Matt and I like taking weekend road trips, especially in the Jan/Feb off-season. This year I kind of have a hankering to go to Santa Cruz. I remember it being pretty great when I was 18, back when getting into a jazz club underage was "the ultimate". Built by Wendy tee ($45); flea market beads; trail jacket ($261); neckerchief ($13); soft sole mocs ($38); California field notes ($10 for set of three); Stanley water bottle ($36); Ella Dish collar and lead ($68); L.L. Bean signature duffel ($135); Blackbird vintage shades ($353).