Considered by some to be the sexiest car ever built, the Miura debuted in 1966 as a sleek mid-engine speedster designed to challenge Ferrari. “Piloting the Miura transcends driving experience to become a life experience,” Hagerty says. “If the sound of six carburetors feeding a thirsty, vibrating V-12 moored right behind your head isn’t enough, it’s also arguably the most beautiful car ever produced.” To buy one, contact the Lamborghini Club America or an auction house like RM Sotheby’s or Gooding & Co. They’re usually in the know about the cars before they reach the general market.
The Porsche 911 represents vintage driving at its best—particularly during the golden era before the car’s 1974 redesign. “There’s magic in the early 911,” Hagerty says. “It’s an amazingly well-built machine that delivers one of the most honest driving experiences of any sports car ever built.” Even by today’s standards, first-generation 911s still have plenty of horsepower and can hold their own on the track. You can find one, even in mint condition, on eBay.