From Siena you will explore its near by Wine Country & gastro delights


Overview of Siena Wine Tour

Siena is one of Tuscany’s most delightful and beautiful cities and a fantastic destination for a wine tour, as it is within easy reach of top wine regions like Montalcino and Chianti Classico, as well as the airports of Florence and Pisa. So, for wine lovers looking for a short and luxurious break in Italy, we have organized this fabulous tour! Dining is just as important as wine on our tours, and you can look forward to a range of gastronomic experiences from Michelin-starred restaurants to rustic and warm meals at historic wineries.

Apart from food and wine, you will take on a privately guided tour of Siena’s “Centro Storico” along with chauffeured sightseeing tours of the beautiful Tuscan towns of Val d’Orcia towns, including Pienza, Bagno Vignoni, San Quirico d’Orcia, and hidden gems like Crete Senesi and Accona desert. This is an ultra-luxury short break, and you will have a private chauffeured Mercedes for all the touring, meet the owners and winemakers themselves at the wine estates, and enjoy VIP treatment everywhere you go.

Explore Tuscany, the beautiful Italian region birthplace of the Renaissance, where the powerful Medici family ruled and where many great artists such as Michelangelo, Donatello, and Botticelli found their inspiration. Siena houses a wealth of Renaissance architecture and paintings, which you will discover with your private art guide. Taste top Brunello wines and Sangiovese-based velvety Chianti. Try traditional Tuscan products like “Pecorino alla erbe aromatiche” (cheese with aromatic herbs), “Olio extravirgine di oliva Chianti Classico Dop” (extra virgin olive oil from a designated and protected appellation), “Funghi Porcini Toscani” (Porcini mushrooms) and “Pici” pasta (a delicious traditional pasta from the area south of Siena). And sleep in a breathtaking palace dating back to the 17th century. If you love Italian food and wine and would like to visit Siena and its wine country like a savvy & glamorous local, then contact us today for more information on this unforgettable wine tour.


  • Siena Wine Tour Excursions to Tuscan Wine Country
  • Private guided walking tour of Siena
  • Michelin starred dining in Tuscany
  • Sightseeing in Val d'Orcia San Gimignano & Monteriggioni
  • Privately Chauffeured Mercedes

Suggested Tailored Wine Tour Itinerary

  1. Arrival airport – Chianti Classico - Siena

    Stunning Chianti countryside
    Stunning Chianti countryside

    Arrive Siena & Badia a Coltibuono Wine Tasting

    • 5* Luxury Hotel
    • Traditional Lunch with wine pairings, private wine tasting
    • Private Chauffeured Mercedes
  2. Siena – Montalcino - Siena

    The mythically Luce della Vite winery

    Vertical Brunello di Montalcino Wine Tastings

    • 5* Luxury Hotel
    • Full Breakfast, Traditional Lunch with wines, private wine tasting
    • Private Chauffeured Mercedes
  3. Siena- Val'Orcia – Crete Senesi - Siena

    Pici pasta
    Pici pasta

    Cheese and wine experience in Pienza, and sightseeing in UNESCO site Val d'Orcia and Crete Senesi

    • 5* Luxury Hotel
    • Full Breakfast, Traditional Lunch with wines, private cheese tasting, private wine tasting
    • Private Chauffeured Mercedes
  4. Siena – departure airport

    Buon Viaggio!
    Buon Viaggio!

    Depart Siena

    • None
    • Full breakfast
    • Private Chauffeured Mercedes



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More information

If you would like us to customize an exclusive luxury tour, contact us and let us know your travel plans. We offer luxury food and wine tours for private groups of a mininium two guests. In addition, all of our private, chauffeured tours are available year-round upon request.

Cellar Tours Private Luxury Food & Wine Tours

Cellar Tours

Welcome to Cellar Tours, the premier Luxury Travel Specialist since 2003. Our goal is to provide you with the ultimate food and wine vacation experience, with exclusive Mercedes chauffeured tours that showcase the best of local cuisine and wines.

Our team specializes in crafting bespoke, custom-designed vacations, events, and incentives tailored to your unique tastes and preferences. Travel is not just about seeing new places - it's about creating unforgettable memories and indulging in the finer things in life.

As members of Slow Food, OTAVA (Travel Agency Association in Spain), and the IACP (International Association of Culinary Professionals), we promote sustainable tourism and support local communities. We work closely with top-rated hotels, restaurants, and wineries to provide you with the highest level of service and attention to detail.

Whether you're planning a romantic getaway, a family vacation, or a corporate retreat, let Cellar Tours be your guide. With our passion for food and wine, extensive knowledge of local culture, and dedication to exceptional customer service, we're confident we can exceed your expectations.

Contact us today to start planning your dream vacation – we can't wait to hear from you!

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