We travel back to 1920s Taiwan, first in the company of Terry’s Guide to the Japanese Empire and then follow a Tokyo travel bureau itinerary for Japanese tourists to the island. Ride the rails with us as we visit Shinto shrines, sugar factories, former “savages,” and scenic spots (not just any scenic spots but the official “Eight Views of Taiwan”). And we look at perhaps the most interesting aspect of colonial sightseeing: free guided trips to Japan for Indigenous Taiwanese leaders. These propaganda trips were meant to demonstrate why resistance to the Empire was futile, but they were not always home runs.