Ok my FT friends, here is what I manage to build:

Aegean from Athens to Santorini on June 25th. All hotels are from the Small Luxury Hotels of the World and they are:
Santorini - Carpe Diem for 3 nights
Paros - Yria Resort for 2 nights
Mykonos - Bill and Coo Suites for 3 nights
Meridiana to Milan from Mykonos on july the 3rd
From there, Toscany in a MiniCooper with Never Lost GPS, LOL
The only thing that I am missing are the ferrys or boats, which I can book online, but do not know if it is best to do it there. I checked plenty of times to see that this 3 Islands have plenty of ships between them and that I can book the ships at mid day in order for them to be getting out at the correct check out time and getting into the next one at the correct check in time.

What do you guys think, will the "wife" of my friend be satisfied with this at least to save her honeymoon or will she get back and hate me? LOL

Thanks for your help to all of you.