Chianti & Castles Small Group Tour From Siena

Chianti & Castles Small Group Tour From Siena

Book Chianti Tour from Siena with us today and set off on a flavorsome adventure. You'll visit authentic Tuscan wineries as well as explore the countryside! Read More ...


Key Details


Monday to Sunday

Collection Point

Piazza Gramsci (in front of Bar La Lizza), Siena




Maximun 25 people


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Easy Cancellation
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Chianti & Castles Small Group Tour From Siena



Children (7-17)  


Student (ID Required)  


Senior (65+)  


Castles & Chianti Tour from Siena Description

Venture on a day trip from Siena and visit the picturesque Chianti area. Our Chianti tour from Siena takes you and your taste buds on a true Italian adventure!

As we travel through the Tuscan countryside, you will be able to enjoy the unspoiled landscapes that sheltered Chianti vineyards for centuries. The scents, flavors, and sounds of the rural life will enchant your senses. All that while you discover ancient castles, churches, and small villages!

Next, the tour takes you to a quaint wine estate where we treat you to a guided tour of the wine cellars. You’ll learn about different stages of wine production as well as get to taste the wines accompanied by samples of local produce (cured meats, bruschetta, and salami). You will also visit the medieval fortress of Monteriggioni where you will have free time to wander around local shops, cafés, and gelaterias. At last, we will take you to another local winery for the tasting of olive oil and wine.

Activity Highlights

Tuscany is not only famous for its history, art, and architecture but also exceptional wine, gastronomy, and lavish countryside. It would be a pity not to explore all this region has to offer. However, many travelers miss out on this worthy opportunity simply because organizing Tuscany dinner tours by yourself is not that simple. It’s even harder if you don’t speak a word of Italian.

Booking Chianti tour from Siena with us gives you the full experience with none of the worries. You don’t need to look after your friends and family, worry about finding a bus stop, missing a connection, or losing your way. We take care of all the details, so you can kick back and relax.

Besides all of the perks we mentioned already, you will get to travel in a comfy mini-van with the leadership of your multilingual tour escorts. We also provide pickup and dropoff service, easy online booking, and incredibly friendly cancellation policy!

History Sneak Peek

The first incarnations of Chianti wine occurred in the 13th century. Unlike today, its first versions were white but delicious enough to make the vineyards famous. Soon, people started to refer to the whole area as Chianti, not just the wine.

It all became official when, in Middle Ages, three villages (Radda, Gaiole, Castellina) formed a League of Chianti. The territory of these three winemaking villages became the spiritual and historical “soul” of the Chianti region.

As the Chianti wine became gradually more popular, more and more Tuscan towns wanted to carry this label Chianti. Hence, the boundaries of the area witnessed countless expansions and subdivisions. Unavoidably, the variety of soil and microclimates caused the wine to be of a wide range of quality. The issue got so out of hand, by the end of the 20th century, public associated once complex Chianti with mass-market wine.

The DOCG (Denominazione di Origine Controllata e Garantita) put an end to this. Today, only a few wineries can brand their wines Chianti. Each winery has its own special recipe which, nonetheless, has to abide by the strict DOCG rules.

Excited to savor the real taste of Tuscany? Book our Chianti tour from Siena today and we guarantee you an unforgettable experience.

Before You Go

  • Prices for Children from 0-2 years old: free of charge
  • Check-in closes 15 min before departure
  • You must be able to climb and descend stairs
  • Small Groups; maximum 8 people on the mini-van

What is included

  • Pickup service on request
  • Travel by minivan with air conditioning for a maximum of 8 people
  • Expert multilingual escorts
  • Wine, oil and balsamic vinegar tasting
  • Snack with sliced cured meats and typical salami
  • Visit two famous estates with tour of the wine cellar
  • Self-guided tour of the Monteriggioni fortress
  • Drop off service on request
  • Travel insurance and other emergencies



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