Among rolling hills, medieval villages and glasses of ruby-red wine: from Florence, the door opens onto an authentic Tuscany, to be experienced in a single day among vineyards, historic wineries and beautifully set tables.
Florence, gateway to the food and wine of Tuscany
There is a Florence that everyone knows, with its Renaissance domes, museums and sunsets over the Arno. And then there is a Florence that invites you to look beyond its walls, to the south and west, where the hills grow softer and the rows of vines draw the landscape like patient embroidery.
It takes less than an hour to leave the historic centre behind and find yourself immersed in one of the most iconic wine regions in the world. From the Tuscan capital branch out some of Italy’s most charming wine routes: scenic roads that cross Chianti, brush past medieval villages and lead to wineries where time seems to flow to the rhythm of the harvest.

For food lovers, couples in search of a romantic experience or culinary travellers eager to discover authentic flavours, a day trip from Florence is much more than an excursion: it is an immersion into the landscapes and culture of Tuscan wine.
In the Heart of Chianti: vineyards, tastings and historic wineries
The first name that inevitably comes to mind is Chianti. Yet behind this word lies a world made up of micro-territories, traditions and different interpretations of the Sangiovese grape.
The Chianti Classico area, between Florence and Siena, is the most famous. Here the hills alternate with oak woods and olive groves, and every bend in the road offers a postcard-perfect view.
Among the wineries worth a stop:
- Castello di Verrazzano, a few kilometres from Greve, offers guided tours through vineyards and ancient cellars, with tastings that include locally produced cured meats and cheeses.
- Antinori nel Chianti Classico, in Bargino, combines contemporary architecture and winemaking tradition in an immersive experience, perfect for those who appreciate design as much as wine.
A local tip? Always book your visit in advance and choose a tasting that includes several vintages: comparing different versions of the same wine is the best way to understand the evolution of Sangiovese and the role of terroir.

And to make the experience even more special, opt for a light lunch at the winery: bruschetta with freshly pressed extra virgin olive oil, ribollita or pappa al pomodoro soup served alongside a glass of Chianti Classico tell the story of the territory better than any guidebook.
Beyond Chianti: Lesser-Known Denominations, Great Surprises
If Chianti is the undisputed king, Tuscan wine country certainly doesn’t end there.
To the west of Florence, towards Prato, lies the Carmignano area, one of the oldest denominations in Italy. Less crowded and more intimate, it offers elegant wines in which Sangiovese converses with Cabernet. The hills of Montalbano, dotted with Medici villas and small estates, provide a secluded and authentic setting.

Here the pace is slower. The wineries are often family-run and tastings become conversations, stories of challenging harvests, agronomic choices and territorial pride.
For curious culinary travellers, exploring these areas means discovering a less predictable Tuscany, where hospitality is genuine and the landscapes rival the most iconic Chianti postcards.
Medieval Towns and Villages: Greve and San Gimignano, Characterful Stops
A trip along the wine routes is not complete without stopping in one of the towns or villages scattered across these hills.
Greve in Chianti
Greve in Chianti is considered the gateway to Chianti. Its triangular square, Piazza Matteotti, is surrounded by arcades and traditional shops. A relaxed atmosphere fills the air here, especially on market days.

Stepping into a wine shop in the centre to taste different local labels is almost a mandatory ritual. It is also the perfect place to buy a bottle to take home, perhaps after asking the advice of the producers you met earlier in the day.
San Gimignano
San Gimignano, with its medieval towers rising against the sky, looks as if it has stepped straight out of a painting. Famous for Vernaccia, a dry and mineral white wine, it is perfect for an afternoon break exploring its stone alleys and panoramic terraces.
Sitting on a low wall at sunset, with a glass of Vernaccia and views over golden hills, is one of those moments that transform a simple excursion into an unforgettable memory.
Montefioralle
Just a few minutes from Greve, yet infinitely quieter, Montefioralle is one of the smallest and most charming villages in Chianti. Enclosed by a circular wall, it preserves stone houses, very narrow alleys and panoramic views over hills dotted with vineyards.

You don’t come here to “sightsee”, but to slow down. A walk without a destination, a pause on a bench overlooking the vines, perhaps a tasting at a small family-run winery nearby. It is the ideal place for couples seeking an intimate moment off the beaten track, and for those who want to breathe in the most authentic Chianti.
Panzano in Chianti
A livelier yet still deeply local village, Panzano lies along the famous Via Chiantigiana between Florence and Siena. It’s divided between its medieval upper part and the more modern area around the main square, where wine bars and restaurants are concentrated.
It is a perfect stop for those who want to combine wine and gastronomy. Here, the culture of meat is almost a religion, and many trattorias offer excellent interpretations of traditional Tuscan cuisine, paired with the structured reds of the area.A tip? Arrive in the late afternoon, when golden light sets the surrounding hills aglow. An aperitivo overlooking the vineyards, perhaps with a glass of Chianti Classico Gran Selezione, is the best way to finish off your day along the wine routes.
At the Table: What to Eat (and What to Pair It With)
A journey along the wine routes is incomplete without immersing yourself in Tuscan cuisine.
Some of the dishes to try:
- Bistecca alla fiorentina, thick and juicy, to be paired with a structured Chianti Classico.

- Pappardelle with wild boar, ideal with an intense and spicy red.
- Ribollita, a rustic soup rich in cavolo nero and beans, perfect with a young, crisp wine.
- Tuscan pecorino, to be enjoyed with local honey and a glass of red or Vernaccia.
For a memorable lunch, choose a countryside trattoria, perhaps with a panoramic terrace overlooking the vineyards. Often it is the less showy places that deliver the most authentic experiences.
How to Organise Your Trip: Train, Bus, Tour or Car?
One of Florence’s strengths is its strategic position. But what is the best way to explore the wine routes in a single day?
By Car
The most flexible option. It allows you to stop at scenic viewpoints, change your itinerary at the last minute and reach wineries less served by public transport. Ideal for couples or small groups.
With an Organised Tour
Perfect for those who want to taste without worrying about driving. Many tours depart from central Florence and include visits to two or three wineries, a light lunch and a stop in a medieval town.
By Bus or Train
A cheaper solution, but less flexible. Greve is connected by public buses, while San Gimignano can be reached by combining a train to Poggibonsi with a local bus. It requires some planning, but it is feasible.
A practical tip: if travelling by car, it is best to limit tastings or take turns driving. The quality of the wines invites you to toast more than once.

One Day, a Thousand Shades of Tuscany
The strength of a food and wine day trip from Florence lies in the harmonious contrast between art and nature, between city and countryside. In just a few hours, you move from Renaissance geometry to orderly rows of vines, from museum masterpieces to the bold flavours of rustic cuisine.
Read also: Where to eat low cost in Florence
Whether you choose the most iconic Chianti or a lesser-known denomination, whether you opt for a historic winery or a small family producer, the common thread remains the same: the feeling of stepping into a living landscape, where wine is not just a drink but a story of the territory.
Florence is not only a destination: it is a starting point. The gateway to a Tuscany made of rolling hills, villages suspended in time and beautifully set tables.
And if you love discovering places through their flavours, let yourself be inspired by the other Volare articles dedicated to food and wine: new destinations, new glasses, new stories to savour.






















































