If I had to pick from the outfits as posted I'd go with #1.
However, of the items pictured I would wear the white hat with suit #2, or the black hat with suit #1. But you've got to have a deep bench by now, for the first suit I'd look for something in light to mid grey, or a nice deep copper brown. For suit #3 I'd look for something in the earth tone spectrum, a light tan or any shade of brown, or green.
Also a homburg would be an excellent choice as fedoras can look good with either suits or more casual tailored clothing, but homburgs look best with suits (not saying you have to wear a homburg if you're wearing a suit, saying if you're wearing a homburg a suit is the best choice).







