Drive Route 66 in an old Cadillac!
It’s mostly gone now isn’t it? There’s a freeway that follows some of the route but most of it hasn’t been there since the mass unemployed walked in in the 30’s. I remember reading a motorcycle travel book about someone who had a similar idea and being dissapointed that it doesn’t actualy exist apaprt from small stretches and hick towns that the freeway’s made obsolete.
+1 for sail arround the world, although my missus seems more bothered about her handbag collection than actualy doing stuff so it’ll probably never happen. Trying to move us near the coast so there might be a possibility to get into some inshore cruising/raceing, then maybe a weeks cruise to Europe and hope she get’s the bug from there.