Two new species of dryophthorine weevils (Curculionoidea: Curculionidae: Dryophthorinae: Dryophthorini) are described and figured from remains preserved in Early Miocene (Burdigalian) amber from the Dominican Republic. Stenommatus pulvereus n. sp. and Dryophthorus acarophilus n. sp. are distinguished from each other as well as modern congeners. These are the first, described amber fossils of the subfamily Dryophthorinae and the fourth and fifth definitive fossil records for the Dryophthorini. Like many modern species of dryophthorines the fossils have been found in association with mites (Acari), indicating that this likely phoretic interaction is at least 19 million years old.