Lifestyle migration, both as human practice and scholarly field, has blossomed. Initially more extensively documented in the case of Europe (Benson and O’Reilly 2009; Gustafson 2008; Huete 2009; King et al. 2000; O’Reilly 2000; Rodriguez Rodriguez 2004), growing attention is now being focused on the migration of Canadians and U.S. citizens to Central and South America (Bantman-Masum 2011; Benson 2013; Croucher 2009; Hayes 2014a, 2014b; Jackiewicz 2010; Janoschka 2009; Lizarraga 2010). Locales throughout Central and South America rotate routinely through the top spot on International Living’s annual list of “the world’s best places to retire,” empirical data, albeit still lacking point to increasing numbers of individuals from Canada and the U.S. moving to settlement sites south of the Rio Grande (Dixon et al. 2006; Rojas et al. 2014), and scholars from a wide range of disciplines are turning their attention to this notable migratory trend. As a collection, the articles compiled for this special issue of JLAG provide both valuable illustrations of what is known about lifestyle migration, and useful suggestions as to what remains to be better understood. This concluding essay synthesizes insights of contributors to this volume and others, and identifies promising directions and potential challenges for future research on a still relatively under-studied form of human mobility.