2 weeks of clothes into one carry-on?

I still have more then a month to go, but I am already pretty excited about my vacation in Europe. The only negative part is that every city I am stopping at (from Vienna to my end in Barcelona), I have somehow  managed to book my flight with late evening/night landing. So I have made the conscious decision to only take a carry-on. What do you think? Is it doable? Two weeks of clothes... I think it's going to be all about few t-shirts and couple pairs of jeans.. I can do it!

I want to dress something like the below images for couple weeks. I will just do lots of walking...