I find festivals, like the ones that come with City Living, make for pretty neat first date vibes. Romance Festival obviously lends itself to that, but I've found Humor and Hijinks Festival, Spice Festival, Geek Con, and even the Snowy Escape ones like the Festival of Light and Snow Festival make for pretty good first dates too. There's usually some stuff to do, it's casual, it's fun, and gives a bit of a framework and atmosphere beyond just "sit and stare at each other saying stuff till something clicks." So, if there happens to be a festival going on close to when I wanna schedule I date, I'll usually go to wherever that festival happens to be, which of course varies depending on what it is.
