Interactions between plants and insects have long fascinated scientists. While some plants rely on insects for pollination and seed dispersal, insects rely on plants for food or as a habitat. Despite extensive research investigating pair‐wise species interactions, few studies have characterized plant and insect communities simultaneously, making it unclear if diverse plant communities are generally associated with diverse insect communities. This work aims to better understand the historical and evolutionary relationships between plant and insect phylogenetic diversity (PD) on islands. We hypothesized that phylogenetically diverse plant communities (i.e., high PD) support diverse insect communities, with the relationship varying with island isolation, area, age, and latitude. Species lists for plants and insects were compiled from the published literature, and plant PD was calculated using ´standardized mean pairwise distance´ (SES.MPD) and ´standardized mean nearest taxon distance´ (SES.MNTD). For insects, PD was estimated using the number of genera, families, and orders. We found that plant diversity in evolutionary recent times (SES.MNTD) is associated with recent insect diversity (number of genera), but no relationship was found between plant and insect diversity across whole phylogenies (plant SES.MPD vs. number of insect families). Distant islands generally support high PD of plants (high SES.MPD and SES.MNTD) and insects (low number of genera). Plant and insect PD was generally high on small islands, except for plant SES.MPD revealing no relationship with island size. Insect PD was somewhat higher on young islands (low number of families), whereas there was no relationship between island age and plant PD. Plant SES.MPD was higher on high latitude islands, yet we did not find significant relationships between the latitude and the metrics of insect PD or plant SES.MNTD. These findings suggest that protecting high plant PD may also help conserve high insect PD, with a focus on small and distant islands as potential hotspots of phylogenetic diversity across multiple taxa.