Unveiling the Charm of Montalcino and Its Iconic Brunello Wines

Overview

Departing from Florence, enjoy a scenic drive through the Tuscan hills before reaching Trequanda, a charming medieval village in the Val di Chiana. Here, you can explore the Rocca di Trequanda, a well-preserved fortress with Ghibelline battlements, and the nearby Church of Saints Peter and Andrew, known for its stone&brick façade. The highlight of the stop is a visit to a local farm, where you’ll learn the techniques behind creating a Supertuscan wine. You’ll even blend and label your own bottle, becoming a winemaker for a day and taking home a unique souvenir. The journey continues to Montalcino, famous for its prestigious Brunello wine. Enjoy views over the Val d’Orcia, visit the impressive Montalcino Fortress, and stroll through Piazza del Popolo. A short distance away stands the beautiful Abbey of Sant’Antimo, an excellent example of Romanesque architecture. Your day concludes at a local winery with a guided tour and a Brunello tasting, celebrating an authentic flavor of Tuscany.

What's included

• ✓Free time for sightseeing
• ✓"Winemaker for a day" experience in Trequanda
• ✓Winery visit and wine tasting in Montalcino

What you'll do

1. 1

   Trequanda is a picturesque medieval village nestled in the heart of Tuscany, between the rolling landscapes of the Val d'Orcia and the Crete Senesi. Rich in history and local charm, the village offers a peaceful atmosphere far from the crowded tourist routes, making it an ideal stop for those seeking authenticity and relaxation. Its historic center features narrow cobbled streets, traditional stone houses, and the beautiful Church of Saints Peter and Andrew, known for its Romanesque architecture and striking black-and-white facade. Nearby, the ruins of the ancient Cacciaconti Castle, with its distinctive round tower, stand as a reminder of Trequanda’s noble past. Surrounded by vineyards and olive groves, Trequanda is also known for its high-quality extra virgin olive oil and deep-rooted agricultural traditions. The village is part of the "Città dell’Olio" network and hosts seasonal festivals celebrating local food and culture.

   ⏱ 2 hours
2. 2

   Montalcino is a charming medieval town perched on a hilltop in southern Tuscany, offering panoramic views of the surrounding valleys, vineyards, and rolling hills. Best known as the home of Brunello di Montalcino, one of Italy’s most prestigious wines, the town is a true paradise for wine lovers and cultural travelers alike. Its historic center is a maze of narrow streets, artisan shops, and traditional trattorias, all framed by ancient stone buildings that reflect its rich past. The imposing fortress, or Rocca, dating back to the 14th century, still stands guard over the town and hosts wine events and tastings throughout the year. Montalcino is surrounded by a stunning natural landscape dotted with vineyards and cypress-lined roads, making it a perfect destination for scenic drives and relaxing countryside escapes. With its blend of wine excellence, history, and Tuscan charm, Montalcino captures the very essence of this iconic region.

   ⏱ 1 hour
3. 3

   Winetasting in Estate

   ⏱ 2 hours

Availability & pricing

2 tour options available. Pick your exact date & check live availability on the booking page.

Good to know

• Infants and small children can ride in a pram or stroller
• Service animals allowed
• Public transportation options are available nearby
• Specialized infant seats are available
• Suitable for all physical fitness levels
• The consumption of alcoholic beverages is prohibited for individuals under 18 years old

Cancellation policy

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