Imagoes of Drosophila endobranchia, n. sp., were collected from the carapace and legs of 2 species of land crabs, Gecarcinus ruricola (L.) and G. lateralis Freminville, in the Cayman Islands, West Indies. Studies of the anatomy and especially the male genitalia, which have some curious asymmetrical features, indicate that the species is a primitive member of the subgenus Drosophila, showing resemblances to the quinaria Loew and virilis Sturtevant species-groups. Thus, it is only moderately closely related to D. carcinophila Wheeler of the repleta Wollaston species-group. D. carcinophila, which is also subgenus Drosophila, is an associate of G. ruricola in the Greater and Lesser Antilles and the Bahamas. It has not been found in the Cayman Islands. D. endobranchia oviposits around the eyes of the crab; firstinstar larvae move beneath the third maxillipeds and thence into the gill chambers. Following a lengthy sojourn there, they move to the peribuccal region and then drop off and pupate in soil or sand.