I think you can't get better than 1990. It has all the great things that the 80 Caprices have, without the wussy changes in 91. It is the best car ever, and no, I am not saying this because I own one, I don't.
I bought my 87 Caprice Classic Wagon new and now have over 230,000 miles on it, and I will never get rid of it. It has never broken down, but now it's like an old man... the mind is strong, but the body is starting to go.
PS. Maybe it's good luck, but the last 130,000 miles have been using synthetic oil.
Fifteen years of Blissful ownership!...so far... and counting..
I bought my 4.3 L, V-6, Caprice brand new in 1987 and have never stopped Loving to drive it ever since. It's been smooth, comfortable... and wonderfully reliable and has seen us through so much memorable driving together. The original GM Battery lasted 11 years!, and I've only had to replace the "Normal" whereout items like Starter, Fuel Pump, Alternator, Radiator, for example. It's got 100,000 miles on it now and runs strong... looks great.. and is certainly destined to become another Great American Classic Automobile!...a Chevrolet Masterpiece!
My Caprice is at 265000 km and still runs great! It's a 1987 Caprice Classic Brougham. The engine will probably run forever, if the rest sticks together. It is very comfortable and I love all the power features. All in all a new paint job and some fatties would make it look sweet!
I bought my 1988 Caprice Classic Brougham from my great aunt with 27,500 miles in 1999. The interior is absolutely the most comfortable seating ever built into a car. The enormous size and weight of the car gives it a ride quality like that of no other. Speed bumps, potholes, rocks, branches, there is nothing that can phase the smoothness of its ride. The chrome has chipped off of the composite grill, but the trim and bumpers look as if they were freshly dipped the day before. The soft-top has lost its stitching, but there are no cracks or bubbled and faded spots. I put a new 350 crate engine in last year because the 305 wasn't satisfying the gasoline that runs through my veins. It is a beautiful car that comes from a beautiful lineage of full size sedans. I wouldn't trade it for anything.