Rob and Rylan begin their journey in Venice, coming face to face with one of the largest paintings on canvas in the world, Tintoretto’s Il Paradiso. They discover the artistic legacy of Canaletto, before heading to Murano to try glassblowing. Rob attempts to fulfil a lifelong dream by conducting Vivaldi’s Four Seasons, while Rylan discovers the hidden side of Venice’s famous carnival.

Rob and Rylan arrive in the majestic Renaissance city of Florence, where art changed the world. They set out to discover how Grand Tourists tried to uncover the secrets of the Renaissance, get up close and personal with Michelangelo’s David, sampling the offal food Grand Tourists ate and discovering a pioneering female artist. And Rylan realizes he’s closer to a Renaissance man than he thinks.

Rob and Rylan’s Grand Tour ends in the majestic city of Rome. Getting into the Renaissance spirit, they turn themselves into a painting by Caravaggio, where David holds aloft the head of Goliath. Then they attempt to get the Grand Tourist look, before discovering the shocking story of the singers known as 'castrati' which helps to remind Rylan of some traumatic times on a TV talent show.