China continues blazing a trail across the Wider Caribbean through large capital flows, loans, and investment. In the last two years alone, more than a dozen Caribbean nations have signed on to China’s Belt and Road Initiative—even as some still recognize Taiwan, perhaps the only remaining sticking point preventing further signatories. The deepening of relations did not happen overnight, but it is only recently that the Belt and Road Initiative has drawn attention to China’s strategic investments and growing political bonds with Caribbean island nations.