Chrysler debuted the 300 model in 1955 with its “letter series” of cars. A high-performance luxury car, the 300 letter series cars ranged from A to L (skipping I) and are viewed by many as a precursor to the muscle car era, with certain models successfully competing in NASCAR with little modification.

In 1966, Chrysler dropped the letter designations from the 300 line as the company consolidated its product portfolio and doubled down on performance. The Chrysler 300 featured a Coke-bottle design similar to its cousin the Dodge Charger, however, the 300 was a much more upscale car by way of interior appointments and subtle exterior design changes. The Chrysler 300 was offered as a four-door Hardtop Sedan, a two-door Hardtop Coupe, and a Convertible. Buyers had the choice two eight-cylinder engines, the 383-cubic-inch V-8 backed by either a synchronized three-speed manual or TorqueFlite automatic transmission, and the upgraded, new-for-1966, 440-cubic-inch V-8, which was only available with the console-shift TorqueFlite automatic transmission. For the 1966 model year the Convertible was the lowest-production Chrysler 300 model sold in the United States, with just 2,500 examples produced.

This 1966 300 Convertible was produced at Chrysler’s Jefferson plant in Detroit. It left finished in Dark Green over Tan. Now wearing a wonderfully presented older restoration, the car remains finished the way it left the factory years ago and rides on thin whitewall tires with factory wheel covers. The Chrysler is powered by a 325-horsepower, 383-cubic-inch V-8 backed by an automatic transmission. Driver aids on the 300 include power steering and power brakes. The interior features bucket seats, a radio and clock, as well as power windows and a power convertible top. A testament to the quality of the car’s restoration is its achievement of an Antique Automobile Club of America Senior National First Prize in 2007 and a Grand National First Prize in 2008.

Chrysler proudly claimed in period advertising, “Youth comes twice in life. When you’re young and when you want to be. The 1966 Chrysler is built for both.” A full-size luxury muscle car, the 1966 Chrysler 300 Convertible definitely fits the bill.