Antigua
Right now, Antigua is the Caribbean’s hotel development hotspot, and for a reason: it’s a beautiful place with an almost impossible number of beaches (365 by the tourist board’s count). And while it’s famous for the aforementioned sand and sailing, it’s an under-the-radar destination for watersports, thanks to a host of tucked-in bays and inlets. And if you’re thinking of a family getaway to the island, try the Verandah all-inclusive resort, where you can learn to sail, windsurf or simply snorkel around with the family.