Joanna, who has been organizing the Pacific Coast Highway caravan from Monterey to LA for Spring Fling, is unable to do it this year. But there are probably a lot of folks who would be interested in caravaning. I'd volunteer to lead if I were going, but I'm carless right now. You can contact people who are interested at the Facebook page:
https://www.facebook.com/groups/PCHMOPARMUSCLETOUR/
It wouldn't take a lot of effort. Just set a meetup point for Friday morning (usually at a mall parking lot just off 1 in Sand City, at 9am or so), and let people know where you are planning to stop for lunch. It's not hard to stay in contact on 1. Stop a few times at viewpoints for photo ops, and that's it.
Joanna used to bring a chase truck for breakdowns, but that isn't mandatory, of course. Your cars are all reliable, right?
Anyway, it was a really fun ride when I did it. Take your time and see some scenery, instead of bombing down 5.