The importance of wintering areas for Neotropical migrants is well established. The wintering range of the eastern population of Painted Bunting (Passerina ciris) is described in detail and presented in maps. The paper also discusses extralimital records from islands in the Caribbean Basin as well as scattered wintering individuals outside the winter range. The possibility of eastern birds wintering on the Yucatan Peninsula and adjacent Central America is considered. An extensive treatment of the protected areas of Peninsular Florida, the northern Bahamas, and Cuba describes the importance of upland habitats within these protected areas for wintering buntings. This information should be useful to land management agencies, conservation organizations, and private landholders for the welfare of the bunting and biodiversity in general and may also be of interest to ornithologists, other biological disciplines, naturalists, and birders.