Great question! The best year to buy a used Porsche Cayman is hard to pin down, as the Cayman hasn’t had a bad model year. Still, many regard the 2008 Porsche Cayman as an excellent model year because of its affordability, reliability, and quality build—inside and out.
Overall, most experts would agree that the Cayman has been a consistently high-quality vehicle throughout its production run. If you’re looking for the best balance of value and performance, you may want to consider a used Cayman from the mid-to-late 2010s, as these models are more affordable than newer models and still offer plenty of features and capabilities.