I went for two weeks last year to visit one of my best friends that is stationed in Italy with the Air Force. I went all over the country, saw a lot of awesome lakes and a lot of boats. No wakeboarding boats though. My advice is do everything else first and if you get the chance to wakeboard, then go for it. Don't go out of your way to find wakeboarding and burn the precious time over there. Drink lots of vino and have a blast! I hope to go back someday.
Here is a picture of my little brother and me in Sirminone. I think the lake was Lake Garda.