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3 WEEKS IN UMBRIA/SOUTHERN TUSCANY

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I AM PLANNING A 3 WEEK DRIVING VACATION FOCUSING ON UMBRIA AND PROBABLY SOUTHERN TUSCANY. I WOULD LIKE TO SPEND AT LEAST 5-6 DAYS AT EACH LOCATION -- SOUTHERN UMBRIA, NORTHERN UMBRIA AND SOUTHERN TUSCANY AS A BASE OF OPERATION . FROM EACH SPOT, I CAN DRIVE AND TOUR AT A LEISURELY PACE. I WAS RECOMMENDED VILLA ZUCCARRI IN MONTEFALCO IN UMBRIA AS ONE LOCATION. I WELCOME ANY OTHER SUGGESTIONS. ALSO WHAT WOULD BE EASIEST TO START FROM: ROME OR FLORENCE??
THANKS, PAUL THE MAN

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