Grand Cayman, Cayman Islands Less than 1.5 hours from Miami and easily accessed from a number of U.S. major airports, Grand Cayman has a mix of both hotel and condo accommodations and a culinary scene that makes it one of the Caribbean’s gastronomic capitals (the tasting menu at Blue By Eric Ripert is one of the Caribbean’s greatest food experiences). And there’s a cornucopia of offerings even for a island on the smaller side, whether you want to explore million-year-old caves, sit on the magnificent Seven Mile Beach or make a pilgrimage to the birthplace of the mudslide. Where to stay? Kimpton Seafire, the Ritz-Carlton Grand Cayman or the Westin Grand Cayman.