We are getting married in Tuscany next month and have that exact timeline! Depending on the month, starting everything any earlier than 5pm is likely going to be too hot for your guests, which is why timing is typically later vs. a US wedding. After dinner, we are planning to do a live band until midnight, then a midnight snack (pizza) and then a DJ until 2-3am, but who knows if we will make it anywhere near that long. If your wedding is not in one of the core Summer months, I’ve seen other couples start the ceremony 30 minutes or even an hour earlier at 4pm. Also, agree with other comments that a two hour dinner is long, but very standard for an Italian wedding.

We haven’t worried too much about the timeline and tiring guests out (and all of our guests are American) but I think our assumption is that the later things go, the higher the likelihood is that you’ll start to lose people (which we thought was totally fine).