We were on a Mediterranean cruise last year that left out of Trieste on October 2. The weather was just about perfect. We had some nice warm days, but not too hot. It was pretty windy on Mykonos and a bit cold when we went from there to the island of Delos. We spent a few days in Venice before we went and had a cold/rainy day there. I do not think I would take a Med cruise any later than we went.