Thanks to everyone!!!
As for this... I would definitely love some expansion on the good flights and cans/bottles in the SJ area. Feel free to PM me if you feel like we'd be cluttering up this board, but figured I would respond on here in case anyone else wanted to comment.
Thanks again!!
Southgate Liquors is pretty god tier for the hypest cans from (relatively) local breweries such as Moonraker and Alvarado Street, as well as everything else which you can sniff in-market. Might also consider Cask & Flask, Royal Liquors, or IBU in Milpitas.
Speaking of IBU, they do have a great tap selection, and so does their sister restaurant next door named Stuft Pizza. The most expensive beers are excluded from flights (currently $18 for 6 tasters), but you'll still have a great variety.
The Running Shop and Hops is out of the way in Morgan Hill, but they also have flights at that price during daytime or so (as of Thanksgiving weekend) and nothing is excluded AFAIK. If sampling from upwards of 86 draft beers sounds like a good time though, you might wanna check it out. (Note that their bottles/cans are really pricey though.)
Other spots which I know have flights or at least good tasters are Smoke Eaters (cheaper at Almaden Expy location than Santa Clara last I checked) and Out of the Barrel.
Also, Toronado in SF is considered a legendary beer bar, but I've never been and they probably don't do flights. As for downtown San Jose spots (not convenient normally, but good for hockey trips) which I haven't visited, Original Gravity and Good Karma are in downtown San Jose, as are a few places at San Pedro Square Market. I don't think any of them do flights though. Growler USA is a bit farther, but they'relocated on The Alameda and reportedly do flights, albeit at a pretty high price (maybe upwards of $28/6).