The ride quality with the 19" is actually incredibly smooth. I thought the same about getting the 18", as one of the advantages, but it's already far softer than I want with the 19", so that shouldn't be a concern. It was way firmer when I did the test drive, but it turned out the dealer didn't do the PDI (post-delivery inspection), and the tires were at 54psi (as shipped from Korea). When I deflated them to their recommended pressure (36F/38R), the ride became way smoother. When you do a test drive, I'd ask about that. There was another person on the forums whose dealer didn't do the PDI. The other two reasons I wanted the 18" was for the greater durability, and larger sidewall (to protect the wheels when parallel parking). I live in Washington, which has some of the worst roads in the US (6th highest rate of tire damage in America). The tires on the 19" wheels are unnecessarily thin, but that's fashionable these days, so is kind of a must on any sports cars sold. If you live in a place with good roads, it's fine, but in Washington, you're asking for a flat. Anyway, in terms of ride quality, I wouldn't worry about that. I'll be getting the Eibach springs to stiffen up the ride, as it's too soft for my tastes currently. It's much more luxocruiser than sport sedan in it's current configuration. The springs are only $250 and people on the forum seem quite pleased with them, so that's an obvious upgrade.
Also, I contacted Continental regarding Control Contact Sports (which are exclusive to Discount Tire, a.k.a America's Tire in god's country states), and Continental wrote back today and said they had no plans to make those tires available in the 19" size for the Stinger. They recommended I look at the DWS instead, but I don't like the tread design on those as much. After watching a lot of youtube tests, I was going to get the Pirelli PZero All Seasons, as they seemed best for my needs, but those aren't available either. It's slim pickings for 19" wheel size, especially if you want Y rated tires. Lots of no-name brands make tires in that size, but options are limited for UHP (ultra-high performance) all seasons from the top brands. There doesn't appear to be an easy answer for Seattleites yet. Since you're in Florida, and won't be driving in rain year round, the Michelin Pilot Sport A/S 3+'s might be the simple choice. They are at the top of the UHP-A/S pack for dry performance, and less expensive than some of the other big brands. They are the worst performers in rain and snow, but I don't think you get a lot of snow in Florida, and the Pilot Sport 4S are already serviceable in the rain (so long as you don't corner quickly), so the A/S 3+'s should be more than adequate for the occasional downpour.