 The " Road to " episodes are a series of hallmark travel episodes . They are a parody of the seven Road to ... comedy films starring Bing Crosby and Bob Hope . These episodes have always involved Stewie and Brian in some foreign , supernatural or science @-@ fiction location , unrelated to the show 's normal location in Quahog . The first , entitled " Road to Rhode Island " , aired on May 30 , 2000 , during the second season . The episodes are known for featuring elaborate musical numbers , similar to the Road films . The episodes contain several trademarks , including a special version of the opening sequence , custom musical cues and musical numbers , and parodies of science fiction and fantasy films . 
