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Florence wine tours and day trips: Chianti, Siena, Montalcino and Montepulciano

Chianti starts outside Florence, and Montalcino and Montepulciano are a longer day. Choose a small group, a private day or the bus, and see live tours you can book.

Panorama of the hills around Montefioralle in Chianti

Photo: Marie-Lan Nguyen, CC BY 2.5

Which kind of tour suits you

Small group tour

Suits: You are staying in Florence and want the cellars, the transport and a lunch arranged in one booking.

Check: Check the pickup point, the group size and which estates and towns are on the route.

Private tour

Suits: You want to pick the estates, combine Chianti with Siena or San Gimignano, or reach Montalcino and Montepulciano in a day.

Check: Compare the length and what is included. Visit Tuscany says Montalcino and Montepulciano are best reached by car, so a private driver is the no-car way there.

Bus and a booked estate visit

Suits: You want a cheap, slow day around Greve in Chianti and are happy to plan around timetables.

Check: Book the estate first and check the bus timetable on the operator site.

Book a Florence wine tour

Live wine tours around Florence, Chianti, Siena, San Gimignano and Montepulciano, best rated first. Each shows its own length.

  • Guided Winery Tour and Wine Tasting in Siena

    5.0(77)Starts in Siena2.5 hours

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  • Hiking Tuscany & Chianti Wine - 3 Organic Wineries with lunch

    5.0(33)Starts in Florence8 hours

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  • Siena: Chianti Wine Tour with Wine Tasting and Lunch

    5.0(19)Starts in Siena3 hours

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  • Private daytrip to Siena & Chianti wine country, with wine tasting from Florence

    5.0(68)Starts in Florence8 hoursprivate

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  • Private Day Trip Wine Experience with lunch in Chianti Classico

    5.0(35)Starts in Florence8 hoursprivate

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  • Chianti Wine Tour from Florence to San Gimignano with 2 Wineries

    5.0(33)Starts in Florence7 hoursprivate

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Where the day trips go

  • Chianti Classico, in the hills between Florence and Siena. Castello di Verrazzano, in the Greve in Chianti area, lists guided tours of its cellar.
  • Some tours combine Chianti with San Gimignano or Siena in one day.
  • Montalcino and Montepulciano, south of Florence, make a longer day. Each has its own producers’ consortium site.

Sources: Castello di Verrazzano; Visit Tuscany: 9 day trips from Florence; Consorzio del Vino Brunello di Montalcino; Consorzio del Vino Nobile di Montepulciano

The Torre del Mangia and rooftops of Siena

Photo: Isabella Rick, CC BY 3.0

Getting to Chianti and Siena without a car

  • You can reach Greve in Chianti by bus from Florence’s main bus station, which is next door to the train station.
  • Siena can be reached by train and by bus, but the train station is about 3 km from the historic centre.
  • Visit Tuscany says the best way to see Montalcino and Montepulciano is by car, which is where a tour earns its place.
  • Bus timetables are on the Autolinee Toscane site.

Sources: Visit Tuscany: 9 day trips from Florence; Autolinee Toscane (at): Firenze

Check times and fares with the operator: Autolinee Toscane: Firenze.

When to go

  • The Chianti Classico harvest runs between the first half of September and the second half of October, depending on where and how high the vineyards are.

Sources: Consorzio Vino Chianti Classico: the harvest

Estates and producers’ groups

Sources: Castello di Verrazzano; Barone Ricasoli; Castello di Ama; Consorzio Vino Chianti Classico: the harvest; Consorzio del Vino Brunello di Montalcino; Consorzio del Vino Nobile di Montepulciano

Keep planning

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