It’s best to clear up one thing first, if you’re a U.S. citizen: Cuba is not the new Aruba or Montego Bay.
Congress has prohibited American tourists from visiting what John F. Kennedy once called “that imprisoned island” since 1960, and the resumption of commercial air service won’t soon change that. A Cuba trip requires that your reason for travel aligns with one of a dozen permitted categories of activities that the U.S. Treasury Department has outlined as part of the gradual easing of travel restrictions. See more at . . . Cuba’s the Hot New Destination, if You Can Satisfy All the Rules