Every winter for 13 years between 1954 and 1966 the greatest sports cars as well as the greatest sports car drivers in the world would gather in the Bahamas for what may well have been the coolest racing event in history. 
10 days of partying, racing, hanging out on the beach, and enjoying life with some of the world's greatest stars is just as awesome as you think it is. Racers like Stirling Moss, AJ Foyt, Mario Andretti, Phil Hill, Masten Gregory, Roger Penske, Carrol Shelby and others showed up year in and year out to battle for the money and glory in the world's coolest cars. 
The first ever 427 Cobra race car debuted at this event, Duntov brought the Gran Sport Corvettes, Ferrari, Porsche, and on and on it goes. 
The history is interesting, led by a tyrant named Red Crise the event was his idea and with a unique combo of an iron fist on one side and a velvet gloved Baronet's hand on the other, he made magic. 
This is the fantastic story of Bahamas Speed Week.

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4.3 The Greatest Race You've Never Heard Of: A History of Bahamas Speed Week 1954-1966

The Dork-O-Motive Podcast