Book Your Private San Gimignano and Chianti wine tour from Florence or Tuscany with luxury vehicle and expert English speaking driver.

San Gimignano and Chianti wine tour

Tuscany Wine Tours

  • Chianti Vineyard at sunset - San Gimignano and Chianti Wine tour -
  • San Gimignano main square and cathedral - San Gimignano and Chianti Wine tour -
  • Vernaccia di San Gimignano wine tasting experience - San Gimignano and Chianti Wine tour -
  • Frescoes in San gimignano cathedral - San Gimignano and Chianti Wine tour -
  • Chianti wine tasting - San Gimignano and Chianti Wine tour -
  • Chianti Landscape - San Gimignano and Chianti Wine tour -
Traveler reviews


We are pleased to offer you one of the most classic Tuscany tours the San Gimignano and Chianti Wine tour.
This tour will take you to visit the area of Tuscany Countryside that lies on the way from Florence to Siena known for the beautiful valleys, ancient stone country houses and medieval villages encircled by walls located on a hilltop.
The tour will start directly at your accommodation.

We will drive you to reach the wondrous unique countryside around the medieval town of San Gimignano and in particular you will experience the taste of its white wine “Vernaccia di San Gimignano”.
Along the way, on your confortble luxury vehicle, your fluent English speaking driver will share the history of this regions and of the Tuscan wines, its regulations and appellations.
Your first stop will be San Gimignano, that still hails today as one of the most impressive medieval hilltowns of all of Italy. Take a stroll in this quaint walled city through the streets lined with tall and impressive medieval stone towers.
Shops overflow with local goods including tasty meats and cheeses and hand-crafted ceramics, the famous saffron cultivated in its area from the medieval age.

The tour will continue visiting our first “Vernaccia di San Gimignano” winery where you will enjoy a guided tour of the cellar during which you will learn about the wine making process and the traditions of this fresh white wine.
Following a typical lunch will be served at the winery with Tuscan food along with local wine and olive oil tasting.

In the afternoon you will reach the heart of the enchanting Chianti region and its hilly territory with the opportunity to stop to take memorable pictures of vineyards, olive groves and cypress trees.
Here you will visit our second well rated Chianti winery for a private Chianti wine tour of the cellar and a wine tasting of red Chianti Classico, Gallo Nero DOCG (Black Rooster), based on Sangiovese grape and other local grapes and olive oil tasting so that you will start deepening the knowledge of the characteristic of the important Tuscan wines.


  • Available: All year round. Rain or shine
  • Duration: 9 hours
  • Travelling time: 3 hours

Wineries – Boutique family owned wineries, well rated internationally and out of mass tourism.

Note we can also check availability to visit wineries suggested by you.

Wines tasted - Whites (Vernaccia, Chardonnay), Rosè (Vernaccia) Reds (Chianti Classico, Chianti Classico Riserva, Supertuscans IGT local wines)

Possibility to ship wine and/or olive oil, door to door, directly from the wineries.



  • Luxury air conditioned vehicle
  • Pick up and drop off at your accommodation
  • English speaking Driver Guide for the day at disposal
  • All local Taxes, gasoline, driver's meal




  • Lunch - Note: We can provide Allergy Free Food
  • Wine tasting fees



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