I would want to be born in about 60 BC, to a wealthy family in Rome. Then I would be 16 when Caesar got assasinated, would witness the civil war between Augustus and Mark Anthony, the foundation of the Roman Empire etc. Then in my early 50s move to the Roman province of Judaea, witness the birth of Jesus, then in about 10AD move to Athens and chill in Classical Greece for a while, before moving back to Judaea in about 30AD and hang out with Jesus and see his miracles. Then die at the old age of 95 in 35AD.