10. Aaliyah The singer's August 25, 2001 death was a shocker, as the music world lost one of its' biggest up and comers at just 22. Aaliyah's plane crashed near the Bahamas, killing the singer and eight others aboard 2. Robert F. Kennedy Jr. and Cheryl Hines attend the Deer Valley Celebrity Skifest at Deer Valley Resort in Park City, Utah.