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Stay in Tuscany or Florence

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I am beginning my trip for our anniversary in Porto Ercole for three nights. We were than suppose to drive from there to Florence stopping in Sienna just for lunch and staying two nights in Florence before we go to Venice for three nights. I have been to Florence a few times already and was thinking I am missing out by not staying somewhere in Tuscany instead. What do you think? Where would you stay for a couple of nights? Would you go to Florence once again since it is easy to take the train to Venice or drive from Porto Ercole to a location in Tuscany and stay two nights doing day trips around? Any suggestions? We love food and wine and honestly I don't think I'm going back to the Uffizi this trip :) Also this is the first week in July so I am afraid it will be HOT and CROWDED. Might be nice to be in the country side with a pool?

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