There’s nothing more subjective than the looks of a car.

Choose your cliché – “Nobody’s baby is ugly” and “beauty is in the eye of the beholder” – there’s an element of truth to all of them and it’s tricky territory to wade into. This list isn’t meant to be the be all end all, just the highly subjective opinions of one writer on a Friday afternoon.

RS Firebird-FaceMePLS

Muscle Car

1970-71 Pontiac Firebird Formula

This one is likely to generate a fair bit of controversy – with so many fantastic muscle cars to choose from, picking just one is impossible. First and second generation Camaros, nearly any Chevelle, E-body Mopar cars, Cougar Eliminators, AMC’s Javelin, Boss 302s, GTOs all have stellar looks. But that second generation Firebird – specifically the 455 Formula. Yeah, we know that the TransAm was the top of the heap performance-wise, but its looks veer just a little bit over-the-top for some. The Formula, on the other hand, with its twin hood scoops, looks just right from every angle to most eyes. The Pontiac Firebird Formula might just be one of the prettiest American cars ever.

RS 1962Ferrari250GTO Brian Snelson

Sports Car (Coupe)

1962-64 Ferrari 250GTO

The 250 GTO is less of a car and more of a perfectly harmonious amalgam of every cool styling device available to someone designing a car in the early 1960s. From the strategically placed curves, Borrani wire wheels, glass-covered headlights and multiple vents and air scoops, to the fastback roofline that ends in an abrupt Kamm-style tail with the faintest hint of a ducktail spoiler, the 250 GTO is drop-dead gorgeous from every angle. It’s no wonder that to buy one of the 39 originals, you’re looking at $50 million or more. Yep, that’s right — fifty, 5-0.

RS Jaguar-E-Type-roadster

Sports Car (Convertible)

1961-67 Jaguar E-Type

As legend goes, the E-Type was so pretty that it made Enzo Ferrari weep when he saw it for the first time in Geneva in 1961. That’s saying a lot, given the fact that it was rare for Enzo to fog his Ray-Bans even when one of his drivers bought it on the track while racing for Scuderia Ferrari. The first series of the E-Type was the purest, with covered headlights and tiny tail lamps above the rear bumpers. The Museum of Modern Art has deemed the E-Type to be rolling sculpture.


RS 1956_Chevrolet_Belair_Nomad Sicnag

Station Wagon

1955-57 Chevrolet Nomad

It’s tough to make a really pretty station wagon, but Chevy created one for the ages with the two-door Nomad wagon. No desire to wade into the ’55 vs. ’57 debate. All three years of the “tri-five” Nomad are gorgeous.

RS 1963_Lincoln_Continental

American Four Door Sedan

1961-63 Lincoln Continental

In addition to being one of the prettiest, the ’61 Continental may be the coolest sedan of all time. Oozing with “Mad Men” and rat pack swagger and “suicide” doors that open opposite to each other, the car still shows up with regularity in movies and TV shows whenever something over-the-top cool is required. The first few model years, with the “electric shaver foil” grille are cool.

Rob Sass is the vice-president of content for Hagerty Insurance. Hagerty is the world’s leading specialist provider of classic car and boat insurance. Learn more at and you can email rsass [at] hagerty [dot] com

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