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        Sunset panorama of Siena’s historic center in the Province of Siena, Tuscany, with the Siena Cathedral and medieval skyline overlooking the Tuscan hills.

        Province of Siena

          Explore Tours

          Couple enjoying a joyful moment in a lush Tuscan vineyard on a guided tour from Florence.

           Florence, Italy

          Small-Group Guided Tour in Tuscany: Siena, Pisa & Winery

          Four of Tuscany's greatest destinations — Siena, Chianti, San Gimignano, and Pisa — all in one unforgettable day from Florence. Join a small group and let an expert guide do the rest.

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          From € 129.00
          Historic stone towers of San Gimignano under a clear blue sky, showcasing medieval architecture in Tuscany.

           Florence, Italy

          Florence to San Gimignano: Half-Day Tour with Wine Tasting

          Climb ancient towers, wander cobblestone streets, and toast to Tuscany with a glass of Vernaccia in the hills — all in one unforgettable morning from Florence.

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          From € 55.00
          Rolling green hills of Chianti with a historic villa, perfect for an exclusive shore excursion from Livorno to Siena.

           Livorno, Italy

          Full-Day Private Tour to Siena & Chianti Hills from Livorno

          Step off your cruise ship and straight into the heart of Tuscany — medieval Siena and the legendary Chianti vineyards await, all yours on an exclusive private tour from Livorno.

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          From € 121.00
          Group of tourists enjoying the scenic views of Val D'Orcia's rolling hills and cypress trees during their tour.

           Florence, Italy

          Full-Day Guided Tour: Siena, Cortona & Val d'Orcia

          Four legendary Tuscan towns, two wine tastings, and one unforgettable day — all from Florence in a private eight-seat minivan with a guide who brings the region to life.

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          From € 240.00
          Cypress-lined driveway leading to a traditional Tuscan farmhouse on a private Brunello and Nobile wine tour

           Florence, Italy

          Private Brunello & Nobile Wine Tour in Val d'Orcia

          Step inside Tuscany's most legendary cellars — from Vino Nobile to Brunello Riserva — on a private wine journey through the cinematic hills of Val d'Orcia. One day, three iconic destinations, and six exceptional wines await.

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          From € 100.00
          Rustic vineyard with old farm equipment overlooking rolling Chianti hills and San Gimignano skyline on Tuscany wine experience

           Florence, Italy

          Chianti Wine Tasting & San Gimignano Half-Day Tour in Tuscany

          Five wines, one UNESCO village, and the rolling hills of Chianti — all before the day is done. This is Tuscany at its most authentic, just a short drive from Florence.

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          From € 70.00
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          More to know about Province of Siena

          Siena Province, located in central Tuscany, Italy, encompasses rolling countryside and medieval towns. The provincial capital, Siena, features the stunning Gothic cathedral and the famous Palio horse race held in Piazza del Campo. Visitors explore Renaissance art in museums, wander through hilltop villages like Montepulciano and Pienza, and sample local Brunello wine in historic cellars.
          The Province of Siena is an administrative province in southern Tuscany, Italy, encompassing the city of Siena and surrounding municipalities including Montalcino, Pienza, San Gimignano, and Montepulciano. The territory contains two UNESCO World Heritage Sites: the historic centre of Siena and the Val d'Orcia landscape. It is recognized internationally for its medieval architecture, Sangiovese-based wine appellations, and well-preserved rural countryside.
          Destination | Province | Tuscany | Italy | UNESCO | Wine Country | Medieval Heritage | Rural Tourism