Right now, I'm obsessed with New Orleans. I know at first glance you might not think that this is the town for an ultimate W30 vacay, but I've been reading about roux-less gumbos and rich, delicious stews with local seafood, sausage, and chicken. I would hit all the fancy restaurants and be completely annoying to the wait staff by asking what is in all the food (and a condition of my vacation is not to feel bad about asking for what I want). Then, I would focus on all the history and jazz. I'd take long, long hikes all around the city, exploring sections of town and soaking up the culture.