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Any thoughts about my itinerary Ljubljana to eastern Mediterranian?

My wife and I are in our 70's and are traveling August 20 through September into October 2025 with the following itinerary submitted for comments. Thanks in advance.

My wife tonight are planning a similar trip from Venice to Rome:
Ljubljana three nights, overnight in Venice to board Royal Clipper with great guitarist Richard Thompson for a one week tour of the eastern Adriatic, then, back for three nights Venice, then train on for four nights Verona last performances of Aida at the Arena, day trip Padova or Vicenza while there, then two nights Ravenna leaving by local train through Faenza, Brisghella and Marradi to Florence for five night with one day trip, probably Luca, then car out, two nights Radda, last day to Siena for day then on to Montepulciano three nights, then drop car and overnight Orvieto then train five nights Monti Rome, then on to eastern Mediterranean.

Any thoughts re my itinerary?

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