We took this 10-day trip in July across the northern / Tuscany region of Italy. After a red-eye flight into Venice, we drove west to walk amongst the gorgeous seaside villages and cliffs of the Cinque Terre before migrating south through Pisa and into the picturesque Tuscan countryside towns of San Gimignano and Monteriggioni, stopping for the night in Sienna. From there we spent a few days exploring the landscapes, wine, and food throughout the Val d’Orcia before meandering our way north through Chianti vineyards to the incredible cultural epicenter of Florence. A couple days / pounds heavier, we continued to the iconic city of Venice for our fill of canals and cicchetti. Overall, this was a whirlwind first adventure through Italy and we can’t wait to return and explore the many other fantastic regions this special country has to offer.