Private Mercedes Tours of San Gimignano and the Wine Country

This fantastic day Gimignano Wine Tour excursion is designed for food and wine lovers staying in Siena, in Chianti, or Florence and looking for a short taste of the Tuscan countryside. You will visit a beautiful winery in the Chianti Classico such as Castello di Monsanto; you will enjoy a homemade traditional al fresco lunch at an intimate wine estate, visit a Vernaccia di San Gimignano wine producer such as Teruzzi & Puthod or Panizzi or Montenidoli. Your day will end with an excursion to the beautiful medieval San Gimignano, one of the most picturesque villages in Italy.

The Chianti Classico appellation is located between Siena and Florence, and it includes the villages of Radda, Castellina, and Gaiole. It is the quintessential romantic Tuscan Wine Country you imagine with fairy tale castles crowning hilltop villages and lush valleys blanketed in vineyards. After a marvelous VIP winery visit and tasting in a historic cellar and convivial lunch, you will head to the second winery of the day to discover Vernaccia di San Gimignano wine.

The darling village of San Gimignano is next, and you will enjoy a private guided tour of this lovely town’s most cherished gems, such as the medieval towers, the outdoor frescos, and much more. On the way back to Siena, you will stop for a ‘digestivo’ or coffee in the remarkable walled hamlet of Monteriggioni. Arrive at your hotel in Siena in the early evening.

San Gimignano Wine Tours Highlights:

  • Excursion to San Gimignano & Monteriggioni
  • VIP Wine Tasting of Chianti Classico and Vernaccia di San Gimignano
  • Private Mercedes Chauffeured Tour

Below is a suggested Itinerary for your private San Gimignano Wine Tours

  1. San Gimignano - Monteriggioni

    Sample San Gimignano Wine Tours Itinerary

    I Balzini cellars
    • None
    • Homemade lunch with estate wines
    • Private Chauffeured Mercedes

    Your elegant driver will pick you up from your hotel or villa in or around Siena. Travel out of the city and into the wine country to visit a fabulous cellar such as Castello di Monsanto stellar estate. You will enjoy a walk through the vines and a full tour of the vinification rooms and barrel chambers, followed by a superb tasting of wines. What a way to spend the morning!

    Lunch will follow at one of our favorite wine estates, I Balzini, producing award-winning Super Tuscan wines. Antonella and her husband, Vincenzo D’Isanto, are the enthusiastic owners. When master sommelier Vincenzo and savvy marketer Antonella started the I Balzini estate in the 1980s, they chose this plot for its advantageous microclimate and mineral-rich volcanic soil – not to mention the deliciously pure beauty of the countryside. You will taste their wines paired with classic Tuscan specialties like Pappa al Pomodori (bread, tomatoes, and thick basil soup), Panzanella (bread, tomatoes, onions, cold cucumber salad), and of course hand-made fresh pasta with San Gimignano saffron. You might finish the meal with homemade Panna Cotta; this is a real treat.

    After lunch, you will visit a second winery, one of the best producers of white wine, Vernaccia di San Gimignano DOCG. Since the thirteenth century, Vernaccia di San Gimignano had been on the tables of kings, popes, and wealthy merchants, being the seventeenth century its golden age: the wine was one of the favourite of De Medicis court, Giorgio Vasari painted a young satyr drinking Vernaccia in the Palazzo Vecchio in Florence, and Michelangelo Buonarroti wrote about the wine, describing it as smooth and sweet on the lips but pungent, savory on the palate. Made with Vernaccia grape, wines are dry, medium-bodied, citrusy, and crisp, with a slightly bitter note on the finish.

    Next, you will want to stretch your legs and walk off the vino, and a private guided walking tour of enchanting San Gimignano is in store for you. Enjoy a loop around the village, taking in the lovely Collegiata, the Piazza della Cisterna with its 13th-century cistern, and head to the Rocca- the castle fortress- for spectacular views over the ancient towers. You will have some free time on your own to take in the boutiques, art galleries, and charming gourmet shops. Do not miss a yummy gelato at Gelateria Dondoli’s

    On the way back to Siena, you will stop at the amazingly preserved hamlet of Monteriggioni, set amid vineyards and enclosed by a medieval wall. This little town is a great place to take photos, go for a walk through picture-perfect streets, have a quick coffee or gelato, or perhaps another last vino for the day. You will be dropped back at your hotel in the early evening.


    And this concludes your VIP Food and Wine Excursion.

    “A VIP Deluxe Wine Tasting Excursion!”

More information

If you would like us to customize an exclusive, luxury tour for you, get in touch with us and let us know your travel plans. We offer luxury food and wine tours for private groups of minimum 2 guests. All of our private, chauffeured tours are available year round upon request.

Contact us for your personalized quote!
Cellar Tours Private Luxury Food & Wine Tours

Cellar Tours

Cellar Tours is a Luxury Travel Specialist, operating since 2003 and offering exclusive Mercedes chauffeured Gourmet Vacations in Chile, France, Italy, Ireland, Portugal, South Africa, and Spain. We specialize in luxurious custom designed vacations, events and incentives related to food and wine. We are proud members of Slow Food, UNAV (Travel Agency Association in Spain), and the IACP (International Association of Culinary Professionals).

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