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Skip to main content
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The Adventure Collective

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Private Chianti Classico & San Gimignano Wine Tour from Firenze

Private Chianti Classico & San Gimignano Wine Tour from Firenze

8h • todos os dias, o ano inteiro • Tour sempre particular • a partir de 1 pessoa • Português

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Adventure Brief

Spend a private day exploring Chianti Classico vineyards and the towers of San Gimignano with local hosts who explain terroir, DOCG rules, and Vernaccia tastings. Small groups, two family-run wineries, and a harmonized lunch make for an immersive Tuscan wine experience.

8 hours
easy
From €795.00

Keep the Adventure Going

More ways to explore the area's outdoor wonders

Family Friendly
No Experience Required

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.

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Trip Details from the Operator

Frequently Asked Questions

Meeting point: A ser comunicado após a reserva. Exact logistics are sent after booking.

The itinerary includes two family-run wineries: one in Chianti Classico and one near San Gimignano.

Yes — the tour includes a harmonized lunch at the San Gimignano winery paired with Vernaccia and Chianti Senese.

Key Highlights

Difficulty

easy

Duration

8 hours

Fitness Level

Light to moderate — suitable for travelers who can walk short distances on uneven cobbles and vineyard tracks.

Local Insights

Wildlife

  • Wild boar
  • Red-legged partridge

History

San Gimignano’s historic centre is a UNESCO World Heritage site noted for its medieval towers dating to the 13th century; Chianti Classico is Italy’s most storied DOCG region.

Conservation

Support small producers who use sustainable viticulture, avoid single-use plastics during tastings, and follow winery guidance to minimize impact.

Related Adventures & Guides

  • Explore more Firenze adventures
  • Browse more land adventures experiences
  • Read our Firenze travel guide

Operated By

8h • todos os dias, o ano inteiro • Tour sempre particular • a partir de 1 pessoa • Português

Adventure Tips

Reserve early

Book ahead to secure small-group availability and any dietary requests for the harmonized lunch.

essential

Comfortable footwear

Wear sturdy shoes for walking on gravel cellar floors and cobblestone streets in San Gimignano.

essential

Hydrate between tastings

Drink water between tastings and bring a light snack if you’re sensitive to alcohol.

warning

Cash for purchases

Bring a small amount of cash or card for cellar-door bottles and artisanal gelato in San Gimignano.

info

Recommended Gear

Comfortable walking shoes

Needed for gravel cellar floors, terraces, and cobbled streets.

Essential

Sunscreen and sunglasses

Protects against strong sun on vineyard roads and terraces.

summer

Essential

Light jacket or shawl

Evenings and hilltop breezes can be cool, especially in spring and fall.

spring

Essential
Firenze Things To Do

Reusable water bottle

Staying hydrated between tastings helps you enjoy the full day.

Essential