Extended Visa Help

I am assisting an older lady who already has the 90 day visa for her visits to her property in Italy.

She wants to apply for an Extended Visa. She has completed all the forms but she needs insurance as her current insurance doesn't cover it. Could any one recommend a provider. She is 83


All the insurance forms require a date for the trip. However she wants to be flexible on this, so what do we put in for the date? Do we put an annual start and end date?


She is only in the country at certain times of the year when shes not in Italy. How do we make an appointment at the embassy as appointments are not always available?


We are finding it so confusing and wondered if anyone could help with our questions!