Oh no. Seems I got a bug where, when trying to go on Kate's trip, instead of (presumably) starting a cutscene, it just woke me up at 7 AM, rest of the town kept sleeping as though the day didn't get changed (people went back to normal after visiting Giron). I searched and saw someone else had this issue before, but didn't see a fix anywhere...
The main issue being I can't start the trip at all now (by any means I can think of).
Edit: OK, seems the issue is easy enough to fix (using an rpgm save editor that can change switches and variables). If this is the issue you are having, then Kate Progress should be 41 in the bugged save. Change it to 40 (I also reduced Kate Love and Kate Corruption back to 40 since they jumped to 41 and neither of these variables should exceed progress). Then load up and, at midnight, you will be able to talk to Kate and Claire about leaving again. Maybe also don't skip dialogue until you're in the clear.