10 of the Greatest Classic Cars of All Time

Wow, keeping this list to just 10 of the greatest classic cars of all time was very difficult, hence why I’ve included a few honourable mentions at the end. Classic cars are subject to opinion, obviously there’s a few everyone agrees on, but many more they don’t. I’ve left out some cars which perhaps were obvious choices, in exchange for classic cars that oozed cool without the hype. In no particular order here’s the list.

1. Ferrari 250 GT SWB Berlinetta: Both the 250 GTO and the 250 GT SWB could have graced this list however it was the proportions of the Short Wheel Base (SWB) model that always won the battle for me.

1961-Ferrari-250-GT-SWB-Berlinetta-SEFAC Classic Cars

2. Alfa Romeo 33 Stradale: Alfa Romeo used to make some of the most beautiful cars in the world and the 33 Stradale is no exception. Super rare and super attractive.

Alfa Stradale 33 Classic Cars

3. Aston Martin DB5: Understated and so effortlessly cool there was never a doubt the DB5 wasn’t going to feature.

Aston-Martin-DB5 Classic Cars

4. Jaguar XJ13: People will moan about the E and D type being left off this list but I always thought the XJ13 combined the best aspects of both cars.

jaguar-xj13-4 Classic Cars

5. Ford GT 40 Gulf/Mirage Lightweight: As far as radical styling combined with both racing and movie pedigree goes it doesn’t get much better than this GT40 which sold at auction in 2012 for $11 million US.

Ford GT40 GulfMirage Lightweight Racing Car 1968 Classic Cars

6. Bugatti 57SC Atlantic: One of three owned by Ralph Lauren himself valued upward of $40 million, not that he’s planning on letting it go. Took out the major trophy at this year’s Concorso d’Eleganza Villa d’Este and Ralph won himself a custom A. Lange & Söhne for his troubles.

Atlantic Classic Cars

7. Mercedes Benz 300SL Roadster: Sure the Alloy Gullwing was a consideration but the Roadster was more attractive and more practical.

At Villa Erba on 25 May 2013 RM Auctions will offer, highly-equipped, hard top 1962 Mercedes 300SL Roadster Classic Cars

8. Porsche 356A Speedster: Arguably the coolest car ever made.

porsche_356-a-1600-super-speedster_r13 Classic Cars

9. Shelby Mustang GT500: Since I can recall I’ve loved Mustang’s, convertible or Fastback. In terms of American muscle nothing tops the GT500 for me and it might just compete with the Speedster for coolest car ever made. The best thing is it’s somewhat achievable!

Ford-Mustang-GT500 Classic Cars

10. Maserati A6 GCS: Much like Alfa Romeo, back in the day Maserati made gorgeous cars. The A6 first came to my attention when I watched a program about Jay Kay’s (Jamiroquai) collection which boasts a lovely A6. The GCS variant was made to compete in the World Sportscar Championship – it’s phenomenal. 

maserati-a6-gcs-3 Classic Cars

Honourable Mentions:

Jaguar XK140: Cruel Intentions. That is all.

Jaguar_XK140_Convertible_Classic_Car._Hampshire_UK Classic Cars

BMW 507 Roadster: A relatively unknown and super rare BMW.

a-rarec2a01957-bmw-507-roadster Classic CarsFerrari F40: Of all the Ferraris ever made the F40 is still regarded as one of the rawest and most exciting ever made.

ferrari_f40-384474 Classic Cars

Shelby AC Cobra: The third Ford I know but it’s too good not to include.  

Classic Cars

Series 1 Land Rover: If you’re going to buy a Land Rover make sure it’s a vintage one.

Classic Cars


James is the Founder and Editor of The Versatile Gent.

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