• Montalcino - Nestled in the heart of southern Tuscany, Montalcino is a charming hilltop town surrounded by rolling hills, vineyards, and olive groves. Famous for its prestigious Brunello di Montalcino wine, this medieval treasure offers a delightful mix of history, culture, and natural beauty. Visitors can wander through its quaint stone streets, explore ancient fortresses, and take in the stunning views of the Val d’Orcia countryside. Montalcino is a must-see for wine aficionados, culinary enthusiasts, and anyone eager to experience the true essence of Tuscany.
• Siena - Siena is one of Tuscany’s most captivating cities, celebrated for its well-preserved medieval architecture, rich artistic legacy, and timeless allure. At the city’s center is Piazza del Campo, one of Italy’s most magnificent squares, known for hosting the historic Palio, an exhilarating horse race held twice a year that enlivens the entire city.

Stroll through Siena’s winding cobblestone streets to uncover remarkable landmarks like the Duomo, a Gothic architectural masterpiece, and numerous hidden corners brimming with history and local tradition. Encircled by the rolling hills of the Tuscan countryside, Siena offers an unforgettable fusion of culture, beauty, and authenticity, making it an essential destination for anyone exploring central Italy.

• Monteriggioni - Monteriggioni is a small, impeccably preserved medieval village nestled in the Tuscan hills, just a short distance from Siena. Encircled by a distinctive circular wall with 14 impressive towers, the town resembles a fairytale setting and has inspired writers, filmmakers, and even video games. Constructed in the 13th century as a defensive outpost for Siena during its conflicts with Florence, Monteriggioni retains its ancient allure, with stone streets, tranquil piazzas, and breathtaking views over the Chianti countryside. Visitors can walk along the ancient walls, explore local artisan shops, and savor traditional Tuscan cuisine and wine in a serene, timeless atmosphere.

A visit to Monteriggioni is like stepping back into the Middle Ages, offering a magical experience for history enthusiasts and those seeking a more intimate, authentic side of Tuscany.

• Pick-up and drop-off if option selected
• Wine tasting and light lunch in a Montalcino Estate
• Visit in Montalcino
• Free Time in Siena
• Wine tasting in Monteriggioni

The day begins with a departure from Florence in a private car or minivan. The journey takes you out of the city and into the picturesque Tuscan countryside, known for its rolling hills, vineyards, and medieval villages. The first destination is Montalcino, renowned for its Brunello wine. After exploring the historic center, there is a tour of a famous winery, where you can stroll through vineyards and cellars, and enjoy a guided tasting that includes local extra virgin olive oil. A farm lunch featuring traditional Tuscan dishes and estate wines follows.

In the afternoon, the trip continues to Siena. Here, you can discover Piazza del Campo, the Cathedral, and other historic landmarks. There is also free time to explore at your leisure, perhaps indulging in a sweet treat from a local pastry shop.

The day concludes in Monteriggioni, one of Tuscany’s most well-preserved fortified villages. Stroll along its intact city walls, then savor a wine and local product tasting at an authentic winery within the village. A perfect combination of history, flavors, and stunning views.

• Travelers below 18 years old are not allowed to drink alcoholic beverages

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