posted 07-28-2011 02:08 PM
Hi idrinkred - sorry for the slow response, been dealing with non-fun non-wine issues...Anyway, the Rubicon Estate will not have the Director's Cut wines, I don't believe. Those are now (like yesilovewine said) over in Geyserville at the Francis Ford Coppola winery.
So it sounds like you are spending one night in Napa (town) and the next two nights in Healdsburg. So you could check into the Wine Valley Lodge and then head into downtown Napa to taste at one of the tasting rooms there - we enjoyed Ceja. Then over to Oxbow market - there are a couple of tasting rooms next to Oxbow and there is tasting inside Oxbow as well. You could get something to eat there and not break the bank. I'm not a great source for frugal dining in Napa Valley though; I tend to want to go all out and try all the amazing restaurants there 
The next day, check out of the Lodge then stop at the Soda Canyon store for picnic supplies http://www.sodacanyonstore.com/
and head north on the Silverado Trail towards Calistoga. You will be driving through Cab County and the Stags Leap district. Go to the maps section on WineCountry.com to see which wineries you might like to stop and taste (Baldacci is highly recommended, Chimney Rock is good, you really can't go wrong in Stags Leap district) Check the various winery's websites and see which one might be good for a picnic.
Use google maps to see the route from Calistoga over to Healdsburg - you will be passing wineries all the way along that route. Some require appointments, some are fine with dropping in - their websites should tell you that. Along the Silverado Trail, we have enjoyed Luna, Shafer, Baldacci, Stelzner, Clos de Val, Regusci, Paraduxx, Rombauer, Clos Pegase, Sterling, Vincent Arroyo, Chateau Montelena, and so on. (not all in one trip though!)
So pick a few and check out their websites for tasting fee info and appointment info - if you want more info about personal experiences, let us know which wineries you are wondering about and we will do our best to give you our impressions.
Cheers!