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ooh nice! 

shortening 15 days to 10 sounds like a good idea but considering their vacation is 2 weeks long I feel like maybe having filler days solely for progressing Robert's relationships could be a better solution? though, I have only just started so im not too certain what the premise of the rest of the game is

The main idea was going to be kind of like that, but since we're doing pretty long days, we have more than enough time to progress Robert's relationships while the events happen. Having 15 days at this rate would make the pacing feel... Strange? At the very least, not what we're looking for right now ^^