Cherry production in the Okanagan region of western Canada is expanding rapidly, with significant exports to China and other markets. Understanding and reducing the associated environmental impacts is key to guiding the growth of this industry so as to ensure that it will be sustainable over the long-term. This requires taking into account the unique features of cherry production in this region, including: the controversial use of helicopters to dry fruit following precipitation events; the reliance of the industry on foreign workers flown in seasonally from Mexico, Latin America, and the Caribbean; as well as the long distances and varied modes by which fruit is transported to market. Here, using a large data set representing roughly 40% of production in the Okanagan region in 2017, life cycle assessment was applied in order to identify impact hotspots and key mitigation points along the cradle-to-distribution gate Okanagan cherry supply chain. The major hotspots identified by this study were cherry distribution (in particular, air freight but also the use of small and relatively inefficient refrigerated trucks for long-distance transport), seasonal migrant worker air travel to/from the Okanagan, and agrochemical inputs. The use of helicopters as a drying mechanism was found to have negligible environmental impacts across all categories considered. Despite the general recognition that transportation contributes a minor fraction of overall food system impacts, this research has underscored the importance of nuanced consideration of its relevance in the life cycle of specific horticulture (and other food) products including, in particular, attention to transportation of seasonal migrant labourers.