Wine Experience in Montalcino and Siena

Overview

The day starts with departure from Florence in a private car or minivan. You’ll leave the city and head into the Tuscan countryside, with its rolling hills, vineyards, and medieval villages. The first stop is Montalcino, famous for its Brunello wine. After a visit to the historic center, you’ll tour a renowned winery, walking through vineyards and cellars, and participate in a guided tasting, including local extra virgin olive oil. A farm lunch with traditional Tuscan dishes and estate wines follows. In the afternoon, you’ll travel to Siena. Discover Piazza del Campo, the Cathedral, and other historic sites. You’ll also have free time to explore at your own pace, perhaps enjoying a sweet treat from a local pastry shop. The day ends in Monteriggioni, one of Tuscany’s best-preserved fortified villages. Walk along its intact city walls, then enjoy a wine and local product tasting at an authentic winery inside the village. A perfect blend of history, flavors, and breathtaking views.

What's included

• ✓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

What you'll do

1. 1

   Montalcino is a picturesque hilltop town located in the heart of southern Tuscany, surrounded by gently rolling hills, vineyards, and olive groves. Known worldwide for producing the prestigious Brunello di Montalcino wine, this medieval gem offers visitors a perfect blend of history, culture, and natural beauty. Stroll through its charming stone streets, discover ancient fortresses, and enjoy breathtaking views of the Val d’Orcia countryside. Montalcino is a must-visit for wine lovers, food enthusiasts, and anyone looking to experience the authentic soul of Tuscany.

   ⏱ 3 hours
2. 2

   Siena is one of Tuscany’s most enchanting cities, renowned for its beautifully preserved medieval architecture, rich artistic heritage, and timeless charm. At the heart of the city lies Piazza del Campo, one of the most spectacular squares in Italy, famous for hosting the historic Palio, a thrilling horse race held twice a year that brings the entire city to life. Wander through Siena’s winding cobblestone streets and discover stunning landmarks like the Duomo, a masterpiece of Gothic architecture, and countless hidden corners full of history and local tradition. Surrounded by the rolling hills of the Tuscan countryside, Siena offers an unforgettable blend of culture, beauty, and authenticity, making it a must-visit destination for anyone exploring central Italy.

   ⏱ 1 hour
3. 3

   Monteriggioni is a small, perfectly preserved medieval village nestled in the hills of Tuscany, just a short distance from Siena. Surrounded by an iconic circular wall with 14 imposing towers, the town looks like something out of a fairytale, and has often inspired writers, filmmakers, and even video games. Built in the 13th century as a defensive outpost for Siena during its wars with Florence, Monteriggioni still retains its ancient charm, with stone streets, quiet piazzas, and breathtaking views over the Chianti countryside. Visitors can walk along the ancient walls, explore local artisan shops, and enjoy traditional Tuscan food and wine in a peaceful, timeless setting. A visit to Monteriggioni is like stepping into the Middle Ages, a magical stop for history lovers and those seeking a more intimate, authentic side of Tuscany

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

Cancellation policy

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