I bought a '08 Portofino on clearance this past winter. Most comfortable road bike I've ever ridden. The Portofino is designed and marketed as more of a "comfort" road bike, mine has an adjustable rise stem and a suspension seatpost like on a hybrid. I think they did away with the suspension post for the '09 models but the adj stem is still on them. The frame is stiff yet still comfy and the carbon fork is a nice one. The components are normal lower mid level Sora. They work fine but nothing fancy. It is a nice bike for longer rides and half centuries because it does not beat you up at all.
To me this is more like what a modern sports touring roadbike would be. I am very happy with it but it does have some "Fred" qualities to it
I think the Specialized is a little more of a performance oriented bike.
I would say if you want great fit and comfort with a little less speed, get the Portofino.
If you want something that you do club rides on with your buddies who are somewhat serious roadie types get the Specialized.