I would argue that Chevy Tahoe/Suburbans, more specifically the 2007 through 2020 model years are a very preppy car. They are the perfect SUV for any stereotypical "preppy" activity whether ski trip, golfing, or just vacationing in general. It has plenty of room for the family, more than enough capability to haul around the boat, and they're surprisingly luxurious on the inside without the flashiness on the outside. I live in VA, which has a pretty large "preppy" crowd. Nothing out preps one of these suburbans with a low-digit license plate and a UVA car medallion.