Natalee Holloway ( born October 21 , 1986 ) , from Mountain Brook , Alabama , United States , disappeared on May 30 , 2005 during a graduation trip in Aruba . Natalee Ann Holloway ( born October 21 , 1986 ) disappeared on May 30 , 2005 , during a high school graduation trip to Aruba , a Caribbean country within the Kingdom of the Netherlands .