Check out Stowa watches. They are very nicely made and reasonably priced below $1000. Have a nice historical cache to boot. German made. Don't laugh, they guy buys the bits in and finishes them himself and there is a whole forum about them. Often releases limited editions on the site.
I like the bands as well, very traditional and easy to wear with t shirts or whatever. Some watches you just can't wear unless your wearing a suit without looking like a twat.
Jörg Schauer & Stowa - Watchuseek Watch Fora
Interesting reading about them here as well (Company website)
STOWA
I'm after a Airman ($500 odd) as soon as I can flog my useless Omega SMP GMT($3000 odd....)