I’ve never been a big fan of layers…I wear long sleeved shirts during the day in winter and some sort of jacket at night (usually denim or leather). Never need more than that. I’m also not a big fan of shoes and socks; I wear Ugg-type clogs in winter, sandals in summer.
Laguna’s nice - it’s halfway between San Diego and Los Angeles. Great theatre in both places. There are 2 Getty Museums in LA - one has a large collection of Renaissance Art and some modern art; the other is a Villa with cloisters, etc.
If you come down to San Diego, Balboa Park is beautiful. So are Coronado and La Jolla.