• Cortona - Departing from Florence, the journey leads to Cortona, one of Tuscany’s oldest and most enchanting villages. Situated on a hill in the Val di Chiana and popularized by the film Under the Tuscan Sun, Cortona showcases its Etruscan roots through the impressive walls that date back to the 4th century BC. The village offers a delightful mix of medieval architecture, genuine atmospheres, and local culture, making it a must-visit for those in search of timeless beauty and authenticity.
• Montepulciano - The next destination is Montepulciano: in this captivating Renaissance town, visitors can savor the esteemed Nobile di Montepulciano wine in a charming and historic underground cellar, discovering the secrets of its production and having the opportunity to purchase bottles at appealing prices. After the included tasting, there is free time for lunch (not included) at a typical trattoria and to explore the historic center’s attractions, known as the backdrop for films like New Moon and the series Medici: Masters of Florence featuring Dustin Hoffman and Richard Madden.
• Val d’Orcia - Continuing towards the Val d’Orcia, travelers will enter the heart of one of Tuscany’s most picturesque areas, where they can admire the iconic landscapes of rolling hills adorned with cypress trees, celebrated worldwide for their ineffable beauty and recognized as a UNESCO heritage site. On the way to Montalcino, the settings of famous films like The Gladiator can be seen—a perfect chance for capturing iconic photos.
• Montalcino - The final destination is Montalcino, renowned for Brunello, one of the world’s most famous wines. Here, after exploring the charming historic center, a visit to a renowned winery awaits, where guests can taste Brunello and Rosso di Montalcino wines, immersing themselves in the storytelling of the region’s rich winemaking traditions. Before returning, there is an opportunity to purchase fine wines directly from the producer—an opportunity not to be missed.

• Wine tasting including Vino Nobile di Montepulciano in a historic underground cellar
• Wine tasting including Rosso di Montalcino and Brunello
• Opportunity to purchase wines and local products (worldwide delivery available)
• Ceramic decoration demonstration
• Transport by air-conditioned Mini Coach
• Licensed Tour Escort
• Caf Tour’s Team Assistance at the meeting point

• Hotel pick-up and drop-off

Explore three iconic treasures of Tuscany on an exclusive journey through the stunning Val d’Orcia and Val di Chiana. In a small, premium group with an expert guide, immerse yourself in the enchanting allure of Cortona, a hilltop town celebrated for its ancient Etruscan heritage and as the backdrop of the beloved film “Under the Tuscan Sun.” Discover Montepulciano, a Renaissance gem renowned for its Vino Nobile, and indulge in a tasting within a hidden historic cellar. Be mesmerized by the rolling landscapes featured in “The Gladiator” as you travel to Montalcino, the birthplace of the esteemed Brunello wine, which you will sample at a distinguished winery. This intimate and genuine experience provides a true taste of Tuscan culture and heritage, blending cinematic settings, exquisite wines, and breathtaking UNESCO-listed scenery.

For a full refund, cancel at least 24 hours before the scheduled departure time.