The concept of a prosperous late antique eastern Mediterranean has become well-established in scholarship. Lycia (Turkey) is considered to be one such prosperous region in particular. This article questions the notion of ‘prosperity’ and its application to the Lycian region and argues that only certain coastal areas experienced what might be considered ‘prosperity’ in this period. Moreover, it is argued that some settlements, specifically those of the interior, did not experience ‘prosperity’, but may have even declined. Thus, a generalized application of ‘prosperity’ should be approached with caution as it masks nuances in the settlement development and economy of micro-regions.