I’d also recommend visiting Copain, but you’ll do better with an appointment there. I’ll forward you Hollie’s contact info. She’ll set up a great tasting for you.
From Healdsburg, take a drive down Westside road. Tons of wineries you can pop into. Gary Farrell, Porter Creek, Rochioli, Twomey - they have open tasting rooms. If you only have one window for tasting, I’d do this road becasue of the quantity of options.
Sonoma (Santa Rosa) I can recommend Inman (by appt), Iron Horse, and Benovia.
Hey Corey - if you plan to be in the Olivet Road area, drop by Inman Family. I’m at the winery M-F, if this is on the weekend I’ll make sure Michelle takes care of you. Shoot me a PM if interested. Otherwise, have fun!
Do you want to drop significant dollars on lunch, or do you want to fill your belly with delicious and fortifying sausage? (You want sausage.)
As for tastings, plenty of good recs in this thread and all over this board, but my absolute favorite in the area is Unti. Very good, well-priced wines poured with as little pretension as you could ever imagine. $5, I think? Mostly rhone varietals.
You need to make a reservation.
(Also, Prescott, Porter Creek, Zichichi, just to name a few.)