Many people have heard at least one story of how the Digital Library of the Caribbean, or dLOC, came to be. Normally, I start the story in 2004. However, the full story goes back much further to nearly a century ago with deep relationships and collaborative collection building work undertaken by the full community of Caribbean libraries, of which the University of Florida is one. In this article, I share the story, as I know it, focusing my understanding of the perspective of the University of Florida, as a Caribbean library. This story is one telling and is an invitation, to ask others to please share if they have lived experience or greater knowledge of the long history of the Libraries at UF and the Caribbean.