Opinions wanted- car selling scenario

[NOPANTS68]

Guys, I am entertaining an offer for my red '67 and wanted some opinions. The buyer lives in Hawaii and is going to fly over to drive it and play cars for a day, then simply fly home. The car is solid, so I'm not worried about him falling in love with it.

My concerns fall into the process of the sale. I have sold a couple cars to overseas buyers, but for prices in the $30k range. This sale will be triple that price and I don't have any experience with moving that much cash without gaining Obama's attention. I think the federal cap for deposits is $12k at a bank so that'd be a pain. A check obviously won't work either. Cash is king, but might be tough to fly with without gaining attention and an anal probing. What do you guys think? I'm trying to avoid a conversation where the IRS gets involved and I pay some ridiculous taxes. Thoughts? Experiences with this sort of thing? Thanks in advance, Dave