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Travel from Florence or Siena to the wine region of Tuscany. The history of Tuscan wine goes back over 2,000 years when the marketable vineyards were planted by the Romans. In fact, the Chianti wine region is the oldest wine region in world.

Our top 9 wine tours include vineyard experiences combined with sightseeing tours of some of the regions most famous landmarks.

Call us to ask about this week's offer - Buy a Wine Tour and Get a Food Tour FREE!

The 9 Best Florence Wine Tours to Book in 2023

If you are visiting Florence to discover more about the vines and wines, then our hand-picked, curated selection of wine tours, departing from Florence, will be ideal.

Call us on 0113 328 0771 if you have any questions about booking your wine tour.

Pisa, Siena and San Gimignano Day Trip from Florence Including Lunch

From £77

Take a day tour from Florence and explore the rustic wine estate in the foothills of San Gimignano, where you can enjoy a typical Tuscan lunch of three courses, enriched by a high-quality tasting of local wines. After lunch, you will discover one of the most famous medieval hilltop villages in Italy. Book Now.

Siena, San Gimignano, Monteriggioni and Chianti Wine Tour from Florence

From £53

Here we visit the stunning Chianti countryside, the medieval commune of Monteriggioni and the picturesque hillside town of San Gimignano, overlooking the ancient vineyards. Included during the tour is a wine-tasting session at a local Chianti winery. Book Now.

Buy a wine tour with tabl. this week and get a food tour in the same destination free of charge*. Who would not want to choose a picturesque wine tour in the rolling hills of Tuscany? Or imagine heading out to the countryside outside of Lisbon to experience the diverse wine regions of Portugal or you may want to experience the emerging wine regions of one of Europe’s eastern capitals. And with all of this, you could be sampling the local cuisine for FREE!

Chianti Half day Wine tour from Florence

From £40

Discover the history, art and culture of Chianti as part of this popular wine tour from Florence. Accompanied by a local guide, you're invited to sample world renowned wines - as well as a selection of regional Italian products from the surrounding farmland. Book Now.

Siena Vespa Tour Including Lunch at a Chianti Winery

From £113

Take a ride into the Tuscan hills on an iconic Vespa scooter as you head towards a Chianti winery. This day trip includes lunch and a wine tour, complete with wine tasting. Travellers can either hop on the back of a Vespa with their tour guide or hire a scooter themselves as part of the convoy. Book Now.

Pienza and Montepulciano Wine tour from Florence

From £75

Spend a day within the Val d’Orcia area of Tuscany on this 12-Hour round trip from Florence. As well as wine tasting at an authentic Italian wine cellar, made famous for producing bottles of "Nobile di Montepulciano", there's also plenty of free time to embrace the glorious scenery with a self-guided stop at both Pienza and Montepulciano. Book Now.

From Siena: Pienza and Montepulciano

From £75

Enjoy the best Tuscan wines at a local wine cellar near Montalcino, paired with a selection of delicious snacks. The tour also explores the landscape of Val d'Orcia, combining the artistic heritage of Pienza with the Renaissance buildings of Montepuciano. Book Now.

500 Vintage Tour: Chianti Roads Experience with Lunch from Florence

From £119

Having been collected from Florence, your guide in Chianti awaits. Ready to take you on a picturesque drive in a lovingly restored, vintage Italian classic car. Your personal driver will arrange a number of stops along the way, including wine tasting and an authentic Tuscan lunch out in the countryside. Book Now.

Chianti and Castle Tour from Siena

From £75

As well as a seemingly endless array of vineyards, the Chianti region is also famous for a landscape filled with ancient churches and medieval castles. Ideal for small groups, this half-day trip also includes a wine tasting session and a tour of 2 well-established estates. Book Now.

Half-Day Brunello di Montalcino Wine Tour from Siena

From £70

Brunello di Montalcino is widely considered one of the best wines in the world. As such, it's no wonder this popular 5-hour tour from Siena is such a hit. Allowing guests to sample classic wines from within the very origins of Tuscany's wine region. Book Now.

For a full list of wine tours departing from Florence, visit our Florence Wine Tours page.

tabl. is focused solely on discovering and sharing the world’s best wine and food experiences. We curate our marketplace, checking each tour and experience to ensure its quality and availability. We take our food and drink experiences seriously, offering our customers the best from around the world.

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