For the 74th time in history, collectors of the world’s finest automobiles and the enthusiasts who appreciate them made their pilgrimage to Northern California’s Monterey Peninsula to take part in the revered Pebble Beach Concours d’Elegance. The annual exhibition and competition, born from the Pebble Beach Road Races—held from  1950 through 1956—has grown to become the automotive world’s definitive litmus test of craftsmanship, authenticity, preservation, and restoration; the prestige of entry alone turbocharging any car’s provenance and subsequent value.

This year’s event commemorated several milestones, such as the centenaries of automaker Chrysler and the Phantom nameplate from Rolls-Royce, as well as the 75th anniversary of Formula 1. The show field comprised 229 contestants, each superlative examples of engineering and coachwork, divided into 28 competitive classes and evaluated by a team of 59 judges.  From a prewar Caddy to a grand-prix “Gullwing” to the uniquely beautiful Best of Show, here are the cars we found most captivating.