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Tuscany Itinerary - need guidance and suggestions

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Departing from Venice heading to Tuscany for 4 nights. ( end of April - early May 2014)

We definitely want to visit Florence ( pls keep in mind - we are not too big on the Museums or Art - if we see couple of them in a day we are content, we don't need to see it all) So should we just do a day trip or is it recommended to stay a night there ?

We definitely would like to do a Chianti wine tour for a day, and then head back to the hotel which could be in Florence or Siena or some other scenic/cozy town.

We want to cover the scenic landscape (Val d’Orcia) and visit countryside / small towns such as Montepulciano  / Orvieto / Montalcino, etc.

Should we stay in Siena instead of Florence as we will be closer to the countryside and easily be able to access the scenic drives in Tuscany?

We don't want to do 1 night stays in multiple places, but rather make one place as our base (Florence or Siena) and then do day trips.

We cannot do it all as we only have 4 nights, which is 3 & half days. So what would be the best approach to get full flavor of Tuscany.

Tips on transportation and getting around would also be appreciated! :) Thanks.

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