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Travel Itinerary - Rome-Assisi or Sienna-Florence-Venice-Riva Del Garda

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I'm in Italy for 14 nights.
Rome (5 nights) (group booking).

Sienna or Assisi next (1 night?) Drive or Train
Florence (2 nights) Drive or Train
Venice (2 nights) (Train from Florence?)
Riva Del Garda (2 nights) Running Half Marathon so have to go there!
Back to Rome for (3 nights)

Should I stay in Sienna or Assisi or just a day trip from Florence?

I can't change the arrival/departure out of Rome. And first 5 nights are booked for Rome.

Thanks!

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