Although the weather in St. Kitts is fairly consistent year-round, there are seasons. Winter in the Caribbean sees the least rainfall and the clearest skies—come between mid-December and mid-April and enjoy reliable trade winds and plentiful sun. It also sees the largest crowds and highest prices for hotels and airfares, especially during the Christmas holidays and February through April.
Time your visit for the shoulder season, mid-April through mid-December, and you’ll find lower hotel prices (up to 40 percent off is typical) and less-crowded beaches. Hurricane season runs June through November, though major storms can be decades apart. September and October are the wettest months in St. Kitts: Rainy weather can settle in for a few days at a time, and you may find smaller businesses closed.
Two events dominate the Kittitian social calendar. A long weekend in late June is reserved for the annual St. Kitts Music Festival, drawing headliners like John Legend and UB40’s Ali Campbell for a tasty meld of R&B, jazz, hip-hop, reggae, and calypso against a block party atmosphere and vendors offering up tasty West Indian dishes. The last week of the year, starting Boxing Day, is the island’s annual Carnival celebration, which combines the culture and heritage of the islands with exuberant street partying and evening gospel concerts.