Introduced to mark Buick's 50th anniversary, the Skylark (a name previously used by short-lived Hupp for its sporty 1939 Cord 810-based Skylark) was one of three specialty convertibles produced in 1953 by General Motors; the other two were the Oldsmobile Fiesta and the Cadillac Eldorado. All three were limited-production vehicles promoting General Motors' design leadership. Of the three, the Skylark had the most successful production run with 1,690 units. This was considered an amazing sales feat, since the car had a list price in 1953 of slightly in excess of US$5,000. However, many of these vehicles languished in dealer showrooms and were eventually sold at discount.
All 1,690 regular-production Skylarks built in 1953 (and all in 1954) were convertibles. The 1953s were based on the two-door Roadmaster convertible, having identical dimensions (except height), almost identical convenience and appearance equipment, and a Roadmaster drive train. In 1953, the model designation for the Skylark was 76X, while the model designation for the Roadmaster convertible was 76R. The few options available on the Roadmaster convertible were standard equipment on the Skylark, albeit the base price for the well-equipped Roadmaster convertible was only about US$3,200.