On this private 8-hour circuit from Firenze you thread the heart of Chianti Classico and the medieval skyline of San Gimignano — a day built around vineyards, terroir, and old stone villages. The tour departs from Firenze (meeting point: A ser comunicado após a reserva.) and follows the ancient roads lined with cypress to Greve in Chianti before crossing sun-baked hills into the medieval commune famous for its towers and gelato. The route highlights vineyards, cellar doors, and two family-run wineries where hosts explain Sangiovese-focused blends, Chianti DOCG rules, and the distinctions between IGT, DOC and DOCG classifications. At the first estate the proprietor walks guests through vine rows and cellar spaces, describing pruning, harvest rhythms and local soil types such as galestro and alberese that shape Chianti Classico’s structure. A guided tasting follows, pairing house vintages with local salumi and pecorino to calibrate your palate. Midday moves toward San Gimignano, where Vernaccia di San Gimignano and Chianti Senese are showcased at a second producer. Here a harmonized lunch pairs vernaccia and red wines with seasonal Tuscan cuisine on a terrace overlooking patchwork fields. After lunch a slow stroll through San Gimignano’s UNESCO-listed historic center reveals narrow alleys, stone towers dating to the 13th century, and gelaterias serving artisanal flavors that visitors often call among Italy’s best. What makes this private experience stand out is context: it’s not only wine sampling but a local-led narrative that ties vineyard practice to landscape, history, and distinct microclimates. Small group sizes (De 2 a 6 pessoas) ensure that questions are answered, bottles are poured deliberately, and pit stops include photo-ready viewpoints. The tour’s language options are specified after booking; meeting logistics are communicated post-reservation (A ser comunicado após a reserva.). Practical notes: wear comfortable shoes for walking on gravel cellar floors and cobbled streets. Bring sunscreen, a light jacket for elevation breezes, and an appetite for both wine and regionally sourced food. Those interested in grape science will appreciate the explanations about Chianti’s appellations and how Vernaccia differs from central Italy’s white varieties. This day is ideal for travelers based in Firenze who want a deep, interpretive look at Tuscan wine culture without the rush of larger coach tours. It’s a hands-on, conversational exploration where landscape, tasting and history converge to give a clear, memorable picture of Chianti Classico and San Gimignano. Expect optional cellar-door purchases and the chance to bring home boutique bottles not sold outside Italy. Bookings are private and run year-round, accommodating dietary needs and small-group rhythms. For meeting logistics consult your confirmation after reservation; that ensures the day stays focused on tasting, learning and the slow beauty of Tuscany. Salute and buon viaggio. Reserve early to secure your date.