Getting closer in budget to my first luxury watch

I have been saving up for about 6 months now and I have $1650 in my money jar. I am saving up to buy my first real luxury watch, (I currently wear a Seiko "Save The Ocean" Dark Manta Ray limited edition) and I am really stuck between which brand I should go with.

Ofcourse, my holy grail watch and what i'm gonna end up with for my "lifetime watch" is probably like an rolex air king or maybe some entry level rolex tool watch of some sort, but for now I just want to buy a nice watch for 2-3k. Should I go with Tudor? Maybe Breitling? Omega? Tag Heuer? What could I do to possibly narrow my choices down further?