second vote, hands down, for Dragon's 350 destroyers.
Unlimited funds? I have heard/read tons of praise heaped at the 1/350 resin Commander Series offerings
I would get the Mikasa with all lion roar accessories.
bang for the buck? you cant go wrong with the classic Tamiya Fletcher
The RoG 350 Bismarck is quite nice too.
I dont think you can pick any "oldies" except out of nostalgia.
And, unfortunatelly, no plastic sailing ships would make this list (or even a top 100 list...... )