"Hands-down, Curaçao is the most LGBT-friendly island—and it has been for years, way before it was chic," says John Clifford. "It’s part of the Dutch Caribbean, so imagine a slice of Amsterdam—a place where holding hands with your S.O. won’t invite danger. I like to stay in the Baoase Luxury Resort’s master villa, which has a private cave pool and its very own baby beach. Plus, it’s the perfect island to visit during hurricane season, because it lies outside the storm belt."