Inspired by ecologists R. H. MacArthur and E. O. Wilson, who pioneered the use of islands as ideal model systems for researching the formation and maintenance of biodiversity, we studied two sympatric passerine bird species on a volcanic archipelago, in Japan. We focused on the occupancy and co-occurrence of Varied Tit Sittiparus varius and Cinereous Tit Parus cinereus, both members of the Parus guild, on the Izu Islands. Their populations range from being stable, and co-occurring, to being temporally unstable (with local extinctions, invasions, and species replacement) and even totally absent. Using results from several surveys carried out on the islands over the last 60 years, and our own contemporary surveys, we tested the ecological drivers of inter-island occupancy through occasional dispersal of these two species. We found that both species had positive relationships with island size and vegetation diversity, while Cinereous Tit exhibited a negative associating with distance to the mainland (Honshu, Japan). Cinereous Tit was also negatively correlated with Varied Tit, but their co-occurrence was positively associated with island size, connectivity, and vegetation diversity. We suspect that resource constraints play a significant role in the distributions of the two species on the islands. Varied Tit is dominant over Cinereous Tit, but Cinereous Tit is able to utilize a wider range of habitats and resources. We also discuss the potential for a competition-colonization trade-off for the two species on the islands.