The island of Trinidad has several endemic reptile species that in some cases are morphologically indistinguishable, or almost so, from their mainland counterparts. In particular, many snakes from the island have not been examined thoroughly with modern scientific methods and may therefore be misidentified. At least two species of sipo snakes (Chironius carinatus, C. septentrionalis) are reported to inhabit Trinidad, both being considered species already inhabiting the mainland, though their identities are based solely on morphology. Here, we evaluate the molecular distinctiveness of these Trinidadian snakes and assess their relationships to other members of the genus. We constructed a multi-locus data set (12S rRNA, 16S rRNA, cyt b, ND4, cmos, NT3, Rag-1, Rag-2) including novel sequences and those available on GenBank to perform Bayesian and maximum likelihood phylogenetic analyses. Our phylogenetic reconstruction elucidates the identity of both Trinidad species, which have been misidentified since their discovery, and we provide a literature review of their taxonomic history. More specifically, our results suggest that the Trinidad population of Chironius carinatus is an undescribed species, that we describe herein as Chironius nigelnoriegai sp. nov., and is the sister to C. flavopictus. Our results also demonstrate that the Trinidad population previously identified as C. septentrionalis is instead the mainland species C. cochranae, a member of a clade with C. foveatus, C. laurenti, and C. multiventris. Finally, we generated a time tree and inferred that our new species separated from C. flavopictus approximately 4 million years ago in the Pliocene, a time when the island of Trinidad detached from Northern Venezuela. This work contributes to a better understanding of species diversity of Trinidad and we hope that it assists in conservation efforts towards this important endemic region. These findings support the prospect of rapid speciation on Trinidad and implies that more extensive surveys of island squamates will reveal additional cryptic diversity. http://zoobank.org/urn:lsid:zoobank.org:pub:500DB91B-62CD-4051-9831-0BEEAC64C8E2