you like cabs and the wife drinks chard, check out Stuehlmuller winery in Alex Valley. Not too expensive and quality juice. I think you need an appointment.