Hef has been invited to be the guest of honor at the San Remo Music Festival in Italy and decides to bring all three of his girls along for some fun! It's the first big trip they've all taken together and Crystal wants to make sure she gets some extra special time in with Hef. The first stop in their Italian adventures is in the tiny town of Roccaraso, where the twins meet some of their distant relatives for the first time! Hef and the girls are treated to an amazing home cooked nine-course feast that goes on and on, and the twins get a history lesson on their Italian roots. Back in Rome, the girls are surprised to find that Hef has invited Dasha, the 55th Anniversary Playmate, to join them at the festival. Crystal and the twins have mixed feelings about sharing the spotlight (and their boyfriend!) with Dasha who seems to always seek attention and not know where her boundaries lie.