• Siena - Begin your adventure in Siena, a city renowned for its medieval allure and vibrant cultural legacy. A local guide will lead you through its winding streets, revealing centuries of history. Admire the famous Piazza del Campo, one of Europe’s most celebrated squares, known for hosting the exhilarating Palio horse race. Be amazed by the magnificent Siena Cathedral, a Gothic masterpiece featuring intricate details, marble floors, and priceless artworks by masters like Michelangelo and Donatello. Experience the vibrant atmosphere of this historic city, a proud rival of Florence throughout history.
• Piazza Salimbeni - Wander through Piazza Salimbeni and appreciate the stunning architecture of the buildings surrounding the square. The iconic Palazzo Salimbeni stands as a testament to the town’s financial history, offering a glimpse into Siena’s rich past while providing a serene and picturesque setting in the heart of the city.
• Duomo di Siena - Follow your guide and admire from the outside the remarkable Duomo di Siena. The Duomo di Siena, or Siena Cathedral, is one of the most outstanding examples of Italian Gothic architecture. Dedicated to the Virgin Mary, it was built between the 12th and 14th centuries and stands as a symbol of Siena’s rich history and artistic legacy.
• Strada in Chianti - Continue your incredible journey with a visit to a traditional winery in the Chianti region, where you’ll enjoy a guided wine tasting experience. Savor the rich flavors of Chianti Classico and other local varietals, perfectly paired with regional delicacies like pecorino cheese, cured meats, and bruschetta. Discover the secrets of winemaking, from grapevine to glass, and embrace the traditions and passion that define this celebrated wine region.
• San Gimignano - Next, travel through the picturesque Tuscan countryside to reach San Gimignano, a hilltop town often referred to as the “Medieval Manhattan” for its iconic skyline of 14 ancient towers. Explore Piazza della Cisterna and Piazza del Duomo, stroll along charming streets lined with artisan shops, and admire the town’s remarkably preserved medieval architecture. The stunning views of vineyards and olive groves stretching out to the horizon will leave you enchanted, making San Gimignano an unforgettable highlight of your day.
• Piazza della Cisterna - Head to Piazza della Cisterna, the heart of San Gimignano’s historic center, and enjoy the internationally acclaimed, award-winning gelato from Gelateria Dondoli.
• Collegiata di Santa Maria Assunta - Duomo di San Gimignano - Admire the Duomo of San Gimignano from the outside, with its impressive Romanesque facade and beautiful location in the heart of the town, offering a glimpse of its medieval charm and historical significance.
• Rocca of Montestaffoli - Explore the Rocca di Montestaffoli, both from the outside and within, where you can appreciate its imposing structure and wander through its historic interior. From the top, enjoy breathtaking panoramic views of San Gimignano and the surrounding countryside, immersing yourself in the rich medieval heritage of the town.
• Piazza del Campo - Visit one of the most significant squares in the city of Siena and be captivated by the imposing “Torre del Mangia”. Built between 1338 and 1348, it was designed to match the height of the Siena Cathedral’s bell tower, symbolizing the harmony between religious and civic authority in the city.

• Expert English Only Tour Leader
• Free time in San Gimignano
• Roundtrip transportation by air-conditioned minibus or minivan with free wi-fi
• 1 Hour English Only Guided tour of Siena with an Expert Local Guide
• Sampling of wines, extra-virgin olive oil and regional products
• Visit of a typical Chianti Winery with wine tasting
• VIP Small Group Tour up to 25 participants

• Pick up and drop off
• Gratuities

Embark on a comfortable, fully-equipped GT coach to explore the enchanting wonders of Tuscany.

The first destination on this small group tour is the magnificent city of Siena. Here, with the guidance of a local expert, participants can wander through the city’s charming streets, marveling at the stunning Piazza del Campo and the impressive Siena Cathedral.

A visit to Tuscany wouldn’t be complete without stopping at a Chianti winery. Enjoy a relaxing pause during the tour to indulge in a tasting of some of the region’s most iconic wines. Alongside the wine, savor a selection of delicious local products, allowing for an authentic taste of Tuscany’s flavors.

Conclude the journey by exploring San Gimignano, renowned for its 14 medieval towers and breathtaking views of the Tuscan countryside. Stroll through its charming streets and piazzas, appreciating its well-preserved architecture.

This tour offers a perfect blend of history, beauty, and wine, providing an unforgettable taste of Tuscany!

• Please inform us of any food intolerance or allergy in advance
• Please note that the given order of the visits may change

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