2. Mercedes-Benz S63 AMG Cabriolet: $3,624

Any car that costs around $177,000 will cost plenty to insure, just by virtue of sky-high repair costs, but the S63 AMG convertible version of the flagship Mercedes-Benz S-Class begs to be driven aggressively by virtue of its rip-roaring 5.5-liter twin-turbo V8. It’s exceed only by…