Winters are, of course, high season in the Caribbean. That’s when snowbirds, fed up by numb fingers, perennial sniffles, and the incessant need to shovel their driveways, trek southward for sun, beaches, and sugary rum drinks. But a winter stint in the Caribbean will cost you as much as 40 percent more than an off-season getaway. Never mind the throngs of towel-toting families crowding the beaches. Price-conscious travelers should consider the Caribbean during early summer months. “The downside, of course, is that you’re traveling during hurricane season,” says Amber Herczeg, vice president of Reservation Center Operations at CheapCarribean.com. “But if you stay far south and buy travel insurance, you’re minimizing your risks.” (CheapCarribean.com includes free weather insurance on all trips). Herczeg offers her insider tips for the best all-around Caribbean destinations this summer. You’ll find the sweetest deals and never have to elbow for space on the beach.