The wife and I go up to TC a couple times a year. I agree with all the input people have given above. If you can make the trip, Short's
is in Bellaire which about a half hour from TC. It's well worth the ride. They have a ton of beers on tap ranging from the typical styles to wild stuff like their award-winning Key Lime Pie Beer, PB&J, or Carrot Cake. Go for a flight and sample away. Send them an email in advance and you will likely be able to score a tour of the brew pub's brewery.
is on the Mission Peninsula (about 10 min from TC). They specialize in farmhouse style beers. They also have fantastic food in their pub. If you go, don't miss the truffle oil fries *drool*.
If you're at all into wine, there are a TON of wineries
in the area and they almost all have tasting rooms. You can get a printed wine tour map pretty much anywhere that outlines where they're all located. If you'd like more info on wineries let me know. Some of them have more than just wine, like Black Star Farms which has Brandy and fantastic cheese.