Well, it's hard to know where to begin. She has some very difficult and powerful aspects in her natal chart....and there are some demanding transits happening....such as transit Uranus oppose Mercury. Also transit Jupiter square natal Jupiter. This is particularly demanding. Jupiter is a big force and the squares are demanding.
But you haven't said....ARE there still siblings and others alive from her generation to go and visit even if she was in good health?
And then there is her state of mind. If she is even above average in the "mental health" department (most people even younger than she get a little confused and irrational as they age ) there is NO guarantee that anyone would be (even ideally) equal to her in the desire to "make up."
YOu don't say where you live or how long a plane trip it would be - and other forms of travel....not to mention expense.
Assuming you have an average income, this would be a time consuming and expensive expedition with NO guarantee that she would get the outcome she seems to want. Sometimes we idealize things and forget, as we get older WHY we had the falling out we did with certain people....and then when we are with them again we remember why....
If this were me......and I also have an average income....I would enlist the help of her personal doctor and have her told that a trip of this length and complications of planes (often older people get ill on long plane trips as the air filtering systems are far from safe....no matter what airline you take) would be putting her life in peril and that she might get ill and/or find other physical difficulties while taking this excursion....and that he could not in good conscience recommend that she do this....it would be very risky.
You could also do some research regarding cost and tell her that it's out of your league financially.....you just can't afford the time and money it would take....esp. since you would be "playing it by ear" - and it really IS a gamble (really).
If you told her these things would it be close to the truth? That it would possibly be financially damaging and almost impossible regarding the time you would be away??
I am sure she has thought about doing this for a long time. Probably years. But it's possible that she now realizes that her time may be short. And she sincerely WANTS to do this....but even tho "the spirit is willing the flesh is definitely weak".....
This of course is compounded by the fact that she has probably lost friends and is lonely where she is now and wants this fantasy she has created for herself.
However: the big IF.....is that IF you can afford the time and money, and IF you and she would have a definite place to stay (a friend or other person who would have room) and IF once you got to Italy the trip to this place would be a short taxi drive......and if her doctor gives the OK as far as her medication, etc.....
then it would be up to you. If you don't WANT to do this - which is what I sense - then I would go with the plan to have her doctor speak to her as I mentioned above and tell her how dangerous it could be.
Personally, I feel that fences can't be mended at advanced ages. People tend to get more fixed and less tolerant as they age. If her siblings and others have not made advances up till now, her going there, I believe, would be very disillusioning and depressing for her.
If there is something you can do where you live to engage her interests, that would be best; but I know how hard this is. At any age. Once you can't get around by yourself and have multiple health issues etc, and your friends have died or cannot leave home, it is very difficult and sad.
Has anything I have said made sense to you? If you have more to say or other questions let me know,
LIN
By the way, transit Saturn is square her Venus now in the 11th house. that is not conducive to future plans being carried out successfully. And as Saturn moves on it squares her Sun in Libra....so again, what I said above about changes of environment, travel and plans is actually proven out by this Saturn transit.