dont have any good ones off the top of my head, but going to bars on vacation is one of my favs. my ideal vacation with my gf includes her picking many of the things she wants to do, but she lets me pick some drink spots in between to keep me from being a grouch. stopping in for 1-2 drinks, especially during the afternoon, is a nice trade off. im 35 and most of my vacations prior to 30 were strictly just traveling to skate, so im slowly finding a middle ground.
edit: just remembered when we went to philly last month and we got to the hotel about an hour early. we left our bags and had an hour to kill so we walked around and saw this place:
https://moriartyspub.com/ it was great and if i lived there i would probably go in all the time. not sure what the vibe was considering we walked in around 11am.
edit 2: just realized we did go back at night for dinner per my request and it was cool then too. really "old bar" vibe and the food was good.