I did go ahead and book. The flight I wanted had gone to $300 but I ended up choosing an earlier flight that was down to $263. I'm actually happy this happened bc the earlier will ultimately be better. The flight I got is now at $295 (a few days later), and the other two flights around $300 are now $300 and $477. So I'm glad I just bit. Thanks, all, for the encouragement. Sometimes I am making so many decisions that I just can't make any more.

Update: a week later and the flights are at $295 (still), down to $173 (from $300), and $477. I"m glad I got what I did though and didn't wait. Was stressed they'd all be $477 if I waited!