5. Anguilla Lit Fest
Paradise Cove Resort, Anguilla
Anguilla’s literary festival, which took place just last weekend, is only in its third year—yet already, it has one of the most heavyweight lineups of any in the Caribbean. This year alone, they had a Pulitzer nominee, the editor of Salon.com, and the co-founder of Essence among a long list of speakers at the event, set in Anguilla’s aptly named Paradise Cove Resort. (Actor/author Hill Harper of CSI, seen in the above pic, was also present). Of course there are Anguillan authors featured as well—the idea of the festival, a “literary jollification,” harkens back to the island’s oldest traditions, “a getting together of people to share and help neighbors.”