2017 Fiat 500 C Pop

Average annual premium: $1,225

A low starting price (the 500 starts at $16,490) helps make this convertible the cheapest one on our list when it comes to insurance. "The Fiat is well priced and not particularly high-powered which helps keep insurance affordable," says Chris Riley, founder of Gearheads.

The 500 C has a 1.4L engine that puts out a pretty modest 101 horsepower and is well outfitted when it comes to safety equipment, which also helps with insurance costs. The 500 managed a 4-star (out of 5) rating from the National Highway Traffic Safety Administration (NHTSA) and the highest rating of "Good" in all categories except one by the Insurance Information Institute.