Swimming in a sea of myths
REALITY: The best time to escape New England is winter, but the Caribbean is appealing practically year-round. Its thermometer from winter to summer fluctuates between 75 and 87 degrees, and the trade winds (a.k.a. the Caribbean air conditioner) do their magic except from about August to mid-fall. December to March is the Caribbeans dry season when the islands are their most pricey, crowded, and brown. In May, the start of rainy season when rates drop like an elevator express, the landscape is a Fauve palette of frangipani and royal poinciana, the beaches are flat out empty, and a rain shower typically lasting minutes is unlikely to ruin your day. Hurricane season, although technically June to November, is most concerning from August to mid-October, September being prime time. Then, choose islands outside the usual storm path, like Barbados, Aruba, Curaçao, and Turks and Caicos, and look for resorts and booking companies that offer trip cancellation insurance.