The aim of this article is to review current information regarding the management of twin gestations and discuss optimal pregnancy length and considerations regarding route of delivery. Limited data are available on the timing and mode of delivery for twins. For apparently uncomplicated twin pregnancies, current recommendations suggest the optimal length of gestation is 38 weeks for dichorionic diamniotic twins, 34-36 weeks for monochorionic diamniotic twins, and 32-34 weeks for monoamniotic twins. In general, vaginal trial of labor may be considered for cephalic-cephalic twins and in cases of cephalic-noncephalic twins where the provider's skills and experience allow. Cesarean is recommended in twin gestations with monoamnionicity, noncephalic presenting fetus, and those at high risk for combined vaginal-abdominal delivery. The optimal management of twin deliveries is controversial, with timing and mode of delivery dependent on multiple factors, including chorionicity, amnionicity, provider experience, and fetal presentation.