Pinnipeds are a diverse group of aquatic carnivores that exhibit wide variation in body size, milk composition, lactation strategies, and the length of maternal care. We used 12 pinniped life-history and ecological traits to test hypotheses concerning the influence of phylogeny, maternal body size, breeding substrate, and other factors on the evolution of lactation strategies. We used independent contrasts to account for phylogenetic effects on correlations between traits. Our findings indicate that the negative relationships between maternal mass and lactation length and between maternal mass and the percentage of time spent at sea by females during lactation are not recent adaptations, but likely a result of phylogenetic history and an evolutionary grade shift in lactation length, which occurred when the phocids diverged from the otariids. Differences in body size between the ancestral phocid and otariid impacted their foraging strategies and metabolic rates, which subsequently influenced lactation strategies. The fat-storage abilities of large phocids may have allowed them to exploit remote and patchy prey resources and thereby reduce time spent feeding during lactation. We also suggest that an early divergence in the mammary gland structure of phocids and otariids is a fundamental influence on pinniped lactation strategies. Although estimates are lacking for several key species, body size appears to have little adaptive influence on the lactation length of extant species. Instead, an abbreviated lactation period seems to be adaptive in minimizing the relative milk energy expended over lactation, although it may have initially evolved to reduce maternal overhead, especially in ancestral fasting phocids. Subsequently, a brief lactation in phocids was also selected through the effects of terrestrial predation, the instability of breeding on pack-ice, and the energy benefits of increasing milk energy output.