This book explores journeys in a time context with a focus on places, place meanings, and landscapes. Whether the journey relates to ancient or modern trails, roads, or railroads, or a historical or contemporary pilgrimage or a tourist venture in social contexts, the book addresses the importance of places and environmental settings, whereby time itself is described and defined in multiple contexts. The chapters discuss among others archaeological and pre-history settings, tourism settings, and heritage events, as well as regional and transnational migration routes and those used by historical nomadic cultures and postmodern nomads. Some time and place journeys are fluid and dynamic and re-interpreted while for others there is much “sameness” in the visible landscapes. Retaining the past and reconstructing the past are both journeys. That sameness concept is also applied to cultural and political worlds where there is little progress or reform to address social welfare and empowerment. This book opens the door for exploring shallow and deep journeys by those in the humanities and social sciences at local, national, and regional scales.