This is such a fun question! I'll choose William Shakespeare, Anne Boleyn, Pi Patel, and Anne Frank.
→ William Shakespeare: The obvious answer for him would be a theater or creative writing major. But I also think that he might be interested in a religious study major. Religion has changed in the last five hundred years and, since he is an INFP personality, he probably would enjoy learning about world religions and visiting various places of worship. He was a quiet and mysterious man, so I think this would fit him.
→ Anne Boleyn: I could see Anne pursuing a liberal arts major today. She was extremely well rounded and knowledgeable in everything from religion to fashion. Her ambition would lead her to taking as many classes and extracurricular activities as possible. She might study political science one hour, and then have ballroom dance lessons the next. Her education would be intense and vigorous.
→ Pi Patel (from Life of Pi): Pi Patel is very spiritual, so I could see him taking philosophy and religion classes with William Shakespeare. He also strikes me as a character who would be interested in a science major, so maybe he'd study marine biology as well (oh, the irony) or explore the Amazon. He would want his educational experience to broaden himself, both spiritually and mentally.
→ Anne Frank: With her wit, kindness, and extrovert personality, I think Anne would be perfect as a comedienne/actress or a child psychologist. I could see her studying theater and having a career similar to Lucille Ball's or Betty White's, becoming a revered icon (although, she already is). I could also see her studying psychology to become a therapist for children. Her warmth and compassion would help her young patients grow. Either way, she would definitely have a positive impact on the world.
» Bonus Questions «
» Anne Boleyn would be a fun roommate. With her, I think I would have an exciting college adventure but still keep up with my classes. I also wouldn't mind Tom Hiddleston (he's my future hubs), Weetzie Bat from the Dangerous Angels series, Emma Watson, Emma Stone, or Catherine Middleton as roommates. They all seem like fun-loving, thoughtful, and supportive people to have around.
» Albert Einstein!! I would actually look forward to science/math classes if he were the professor. William Shakespeare would be the perfect English teacher and having Mohammad, Jesus, and Buddha all teach religion... talk about enlightenment.
» Shakespeare would be in the theater troupe, maybe chess club too. Anne Boleyn would participate in a sorority and probably ten other activities. Pi Patel would be a member of the Buddhist Club, the Muslim Club, the Christian Club, maybe even the Atheist club, too. Anne Frank would also be in a sorority and member of an environmentalist club, along with various volunteer jobs.
» Haha... I'm homeschooled. No break for me.