Benthoctopus januarii (Hoyle, 1885) is redescribed from 11 new specimens from the Gulf of Mexico and the Caribbean Sea. A new sympatric species, Benthoctopus oregonae, is described based on seven specimens from the southern Caribbean. The new species differs from B.
januarii in possessing a smaller hectocotylus and penis, deeper web, more robust brachial crown, reverse counter shading, simple intestine, and a crop bearing an anterior diverticulum. Its relation to other known species of the genus is discussed.
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