• Discover two of Tuscany’s most iconic wine regions, Montalcino and Montepulciano
• Enjoy wine tastings at local wineries, often family-owned and rich in tradition
• Explore charming hilltop towns, surrounded by vineyards and rolling countryside
• Savor authentic Tuscan flavors, with the option to enjoy a traditional local lunch
• Travel in comfort with a private driver, with a flexible itinerary tailored to your pace

We offer a private Mercedes Minivan and an English-speaking driver, ensuring a smooth and comfortable experience throughout the day. Your driver will be waiting in your hotel lobby or at a convenient meeting point, holding a sign with your name.

Leave the city of Siena behind and enjoy a scenic drive through the rolling hills of Tuscany, where vineyards, olive groves, and cypress-lined roads create one of the most iconic landscapes in Italy.

Your journey leads you into the heart of Montalcino, a hilltop town world-renowned for the production of Brunello di Montalcino, one of Italy’s most prestigious wines.

Surrounded by vineyards and open countryside, Montalcino offers a perfect balance of wine culture and timeless atmosphere. As you explore, you will find quiet streets, local shops, and sweeping views over the Tuscan hills, with time to pause and take in the setting.

Here, you will have the opportunity to taste local wines, often paired with regional specialties such as aged cheeses, cured meats, and artisanal products.

The experience continues through the countryside, where the landscape gradually changes as you approach Montepulciano, another elegant hilltop town known for its production of Vino Nobile di Montepulciano.

Walking through its historic center, from Porta al Prato toward Piazza Grande, you will discover Renaissance architecture, artisan boutiques, and historic wine cellars carved beneath the town.

The atmosphere here feels refined yet authentic — a place where wine, history, and everyday life come together naturally.

During the day, you will stop at two carefully selected local wineries, often family-owned and away from the main tourist routes.

Here, it’s not just about tasting wine — it’s about meeting the people behind it, hearing their stories, and understanding the passion and tradition that go into every bottle.

You will also have time to enjoy a traditional Tuscan lunch (optional), prepared with fresh local ingredients and served in a relaxed countryside setting — a simple and authentic moment that often becomes one of the highlights of the day.

Throughout the experience, your itinerary remains flexible, allowing you to explore at your own pace and focus on what interests you most — whether it’s wine, scenery, culture, or simply enjoying the beauty of Tuscany.

At times, it is simply about the journey — the changing light across the hills, the quiet roads between vineyards, and the feeling of slowing down.

At the end of your experience, relax on the drive back to Siena, taking with you unforgettable memories of Tuscany, its landscapes, and its timeless way of life.

Elevate your day with a customized winery selection, tailored to your preferences for wine style, setting, and atmosphere.

Your English-speaking driver will accompany you throughout the journey, ensuring a smooth, relaxed, and flexible experience as you explore Tuscany at your own pace.

For a more personalized experience, additional stops or extended time at wineries can be arranged upon request.

For groups of 9–24 guests, multiple minivans will be arranged to ensure maximum comfort and seamless travel throughout the day.

• We recommend sunscreen, sunglasses, and light, comfortable clothing, especially during warmer months
• Comfortable walking shoes are recommended, as visits include walking in hilltop towns and wineries
• Wine tastings and lunch are not included and are paid directly on site
• Please inform us of any dietary restrictions in advance
• This is a private and fully customizable experience, tailored to your preferences