Rent a car in New York in the summer and drive out to the Hamptons (the string of towns along the outer south coast of Long Island) for a slice of East Coast living. Stop off at the Wolffer Estate Vineyards for some astonishing local rose and pinot noir, and live music too. It's amazing.
All the details are at www.wolffer.com/store/index.cfm and the place is easy to find. It also has all the details about where to eat, where to stay, and the people are incredibly helpful.