It would cost circa $250,000 to prepare and fly a DC3 from here to Oshkosh and return. Divide that cost by 28 pax - if there are indeed that many cashed-up people here that would pay to sit in the back for 100+ hours or so of droning along at 145 knots at 10,000ft.
Much as I LOVE the DC3, if someone gives me that amount of money for an airfare, I will settle for a bunk bed in 1st class on an A380.
PS: But if someone buys it and fuels it, I will fly it for free...