• Overview
  • Itinerary
  • Trip Includes
  • Trip Excludes

This itinerary touches on the finest wine and culinary areas of Tuscany and provides full immersion in the Italian culture and vibrant local communities. This journey is packed with exciting experiences, from visiting wineries and comparing extra-virgin olive oils to participating in cooking classes and visiting cultural and historical Tuscan villages. You will also experience interactive food discussions and gain cultural insights from your native Italian tour director.

  • Suggested Number of Days: 5 to 8
  • Suggested Airports to fly in/out: Florence
  • Transportation: Private cars and drivers

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Day 1


Meet your private driver at your arrival airport or train station. Transfer to our countryside Tuscan style resort in the heart of Chianti Classico.

Day 2


After breakfast drive through the Chianti Classico hills and legendary villages such Radda, Greve and Gaiole in Chianti. Discover an ancient monastery and palace hosting historical underground wine cellars. Learn and taste the best Extra Virgin Olive Oil of the area

Day 3


Depart for San Gimignano the home of the first white Italian appellation wine, which is now a well-known DOCG (the top Italian wine appellation), made with Vernaccia grapes. The village is one of the most fascinating medieval towns in Italy with many stone tall towers marking the landscape. Free time here to discover the many stores, artisan leather products, cheese, wild boar sausages and ... porcelain! The saffron of San Gimignano is extremely pure. It’s cultivated according to organic methods. 150.000 flowers give 1kg of saffron. It has recently been awarded with the DOP status (Denomination of Origin Protected).

Day 4


After breakfast drive to Siena, Italy's loveliest medieval city. Our local expert and guide Stefano takes you through ancient palaces and narrow medieval streets to understand the myths and facts of the famous "Contrade" and the "Palio". Taste the famous Siena Ricciarelli IGP (Food of Protected Geographical Origin), a white, soft, moist and extremely sweet boat-shaped almond pastry covered with white icing sugar.

Day 5


Today is the day to become acquainted with the true Tuscan cuisine along with mamma Vilma. Her passion for Tuscan cuisine is in her eyes, you will notice it right away! First of all, in the morning, blend in with the locals in the piazza, have a cappuccino (remember: cappuccino is a breakfast item for Italians) perhaps discussing politics and soccer then shop for local food to buy the ingredients for cooking. If you are familiar with the Italian language, you will recognize the beautiful Florentine accent everywhere here. Then participate in a hands-on pasta making class. Put your hands to work while making all kinds of fresh pasta shapes: tortelli, ravioli, fettuccine and more. As an Italian meal does not only include pasta, gather around Vilma’s kitchen where she cooks the rest of the meal. Then it is simple: eat, taste, drink, repeat … and perhaps even have a siesta! What a day!


Your Plan

After breakfast and check out, we will arrange a private transfer for you to the airport or train station.


  • Five nights in a four-star Tuscan countryside resort
  • The accommodation is handpicked among the range of choices based on our local, strong knowledge of the area
  • Breakfast every day
  • All activities, as described in the itinerary
  • Transfer from/to airport or train station


  • Airfare.
  • Trip cancellation, interruption and medical insurance.
  • Gratuities and city hotel taxes.