[PlasticMotif]

It all depends on how you look. A 2005 model will ride exactly the same as a 2008. It's just the looks and 'new' factor.
I'd get whatever is the better deal.

*just reread OP*
If you're gonna spend 1300 bucks, spend 1300 bucks and just get the 2008 CAAD9/5 105/ultegra mix.

I don't see what the dilemma is.

 

[PlasticMotif]

Ah, gotcha. 2009 Bikes are going up in price...I'd take the long drive. Good luck!

 

[PlasticMotif]

You could make a day of it. Orlando is awesome. Everyone needs more vacations! It's almost the weekend ;-D