More people appear to be flocking to warmer climates,” confirms Suffolk County, NY, travel agent Tim Joseph, who is seeing an uptick in snowbird-style bookings for this winter. “But I suspect it has as much to do with the weather as the economy.” Caribbean destinations, he points out, offer many affordable all-inclusive resorts—and that’s one reason he loves Puerto Rico’s San Juan, a top 5 city in the survey. “It’s also a real foodie city, and it’s still relatively low on the list for many travelers, so it’s not too crowded.”