• Explore two of Tuscany’s most iconic hilltop towns, Pienza and Montepulcian
• Enjoy the landscapes of the Val d’Orcia, one of Italy’s most photographed regions
• Taste local wines and regional specialties, including the famous Pecorino cheese
• Discover authentic Tuscan life, beyond the main tourist routes
• 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 watch the landscape slowly open into the rolling hills of the Val d’Orcia, where cypress-lined roads, vineyards, and golden fields create one of the most iconic scenes in all of Italy.

This is the Tuscany you’ve imagined.

Your day begins in Pienza, a small hilltop town suspended above the valley, where every view feels like a postcard.

As you walk through its quiet streets, you will notice a rare sense of harmony — elegant squares, sunlit stone buildings, and panoramic terraces that seem to stretch endlessly across the countryside.

Time slows down here.

Small local shops invite you to step inside, where you can discover Pecorino cheese, the pride of the region, in its many forms — fresh, aged, and paired with honey or local specialties.

From Pienza, the journey continues through the heart of the countryside, where every turn reveals a new view — vineyards climbing gentle slopes, farmhouses in the distance, and the ever-changing light that makes this landscape so unique.

As you arrive in Montepulciano, the atmosphere shifts — more refined, yet just as authentic.

Walking up through the historic center toward Piazza Grande, you will pass Renaissance palaces, artisan shops, and ancient wine cellars hidden beneath the streets, where history and daily life exist side by side.

Here, you may choose to step into a local cellar, enjoy a glass of Vino Nobile di Montepulciano, or simply take in the views stretching over the vineyards below.

There is no rush — only the pleasure of being there.

Along the way, you may stop for a wine tasting or sit down for a traditional Tuscan lunch, where simple dishes, local ingredients, and regional wines come together in a relaxed and genuine setting.

Moments like these often become the ones you remember most.

Throughout the day, your experience unfolds at your own rhythm — unhurried, flexible, and shaped around what you enjoy most.

Because Tuscany is not just something to see.
It’s something to feel.

At the end of your experience, relax on the drive back to Siena, as the landscape slowly fades behind you — leaving you with the feeling of having truly lived a day in Tuscany.

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