With the pandemic of the early 2020s coming to a close, city politicians and planners around the world seek to bring in more tourists and entrepreneurs to assist their local businesses and domestic economies in the return to pre-pandemic levels. There exists a myriad of ways city officials attempt to attract visitors from festivals and fireworks displays to citywide initiatives and awareness programs. This study takes a look at a destination’s perceived coolness, how it is manifested through destination service quality and tourist app use, and how it affects an individual’s revisit intention based on structural and interpersonal constraints.