Ali, I understand your eagerness to hop on deals, but there is a danger in overplanning. What if you love a place, want to stay longer, and feel like you need to leave or else lose money. What if you find a place not to your cup of tea, want to leave, but feel like you can't because you already have things booked?

You are hitting A LOT of places. I have a feeling you'll end up wanting to cut a few places out...so you don't want to overplan/prepay for too much.

I will disclaim just looking at your tentative itinerary exhausts me, and I think you'll end up spending a lot of time in travel. That's your choice to make, but with 2 months you want to have the flexibility to do/not do what you want. I think you also might end up re-thinking your path (I am looking at your Italy - Greece - Spain portion, and that seems out of sync as you will be criss-crossing yourself)

And, this is also my bias, but I think you're shortchanging Sevilla...It'll be so different from the other places you visit in Spain...

Rotterdam is a bit aways from Amsterdam. It will be a tiring day trip, though I suppose you could do it.

I think its worth 2 days by itself, or three. It has a vibrant art scene and the architecture is unique for Holland. One gets tired of red brick 4 story apartment buildings ,quaint homes, and Mies Van der Rohe lookalikes.

Haarlem is always a great place to visit, not to mention the Rembrandt museum. It's 20 minutes away from Amsterdam.

I also like going to the area by the Casino and playing chess. Was it called Max Euweplein? not sure, only its a public plaza with 2 foot tall chess pieces and a board.

Hopefully you will find my articles on Prague on the site in my sig useful if you're going to be there for five nights. Definitely try to see some more in CZ though, if you're going there.