NYC - Hit Cielo, eat at the hilal cart on 53 and avenue of the americas, eat a slice at the original rays, catch a broadway show, hang out in washington square park, have a scotch at the highlands. If you have extra time go take in some of the street art in Brooklyn.
Head South to DC / Baltimore - Eat crabs on the riverfront, go to the smithsonian and air and space. Take a picture infront of the washington monument like its your cock. Dont know if Buzz is still going on but there is always some sick music.
Head south (see blue ridge parkway recomendation above) go to Asheville, stay downtown, go to bobo on lexington, see biltmore, eat at bouchons. If you are really crazy hike from Asheville to wolf laural on the AT, great 2 day hike.
Head south - goto atlanta got to anything the household or liquified guys are throwing, sick music, great people. Little 5 points has a latin restaurant on euclid that makes its own chocolate and churros unfucking real. Virginia Highlands is a bit yuppie but I like it.
Head south. Stop in Gainesville (make sure its during a game weekend, plan ahead cause rooms are going to be a bitch) watch the gators kick the shit out of whoever

. See amazingly hot girls, go pick up cougars at Lilians.
Orlando - Stay at the Wilderness Lodge at Disney and eat dinner with the Giraffes (sp). Go to Universal and ride the Hulk and Dualing Dragons (not called something else) IF you like snorkeling go to Discovery Cove, dont get the Dolphin portion, just snorkel in the lagoon, its nuts.
Sarasota / Tampa or Strait to Miami
If you go to SRQ go to Siesta Key Beach and pick up girls, drink at the Daquri Deck. Go see the Dali museam in St Pete. If you go to Miami STAY THE FUCK OFF THE BEACH. Its not like it used to be, sorry. Maybe 1 night but the real action is downtown. Vagabond, Wynwood for art and cool chicks, White Room (not sure they are still open)
I would skip the keys, woman wise its hit or miss.
Drive back up, get on 98 off of 75 and take 98 through to Mobile. (if you stop along the way, I would hit Talahassee and redo the Gainesville experience)
Then hit Nola. Stay off Bourbon right outside the quarter. All the other NOLA recomendations you have gotten are strait up. Hit Cafe Du Monde even though its touristy. EAT AT STELLAS AND BROTHERS.
Then Austin (I know little about Texas) I did San Antonio riverwalk once, I liked it.
Drive through to Alamagordo (IT WILL BE HOT BUT DRY) go see White Sands National Monument. (if you have the stuff camp in Oliver Lee StatePark, otherwise I dont know hotels) Bring a decent camera. Then head north to Santa Fe. Cool fucking town. Eat LEGIT mexican. If the person cooking isnt old, heavy and only speaks spanish DONT EAT THERE.
Denver (stop in Colorado Springs for a night if you like to Hike - check out Garden of the Gods, Chyanne Canyon) Then drive to Denver, go to The Church, go to boulder, hang out on Pearl Street. Drive across the continental divide down through Utah. It will be to hot to do Canyon Lands. Drive down through Zion National Park. Get out of your car and off trail. Best pictures I have ever taken. Sand Dunes National park is on the way up to Denver by off the beaten path, if your not a hiker skip it.
VEGAS (you wont remember

)
Gamble DOWNTOWN not on the strip. Its cheaper and better odds.
Stay on the strip, tip your checkin person and ask if they have any upgrades. Gamble one night on the strip for prettier waitresses and for the experience.
Drive from Vegas to San Fran, its a long trip but if you miss San Fran and only do LA you miss 1/2 the fun. Do wine country. Helzeburg(sp) is my favorite region. Smaller Vinyards, lots on Pinot. San Fran... Stay at the W or St Regis. Eat at a small italizn place next to the stinking rose (I cant remember the name right now) CHEAP and AMAZING. Dont get lost in the tenderloin, make friends with someone that knows oakland. There is a park by a dog track where they is some of the coolest sclulpture and street art I have seen. On a clear day the shot of the Golden Gate is money. Go to Bourbon and Branch. Ride a street car.
San Fran to LA... your friend will help you with LA.