I've been invited to ride shotgun at the 2015 Hagerty Spring Thaw classic car rally and film the events. My co-worker has a 1959 Corvette Fuelie and a 1970 Chrysler 300 convertible. Which car should we take?

The Corvette is a bucket list car but there's something awesome about taking a 19-ft long whale of a car to dice it up with the Alfas and Porsches. What do you guys think? I can't lose either way haha