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Chianti Authentic Experience with two Wine Tastings and two charming Villages

Explore one of the most evocative areas of Tuscany famous for its red wine and unrivalled beauty. If you are interested in seeing where the world’s most famous vino is produced and trying a sample of the product, then this tour is just up your street!

Take a tour to the area which produces one of the most famous red wines in the world, Chianti in Tuscany, and try some of the vintage yourself.

A comprehensive experience in one of the most fascinating areas of Tuscany, known all over the world for its wine and its countryside of unrivalled charm, where woods alternate with vineyards and olive groves, in a landscape dotted with Romanesque parish churches, farmhouses, villas and castles of rare beauty.

The first stop of the tour is in the heart of the Florentine Chianti Classico, in a small cozy Winery. Here, guided by the owner, you will discover the secrets of winemaking and enjoy a delicious tasting of the best wines produced, accompanied by local products.

Your tour continues then to the picturesque medieval village of Greve, birthplace of the famous navigator Giovanni da Verrazzano, where every year takes place the most important wine fair of the Chianti region. Here, we will have free time to admire the famous main square of the ancient "market" with its characteristic arcades and to browse through the local artisan shops.

Moving along the historical "Via Chiantigiana", you will cross the Sienese Chianti Classico area, admiring the breathtaking views of the rolling hills that made so famous this part of Tuscany, before to reach a family run Winery, which stands out for the excellent quality of its wines. Here, you will be warmly welcomed by its passionate winemaker and after the guided tour of the cellars and the lovely aromatic garden, a delicious tasting of four different wines and local products will be waiting for you.

The last stop of the Tour is Castellina, a fortified hilltop village of Etruscan origin, among the most lively and picturesque of Chianti, characterized by an imposing fortress: here, walking through the picturesque medieval covered street "Via delle Volte", the tour leader will guide us to discover the charming historical center and its picturesque houses, squares and shops.

From November to March, the itinerary does not include the stop at Castellina and the return to Florence is approx 1 hour earlier.

Experience Includes

  • Scenic journey through glorious Tuscan countryside
  • Visit the medieval village of Greve.
  • Two delicious tastings of four excellent wines including snacks
  • The famous “Via Chiantigiana” crossing the heart of the Chianti Classico area
  • Air-conditioned coach transportation
  • Experienced expert guide

Experience Excludes

  • Additional refreshments
  • Optional gratuities


Daily, April to October. Mondays, Thursdays, Saturdays and Sundays from November to March.

Departure location

Tour commences at at Piazzale Montelungo (Montelungo Square), in front of the yellow Street Sign of Caf Tour – Gray Line

Start times



Around 7 hours.

Terms & Conditions

  • The driver-guide leads the tour providing general introductory information. He is not allowed to lead a guided visit inside a city centre, nor to provide historical and artistic information inside museums or churches.
  • Tour does not operate on Easter, 25 December or 1st January.
  • The excursions take place in different areas of the Chianti region.
  • You must reconfirm your departure time and location locally.
  • You are required to arrive at the departure location at least 15 minutes before the scheduled departure time.
  • From November to March, the itinerary does not include the stop at Castellina and the return to Florence is approx 1 hour earlier.
  • Children aged 0-3 years are free of charge. Proof of age may be requested.
  • You will receive a voucher for this experience. Please read it thoroughly.
  • Itinerary subject to change without notice.
  • We recommend wearing comfortable shoes. Appropriate clothing is recommended to visit places of worship.
  • Cancellation Policy: There will be no penalty for cancellations of tour or service communicated in writing to Caf Tour & Travel up to 48 hours before departure time of the tour or service. Less than 48 hours before departure time of tour or service 100% of the total price will be due and no reimbursement will be granted. No reimbursement will be granted to any client who is not at the place of departure at the time established; similarly, no reimbursement will be granted to clients who lose contact with the guide or who do not complete the tour.