There's a reason Italy is one of the most visited countries on the planet, there's a reason Italian restaurants are so popular.
I'm reasonably certain the only people who've got a regret over visiting Italy is that they didn't do it in the first place or that they didn't spend long enough there - likewise the food, you only ever regret it when you eat too much or ate at a different restaurant haha
Milan is a nice blend of classic travel destination and just the right amount of hidden gem, I feel. When I visited in September of 2011, I chose Milan because it wasn't Rome or Venice or Florence. They're all great destinations, don't get me wrong, I just wanted something a little different, if not too much different.
What I got was some cool landmarks off most people's radars, a healthy dollop of gelato then pasta then more gelato, and actually a single regret. I didn't plan far enough in advance to secure entry tickets to see the most famous attraction no one knows is actually in Milan: The Last Supper.
That's right, one of the most famous pieces of art across the entire globe is hanging daintily on the wall of an old convent, the Santa Maria delle Grazie.
That's the thing, it's so famous those who do know or who do plan their trip around seeing the mural secure their tickets many, many months in advance. Making it impossible for those who didn't or who can't plan that far in advance to see it.
And that was me in 2011, a soldier at the time. You never knew when you were going to get leave and if they were going to take it away from you! I actually almost didn't get to go to Destination 18 (Japan), having to complete a driving qualification for larger armored vehicles prior to my would-be next deployment...
I drowned my sorrows in Italian beers by the canal and what is likely the best salmon tagliatelle I'll ever eat at the Galleria Vittorio Emanule II.
It probably also didn't hurt that it was the Spring/Summer Milan Fashion Week.