I thought DC to NYC was a lot less. More like four hours?
A few thoughts here. It would really be best if you learned how to drive. It may be a bit difficult in the beginning, but would make your trip much more enjoyable. Plus there will be far less traffic due to gas prices! I don’t know about LA, but Pittsburg on mass transit isn’t all that fun. Actually I’d also say to avoid Pittsburg and Minneapolis, especially if you want to go with the mass transit route.
One city that you ought to consider is New Orleans. It’s a really special treat in so many ways. Plus you could stay in a hotel in the French Quarter and walk to most of the interesting places. I don’t know what the status of the streetcar is but I think it’s back up again. If you’re a food and drink guy this is a good place to be! While crawfish sadly aren’t in season anymore (at least not normally) there is always plenty of good seafood. You can’t go to New Orleans without getting gumbo somewhere and you can’t walk a block without running into a great place to eat. Also they have crazy stuff like Aligator po-boys (really good, btw).
I’d also recommend Las Vegas. It’s a strange place, to be sure, but if you’re in LA with a car, you can drive out there in about 4 hours and maybe spend the night or two. If you have a car, Las Vegas can be a part of your trip.
Four words for you sir: In-N-Out burger. I don’t know what it is about these suckers but they are A-mazing. I’ve had a lot of higher-quality burgers, but something about an In-N-Out burger just blows them all away.
Also when in SF, you do need to rent a car and have a drive through the wine country and Big Sur. It’s really amazing down there. The Pacific Coast Highway is a great road in general. You might feel at home too, they still have metric signage up from way back in the day.
I really second the DC suggestion too. It’s an interesting place, and the Smithsonian museums are all free IIRC. I hope the weather keeps up as nice as it has been because you’d be in for a treat for sure.
Now having said that, those are the places I know about. If I were you, and had such a trip planned that time of year I’d also try to see Boston and New England too. It’s a big deal for people to go up to New England to check out the pretty foliage in fall (towards the end of your trip). You might wanna look into doing that. East-coast wise there’s not much going on outside of DC, NYC, and New England (Maybe Philly?). I mean there obviously is, but if you have to compress it down like that then this is where you want to focus. I’d also like to go to Montreal too. I hear it’s cool.
You seem to have a pretty good itenerary though excepting Pittsburgh and Minneapolis. Again, not bad towns but also not good for a quick vacation, and especially bad if you don’t want to drive.
The only other thing that I could suggest to you would be to experience the beauty of a cross-country road-trip. But doing this solo is really only for a certain type of person. When you get to Colorado and Arizona with those big, open skies it is really breath-taking though.
In this same vein, I would also suggest skipping the Grand Canyon. Just my opinion, but I wasn’t terribly impressed. It was cool I guess, but when I’m around nature I like solitude, not to be around a thousand other people. Which also reminds me. You ought to go to Disneyland while in LA.
That’s it for my ideas.