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Dubrovnik to Venice to Florence - non touristy

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My friend and I will be traveling to Dubrovnik in mid September then to Venice and finally to Florence. We will only be staying for about 3 days in each (flying from Dubrovnik to Venice then taking a train to Florence). We are thinking of renting apartments over hotels as they seem less expensive - any recommendations?

Also, we are looking for non touristy places to eat, drink, shop and be merry. We are laid back travelers in our 30's, and prefer the routes less traveled and would rather wander than sight see. Any neighborhoods we should hit?

Any spots we should avoid? This is both of our first times to the region and we want to make sure we don't get tourist trapped as we are tourists.

Thanks!

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