I could be way off, but I would guess him more in a early 2000s impala vs a 66 rag top.Lowriders is a term used to describe a Mexican-American lifestyle that customizes cars and shows them legally and illegally. The cars that are prized are the old American big cars like yours and from that era. Lowrider refers to their initial customizing leaving the cars inches off the road, later hydraulics were added to change heights.
I would guess the insurance is higher because those cars, especially ones used in the illegal shows are very likely to be in accidents.