Siena Chianti Wine and Castle Cycling Tour

Embark on an adventure that will take you through the fascinating hills of the Chianti, crossing the iconic gravel roads of the Eroica, revealing, in a slow and contemplative way, an area rich in food and wine traditions, cradle of the famous Chianti Classico wine (tasting included) and proud of its tradition and culture linked to the long rivalry between Siena and Florence. In addition, the experience includes a guided tour of one of Chianti's most characteristic castles, the castle of Brolio, from which you can take in magnificent panoramic views to the vineyards and the city of Siena. To experience the most out of the territory, we'll book lunch at a local family owned restaurant where you, in addition to enjoying its tranquility and warm welcome, can savour the dishes of the Tuscan tradition. On our way back, we'll will make a stop at one of Italy's most beautiful villages, San Gusmé, where time seems to flow in a different pace.

Meeting Point

Via Mentana, 38

Via Mentana, 38, 53100 Siena SI, Italy

On foot: from downtown Siena, exit Porta Camollia, then continue straight ahead until the roundabout. Turn left to Via Mentana. Walk for 100 m / From Siena train St: exit the train station, take the escalator inside the mall until its end. Turn right, go straight until the roundabout. Turn left

What's included:

• Certified bicycle touring guide for the National MTB Academy with total knowledge of the area
• Third party liability insurance (in accordance with the terms of liability policy 00079732000097)
• Emergency mechanical assistance in case of breakdown
• Guided Tour in the Castle of Brolio

What to expect:

Duration: 7 hours, 15 minutes

Siena

Siena

Start of the tour and bicycle riding until the village of Geggiano, where we make a short pause for storytelling and pictures

1 hour

Villa di Geggiano

Geggiano Fatt, Castelnuovo Berardenga, 53019

In this hamlet we make a short pause in the outer part of the Castle to discover the importance of the Bianchi Bandinelli family, the lords of this area, and the production of the Chianti Classico. Picture moment as we can contemplate the Siena's Skyline.

20 minutes

Vallepicciola

Strada Provinciale 9 di Pievasciata, 21, Castelnuovo Berardenga, 53019

From this point, the landscape assumes hilly shapes, with cypresses decorating the roads, and castles that reign over the territory. It is the moment of the famous gravel white roads of the Chianti Classico, known for the Eroica race. We pass in front the Vallepicciola Winery, before accessing the Castles Roads. Along the way, we'll make stops for pictures and storytelling

Pass by without stopping

Pianella

Pianella

We roam through the white gravel roads, with time for pictures and storytelling until reaching Monti in Chianti.

30 minutes

Monti

53013 Monti, Province of Siena, Italy

We stop at a local caffè in the hamlet of Monti in Chianti, to stretch, go to the loo and taste senese biscuits and pastry, before climbing to the Castle of Cacchiano.

30 minutes

Castello di Cacchiano

Località Cacchiano, 53013 Gaiole in Chianti SI, Italy

We'll pass in front of this castle, and admire it from far away, during some stops for contemplating the landscape. Estimated time between Monti in Chianti until the Brolio Castle: 30 min.

Pass by without stopping

Castello di Brolio

Localita Madonna a Brolio, , Gaiole in Chianti, 53013

We will get off our bikes for a tour led by a local guide of the castle's installations, learning in detail about events related to the intestine wars between Siena and Florence, and the life of the Ricasoli family. Afterwards, we'll pop into the wine cellar to learn about and possibly taste one of the many Chianti Classico options produced by Vinicola Ricasoli.

1 hour • Admission Ticket Included

Barone Ricasoli

Localita Madonna a Brolio, Gaiole in Chianti, 53013

Here it is included the wine tasting of one glass per person, to be chosen between their three types of Chianti Classico, or other varieties of their eccelent wines. If you'd like to have a taste of other wines, you can pay for extra glasses of wine.

30 minutes • Admission Ticket Included

Agribar Brolio

Località Madonna a Brolio, 53013 Gaiole In Chianti SI, Italy

After the wine tasting, we take some time to enjoy this iconic old style bar, a mandatory stop for cyclists and enthusiastics. Here we take some water and snacks before restarting cycling.

15 minutes

Borgo di San Gusme

Castelnuovo Berardenga

After the guided visit and wine tasting at Brolio/Ricasoli, we will climb back into the saddle and head for the restaurant where we will sample the delicacies of the typical Tuscan gastronomy. The restaurant is located in this precious hamlet, where you'll have time to explore its interesting monuments and local culture.

1 hour, 30 minutes • Admission Ticket Not Included

Siena

Siena

We climb back to our ebikes and return to Siena, via the gravel roads of Chianti and some local provincial roads. There'll be short pauses for storytelling and we can add a stop for coffee or WC if necessary.

1 hour, 30 minutes