Let me start by saying I think the Golf and all its off spring are great day to day little cars (Except the R32 which is the biggest waste of money the world has ever seen!!). They are however common as muck, that is especially true for GTIs and TDIs.
Lets face reality here, the Supra is getting a little old now and there are plenty of cars now on the market that, standard, will give the Supra a run for its money, but these are brand new cars against a 13-15 year old car!!
Speed is most definately not everything and I think the Supra is one of the best looking cars ever made. Look how the styling is catching on in the Aston Martins and XK jags (There is a kit that makes it look identical to a Supra!!). The supra was decades ahead of its time both in terms of cost, styling and performance (Except the interior which dated quickly).
Basically, IMO there is no contest between a Golf and a Supra either NA or TT. Go for the bloody Supra, you wont regret it. It brings a smile to my face ever time I drive it and it always gets noticed, unlike the boring golfs.
I know there are die hard golf fans around so I await the brimstone!!