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Carryon wheeled luggage in Italy!

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We will be travelling through Italy using trains, Rome,Sorrento, Florence and Venice in April.(With day trips from these cites.)
We plan to bring canyon only.
Question : Would the wheels be OK on the cobbles to and from the stations when walking to our accommodation ?
We will be posting local itinerary , train and museum questions later. We have just finished the outlines, accommodations and flights , we are going on to the UK.
Now comes the day to day details so we can get the most from our trip.

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