I am also driving from Boston to San Francisco (Oakland, actually) at the end of May! Moved to the East Coast for college and after 8 years I'm finally returning to the Bay Area. Based on having friends/places to stay in these locations, our first stops will be Columbus, OH, and then St. Louis, MO, then drivng from St. Louis to Oakland, in five days. We're flexible on the route, again as long as it only takes five days. Would love to hear recomendations for things to do between St. Louis and CA! Seems like 80 is a long stretch of not a whole lot, but I'd love to hear from people who've done it! My last road trip was CA to Boston in 2008, and we went through the southwest/old Route 66 and then veered up through Illinois, so I'd like to avoid doing the same thing.