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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

          A couple enjoys a sunny day in a lush vineyard in Tuscany, highlighting wine tour experiences on the trip.

           Florence, Italy

          Pisa, Siena & San Gimignano Full-Day Trip with Wine

          Four Tuscan icons, one unforgettable day. From Siena's medieval piazzas to the Leaning Tower of Pisa, this guided journey from Florence is the most rewarding way to taste the very best of Tuscany.

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          From € 32.50
          Panoramic view of San Gimignano’s medieval skyline, a highlight stop on the Chianti wine tasting tour

           Florence, Italy

          Private Wine Tour in Chianti & San Gimignano with Lunch

          Escape Florence for a private day of rolling Chianti hills, medieval towers, and a long family lunch with local wines — Tuscany at its most genuine.

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          From € 80.00
          Clifftop medieval hill town in Tuscany with dramatic valley views, scenic stop on 8-day private village tour

           Rome, Italy

          8-Day Private Tour Rome to Venice with Driver & Guide

          Eight days, one private driver, and a route that covers the Vatican, Tuscany's hilltop gems, Florence, and Venice — Italy's greatest journey, entirely on your terms.

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          From € 2152.00
          Three people smiling beside supercars with Chianti vineyard hills in background, Siena Italy

           Siena, Italy

          Private Supercar Tour in Siena with Chianti Wine Tasting

          Race through Chianti in a private supercar, sip world-class wines at a medieval castle, and end the day with dinner in the Tuscan hills — this is Italy at its most extraordinary.

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          From € 1930.00
          Two women enjoying a scenic walk through a vineyard in Chianti during the Siena Wine Tour at sunset.

           Florence, Italy

          Chianti Wine Tasting & Dinner Guided Tour from Florence

          Skip the early alarm and spend your afternoon the Tuscan way — rolling hills, two local wineries, and a candlelit dinner among the vines await you just outside Florence.

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          From € 44.50
          Sommelier presenting red wine bottle at outdoor Tuscan dining table with vineyard views

           Siena, Italy

          Private Supercar Tour in Tuscany with Wine Tasting Siena

          Race through the Tuscan hills behind the wheel of a supercar, then slow down to savour world-class wines at Casanova di Neri — one unforgettable private day between Siena and Montalcino.

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          From € 920.00
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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