The Pininfarina-designed Fiat 124 Spider debuted in the U.S. in 1968 to an eager audience. With ample trunk space and enough room in the cabin for two people not to touch shoulders, the roadster quickly became a road trip classic. “It doesn’t have much power, but it’s cute,” Martin says. “It’s a great summertime car.” If you can’t find an original model online, know that Fiat is introducing an updated 124 Spider for 2017.

Introduced in 1959, the bulbous British roadster became the last of the “big Healeys” when it ended production in 1967. Curvaceous and brass, the Austin-Healey 3000 was an automotive icon of the Swinging Sixties. “This was the final version of the ‘Big Healey,’ with its powerful six-cylinder engine and overdrive,” Martin says. “It will cruise easily at 75 mph on today’s freeways.” You can occasionally find a late-model Austin-Healey 3000 through Hemmings and other classic car-buying websites.