Passionfish has been repeated here where you have good food + not a crazy mark up. Poppy Hall down the street is a bit more casual, great food and a smaller but typically interesting wine list.
Stationaery in Carmel-by-the-Sea is great for food anytime of the day. They do half priced bottles & oysters Wed-Sun from I think 3-4 or 4-5pm. They have an interesting wine list plus a little bottle shop next door (wines on the menu but just at retail prices). Disclosure: I went to high school with the owners but I’ll say I went there 3x when they first opened and was raving about it before I had known that.
Elroy’s is a new grocery store in Monterey that is owned by a local family who used to have a cafe called Carmel Belle (still there, new owners) - they have a great selection of interesting wines, smaller producers, some natty stuff, some fun stuff.
Aubergine is the 1* spot in town and is amazing if you want to do an upscale dinner. I haven’t seen the wine list since the March 2020 but at the time you could get back vintages of local (Pisoni) or 1st growth or hipster Chablis or Montrachet.
Star Market in Salinas I would say is the best 1 stop for local producers. The owner Victor, old school grocer as it gets (stocking his own shelves on a Sunday), carries the broadest selection of producers with and without a tasting room. You can go there and get a mixed case Monterey County wineries without having to visit 4-5 tasting rooms. The Cheese Shop in Carmel I would say is a mix of Elroy’s & Star in the sense it has some local but an interesting mix as well but doesn’t go all in on either.
Lucia at Bernardus Lodge is a great place to have an upscale dinner (or weekend lunch/brunch) that isn’t a precious as Aubergine but they have a good wine list (local + intnl) and wine crew there are into wine as well.
Farmer’s Market - If you are here on a Friday please stop by our local farmer’s market which has moved to Del Monte Mall during the pandemic (no longer at Monterey Pen College which was horrible to park).
Villa Aztec - Not wine related (great cocktails) but I think it is worth the trip to oldtown Salinas for their food. Incredible plating, unique ingredients, great food - when I first saw the photos on Instagram I was like there is no way this is in Salinas, this has to be in LA or New York. You can go to Star Market as well - you literally have to drive past it on 68 into town.
I won’t go into specific wineries/producers here but if you want info on that you can message me. Some of them don’t have tasting rooms so Star, Elroys etc is where you’d have to go. Similarly everyone can go on about Big Sur but frankly unless you are spending all of your time down there/staying there or really, really want to go I think you are amiss in not exploring more of what the actual Peninsula has to offer.