This qualitative study reports the findings implementing a pen pal letter exchange project between adult English language learners and volunteer native English speakers. The pen pal project was implemented using a holistic and socio-cultural approach to English literacy development. This article presents pen pal writing as an authentic language learning strategy which promotes individualized student learning and engagement. It also discusses the benefits that the pen pal letter exchange offered to study participants, including linguistic and cultural gains. Data for the study were collected through interviews, questionnaires, field notes, and participants' letters. Study findings are presented through the following themes: Student engagement, scaffolding learning, content of the letters, mini-lessons, and suggested steps for implementation of a pen pal project.