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Tuscany Tour of Chianti Villages and Wine Country

Private day trip in Chianti with luxury sedan, minivan or minibus and English speaking driver.


Tour in Tuscany visiting the Chianti region with transportation with private car service from Siena, Florence, San Gimignano, Cortona, Montepulciano, Pienza, Montalcino, Arezzo, Perugia, Assisi, Orvieto and from all Tuscany and Umbria.




  • Private daytrip in Chianti from Tuscany with private English speaking driver and transportation
  • Scenic itinerary through the iconic landscapes of the Chianti hills
  • Learn all about the history of the Chianti, point of contention of Florence and Siena
  • The picturesque Chianti villages strolling their charming streets and squares and enjoying amazing views of Tuscany
  • Behind the scene: Chianti Classico, one of the best Tuscan wine





If you are lovers of beautiful Tuscan sceneries and landscapes with medieval castles, vineyards and small hill towns, this Tuscany one day tour in the Chianti wine country with private driver and car service is definitely a tour for you.


Tuscany tour begins from the lovely village of Greve in Chianti with its charming main square and portico and the characteristics shops and artisans. Some of these shops are particularly famous drawing locals and tourists alike for their quality and diversity of goods like the Antica Macelleria Falorni, a Tuscan butcher shop that has been in the same spot since 1729.


Passing by the lovely village of Panzano in Chianti and driving on the panoramic Chiantigiana road, the Tuscan tour in Chianti will then stop in Radda, a lovely hill town exactly in the center of Chianti region served as the capital of Chianti because of its strategic position. The picturesque panorama from the belvedere, made up of vineyards, medieval castles and rolling Tuscan hills, and the small town feel make Radda a destination that should always be part of an itinerary in Chianti.


Obviously Chianti region is also very well known for one of the best Tuscan wines produced in this area: the Chianti Classico wine Docg and during your Tuscany tour in Chianti, there will be the possibility to visit the best wineries and tasting the top Chianti classico wines, possibly including also lunch with a typical Tuscan tasting menu.


Last stop of your private Chianti tour is the delightful village of Castellina in Chianti. Tucked into its fortifications, Castellina looks much as it did in the 15th century and the circuit of walls encloses a warren of atmospheric backstreets with gorgeous views of the Chianti hills and Tuscan landscape.

Departure available from:

  • The day trip in Tuscany visiting the Chianti region is a private tour available from all Tuscany, Florence, Siena, the Chianti area (Radda, Gaiole, Castellina, Greve), Cortona, Montepulciano, Montalcino, Pienza, Siena, San Gimignano, Arezzo, Perugia, Assisi, Orvieto, Todi, Spoleto, Spello, Gubbio and from all Umbria and Italy.



  • approximately 8 hours



  • Qualified and professional English speaking driver
  • Luxury vehicle (Mercedes-Benz or equivalent)
  • Head office assistance and insurance coverage
  • Complimentary water
  • Wi-Fi on board
  • Local tour guide for walking tours (on request)
  • Traditional Tuscan lunch with wine tasting (on request)
  • Winery visit and wine tasting (on request)

Chianti: the area of the hills of Chianti does not have such well defined borders, but Castellina, Radda and Gaiole, known as the League of Chianti or the Province of Chianti, are commonly considered to be part of this area. Over the centuries the area has spread to the area of Panzano and Greve, which in 1972 added to its name, the suffix “in Chianti”. Historically, it is an area lived in since Etruscan times, but is definitely an optimum example of a feudal society of high middle age. There are numerous testimonies of scattered castles in the area, built between the IX and XIII Centuries, to protect the small hamlets and residential areas, on which the surrounding county depended. For imperial concessions, many of these were under the jurisdiction of the powerful Conti Guidi family, but from municipal times to the renaissance, because of its geographical location, which marked the border between the territories of Siena and Florence, very often the area represented a field of battle and conquest on behalf of both republics, which alternated the control of the region.

Do not miss! Castellina in Chianti, Radda in Chianti, Greve in Chianti.


Chianti Classico DOCG Wine: The area has been famous for the production of wine since Roman and Medieval times, but it has been since 1716 that a notice of the Granducato of Tuscany regulated and limited the area of production denominated as Chianti. It was the first historical and legal document which foresaw this, 200 years in advance, before any other project of its type. Given the ever growing demand, in the following centuries, the surrounding areas of Tuscany started to produce wine, also taking advantage of such denomination; it was in 1924 then that the consortium of classic Chianti was established, which regulated and recognised to members only, the right to be able to benefit from the classic Chianti denomination and the original label and symbol of the black rooster. The highest percentage of vines variety used are sangiovese (80 – 100%), accompanied by other red grapes suitable for cultivation in this territory. This wine has an intense ruby colour and dry taste, is full bodied and velvety, and lends itself very well to further aging.

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