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Le Marche or Florence Chianti

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We are a mid 50,s couple who has been in Italy 3 times now, and we are planning a 4th trip this September. Last trip we travelled Sicily and then drove to Puglia and toured there a few days, and we enjoyed the 'road less travelled'. This trip I have planned up til leaving Venice by train and staying a night in Bologna. I am in a quandary over whether to stay on the Marche, Umbria side of things, which we have not seen, or ditch the Marche for a quick stay in that fine old girl Florence? We have visited Florence twice before, and seen most sights.
From Bologna, we have we have 6 nights before taking the train from Ancona or Pescara straight down to Lecce. Unfortunate, those time constraints.

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