Louisiana State University, College of Art and Design, the School of Architecture suspends all architecture curriculum classes each year for two and a half days to engage in a collective design activity known as the All-School Workshop. Three recently appointed tenure track faculty, professors Annicia Streete, Fabio-Capra Ribeiro, and Irene Brisson, unknowingly with strong ties to the Caribbean agreed to plan and host the next workshop rotation. An opportunity to engage in discourse addressing the future of the people, place, and region each professor has called home and studied, emerged as the theme for the workshop: Caribbean Futures. Aligning with two overarching purposes of LSU’s strategic plan; “preserving our past” to “secure our future”, this gathering comprised three days of guest presentations, highly interactive workshopping, symposium discussions concluding the convening. Questions posed - will Caribbean Futures be realized through engineered interventions of landscapes, coastal restoration, international solidarity, ecosystem-protection, sustainable energy, or new political organizations? How can architecture, landscape, and planning contribute to one of the most fragile and culturally diverse areas on the planet, also built on a history of inequality and liberation? Three areas within LSU’s Research Pentagon; Energy, Agriculture and Coast framed the workshop presentations, working and discussion platform.