Where's Waldo?

This morning, my brother sent an email with the picture below, and a message: "Anyone care to guess where I am today?"

He's in England on an extended business trip (I know, tragic). I've spent several weeks in England all told so I would hope to recognize the landmarks I've visited. And it's not looking familiar.

Maybe he's in Ireland.  My brother has become quite the adventurer.

Oh wait, he just sent another picture, so another hint. 

And another.

The third picture was supposed to be the ultimate hint, the dead giveaway.  I'm thinking he's somewhere in Ireland, maybe Dublin.  I'll follow up later when I get the scoop on where this is.