“Fleetwood” was a nod to custom body-builder Fleetwood Metal Body Company. Cadillac’s parent, General Motors, had acquired Fleetwood in 1925 and placed its name on the top Cadillac models, a description that perfectly fit the 1959 Fleetwood 75.

The 1959 Cadillac Tailfins Become Legendary

Fins had been a growing trend throughout the American auto industry during the second half of the 1950s, with Chrysler and GM cars seemingly always ready to add height, glitter or both. Few enthusiasts or collectors are neutral on fins today and most have strong – and often extreme – opinions, but nearly all agree that a 1959 Cadillac is among the great icons of the finned era.

Cadillac didn’t have the highest fins or the most outrageous fins, but in 1959, it did have a completely new body and whether as a convertible or a hardtop, it wore the fins well. The roundness of the early and mid-1950s was gone, as was the curiously angular quality of the 1957 and ’58 models. In their place was a look much in tune with the early space age. Taillights resembled pairs of rockets mounted on the fins while huge backup lights were contained in pods suggesting jet engines at the ends of the rear bumper.

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