Rachel's jam is Madonna's Holiday. When I was searching for it on YouTube, I found this version of the song performed by Madonna and the Roots with help from Jimmy Fallon. It's missing the over-produced quality of early Madonna, but I think it makes up for it in whimsy.
I thought about trying to come up with a Friday jam that goes with this theme of vacation. But I ended up going with the Jimmy Fallon theme instead. Please enjoy Harry Potter, er, Daniel Radcliffe performing Alphabet Aerobics.