Multiple-day ILT Sessions vs iCalendar

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Is it possible to have one multi-day session with different start/end times but have them reflected in the iCalendar that goes out at Enrollment?  We have several classes that are 1.5 days, starting early afternoon on day one and early morning on day two.  My problem is that the iCalendar shows both sessions starting early afternoon.  I worry that creating two enrollments (one for day 1 and one for day 2) will be an issue when participants enroll and they would not recognize that they need to register for both sessions.