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Plenty of tourists crowd into Tuscany''s superstar hilltown, San Gimignano, but don''t worry—the striking medieval skyline, boasting more than a dozen 12th-century towers, doesn’t disappoint, despite the hordes of day trippers that clog the narrow cobblestone lanes below. When the crowds get to be too much, head to the surrounding Chianti hills, which offer scenic drives and rural restaurants serving hearty Tuscan fare.

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