In subduction zones, the 3D geometry of the plate interface is one of the key parameters that controls margin tectonic deformation, interplate coupling and seismogenic behavior. The North American plate subducts beneath the convex Northern Lesser Antilles margin. This convergent plate boundary, with a northward increasing convergence obliquity, turns into a sinistral strike-slip limit at the northwestern end of the system. This geodynamic context suggests a complex slab geometry, which has never been imaged before. Moreover, the seismic activity and particularly the number of events with thrust focal mechanism compatible with subduction earthquakes, increases northward from the Barbuda–Anguilla segment to the Anguilla–Virgin Islands segment. One of the major questions in this area is thus to analyze the influence of the increasing convergence obliquity and the slab geometry onto tectonic deformation and seismogenic behavior of the subduction zone. Based on wide-angle and multichannel reflection seismic data acquired during the Antithesis cruises (2013–2016), we decipher the deep structure of this subduction zone. Velocity models derived from wide-angle data acquired across the Anegada Passage are consistent with the presence of a crust of oceanic affinity thickened by hotspot magmatism and probably affected by the Upper Cretaceous–Eocene arc magmatism forming the ‘Great Arc of the Caribbean’. The slab is shallower beneath the Anguilla–Virgin Islands margin segment than beneath the Anguilla–Barbuda segment which is likely to be directly related to the convex geometry of the upper plate. This shallower slab is located under the forearc where earthquakes and partitioning deformations increase locally. Thus, the shallowing slab might result in local greater interplate coupling and basal friction favoring seismic activity and tectonic partitioning beneath the Virgin Islands platform.