Top Siena Pastry Tours in 2026

Spend a day sipping one of Italy’s top wines, Brunello di Montalcino, on this trip from Siena to Montalcino. Travel first to a small winery to explore the vineyards and cellars and taste the famous Rosso and Brunello di Montalcino wine. Then, visit a family-run winery in Montalcino, where you tour the grounds and sit down for a classic Tuscan meal with more wine. Visit the Abbey of Sant'Antimo before tasting even more wine at your third and final winery of the day.

Become a pilgrim of sorts and take a scenic hike on the historic Via Francigena, an old pilgrimage route that stretched from Canterbury in England to Rome. The rural route takes you through villages, vineyards, and some of the most scenic countryside in Tuscany. Best of all, once you get to the medieval village of Monteriggioni you're rewarded with a wine tasting. At the end, head back to Siena via train.

Learn to cook traditional Italian dishes during this Tuscan cooking class in Siena. From homemade pastas to juicy cuts of meat, a professional chef leads you through a combination of family-favorite recipes and time-tested dishes, culminating with a shared meal and excellent wine. This class is held in a professional kitchen and limited to a small group of 15 people or fewer for a more intimate experience.

This experience stands out by combining an indulgent cooking class on a panoramic terrace kitchen with a tour of vineyards and a 13th-century castle that's been in the family for 17 generations. Learn to make classic Tuscan dishes such as tagliatelle with Tuscan sauces and braised beef, and pair each with local wines for lunch. Then, tour the castle and wine cellar.

Siena lovers, you will get the chance to breathe the atmosphere of the life of the Contrada and the Palio of Siena! An exclusive opportunity! An exciting experience lived with its protagonists: the Sienese people: vising the Museum and the Church of the Contrada Our guide will also lead you through the Piazza del Campo, where the most famous Palio in the world takes place every year on July 2nd and August 14th. We will also visit the Duomo of Siena, a gem set in a jewel city! We will continue to move into the world of the purest tradition with a tasting of typical Sienese sweets: Panforte, Ricciarelli and Cavallucci accompanied by Vin Santo del Chianti. These products, famous all over the world, maintain a high quality offered to the public in the past hundred years! The family of singer Gianna Nannini has been producing these sweets for generations and iat Caffè Nannini twe will stop and taste these specialities.

Take a break from the crowds in Siena, and spend an afternoon in the wine town of Montalcino on this group tour. Don't worry about hiring a car to get there, with transportation all sorted. Learn about Brunello di Montalcino wine and its production, along with wine tastings paired with local snacks. Admire views of the Tuscan countryside from this hill town as you discover the region’s generations-old winemaking traditions.