Upgrade order? Preamp, amp, speakers

You'll probably have the most fun by getting speakers first, as they always seem to be the most effecting to the sound. Just plan out what kind of amp you are wanting when you get the speakers since this will greatly affect your amp choices.

That said, I think a world class preamp will blow your mind too.

What is your present source?

I tend to agree with Ejlif ,,very good advice!go out and listen to everything you can!Take your time!

Ejlif, I am leaning towards starting with the preamp, then speakers, then amp. So far I really like the Ayre K-1xe preamp. It gives a nice warm sound with great vocal dimensionality and imaging. I will also look at the Plinius M8. As for speakers, I have no idea where to start. The 802D with Ayre components sounded great to me. The Vienna Acoustics also sounded awesome though maybe a little to laid back for me.

Mapleleafs3: I have a Cary 303/300 cdp and a digital music server.

Any thoughts?

I think that the CDP is fine.
I never cared much for B&W speakers
Pre-amp can have a profound effect on the sound.
Speakers are the most "fun" since they are big and will have vastly different sonic signatures.