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Tours from Siena to San Gimignano, Chianti & Montalcino

Full day tours from Siena, lets you explore San Gimignano, the fortress of Monteriggioni, Val d'Orcia, and Montalcino; a Tuscan light lunch and wine tasting are included.

  Duration: 11h
  Hosted in: EN / IT

  Authorized Seller

Tours from Siena to San Gimignano, Chianti & Montalcino

★ ★ ★ ★ ★    3 Reviews
★ ★ ★ ★ ★
€ 65
About This Activity
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Licensed Guides
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Monday - Thursday - Sunday
Group: Max25 people

What you'll do

Take advantage of one of our tours from Siena and discover the medieval town of San Gimignano, Chianti area, and lovely Montalcino.

First, the tour will head to San Gimignano also known as a city of a hundred towers and UNESCO World Natural & Cultural Heritage site. Our tour leader will impart to you all the key information so you can make the most of your free time in the towns historic center. [readmore]

Here you will discover small artisan shops and quaint palazzos. San Gimignano is also special for it's Vernaccia wine, a white wine exclusive to this area. Next, the tour will move on to Monteriggioni, an old crown-shaped fortress. Its walls date back to the 12th Century. Next on the itinerary is a wine tasting in a Chianti winery accompanied by of local salami, cured meats, cheeses and other local products.

Afterward, the trip from Siena continues to Val dOrcia, another UNESCO World Heritage site (since 2004). There, you will visit the medieval village of Montalcino which dominates the vast Brunello vineyards from a hilltop. The last stop of the day is in a local wine cellar where you shall taste the famous Brunello of Montalcino wine; one of the best wines in the world. Again, you will have a chance to savor other typical local products, as well.

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Included / Excluded
Travel by minivan with air conditioning for a maximum of 8 people
Expert multilingual escorts
Wine tasting and Light Lunch consisting of typical Tuscan dishes
Snack with sliced cold meats and typical salami
Drop off service
Travel insurance and other emergencies
Hotel pick-up and drop off
Souvenir photos

Before You Go

Prices for Children from 0-2 years old: free of charge

Check-in closes 30 min before departure

The vegetarian menu is available upon request

You must be able to climb and descend stairs.

Meeting Point

Piazza Antonio Gramsci, Siena, Province of Siena, Italy

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Activity Highlights

The region of Tuscany is rich and diverse in the experiences it offers. Its eventful history, natural treasures, and flavorsome gastronomy are hard to resist. Confining your vacations to a single city, even as lovely as Siena, would be a pity. However, it's not always easy to organize a trip around Tuscany, especially if you are interested in the small, clandestine places that are hard to reach.

Purchasing tours from Siena with us lets you immerse yourself in the exploration without worry. We will take care of all the organizational details like transport, reservations, and expert multilingual escorts.

The price of the San Gimignano, Chianti, and Montalcino tour includes a free pick-up service, travel by an air-conditioned minivan, wine tasting, light lunch composed of local dishes, a snack of cured meats and cheeses as well as a drop-off service.

Moreover, the tour offers you a great deal of flexibility to personalize your experience by giving you free time to explore in both San Gimignano and Montalcino.

History Sneak Peek

San Gimignano overlooks its surroundings from a hilltop. The town is visible from a great distance, even more so thanks to its towers. This tiny unassuming town is famous as the town with a hundred towers. In the 13th century, San Gimignano skyline featured as many as seventy-two towers. However, only thirteen of those towers still stand today.

Why such passion for tower-building? Well, at the time, every wealthy family wanted one. In Middle Ages, towers represented wealth and power as the construction process was costly and difficult. Most of the materials had to be mined and imported. Hence, only the wealthiest families in town could afford to build such extravaganza.

Montalcino is also centuries old. Its biggest gem, besides the marvelous views and ancient architecture, is the Brunello wine. Brunello di Montalcino is wine recognized all over the world.

In the past, the word Brunello didn't actually refer to the wine but to the grape. Its quite logical, the local grapes are small and brownish and the word Brunello means a small brown one. The locals call Sangiovese Grosso grape Brunello until today.

Tuscany wine tours are an experience to savor, literally and metaphorically. Book the tours from Siena to Tuscan countryside with us and give a new dimension to your holidays.

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