Montalcino Bike & Wine Tour

A bike day from the old town of Montalcino to the countryside and back riding through the vineyards that made this territory famous worldwide


Full day


Private tours








Not Included

Let’s go for a bike ride around Montalcino!

An easy biking tour that loops around the Montalcino countryside. We start from the old town and head towards the Brunello terroir, passing by even smaller villages, vineyards, and the spectacular Sant’Antimo Abbey.

We stop for a pairing lunch by a Brunello winery where we also tour the cellar and the barrel. We provide the bikes, helmets, and an expert guide who safely leads you along gravel roads stopping here and there to take pictures, rest, or simply admire the natural and untouched landscape of Montalcino.

Start from the quaint town of Montalcino, then head south climbing up to the highest point of the area and our tour. Then we enjoy a long downhill ride passing deep green forests, ancient vineyards, and stone farmhouses until we reach the village of Sant’Angelo in Colle where we can stop for pictures from the famous little wall where the townsfolk meet and chat overlooking the valley of vineyards.

Then we take “Sesta”, the quiet dirt road that runs through the middle of some of the most famous vineyards in the world where great Brunello wines are produced. We ride up and down the gentle hills on this charming road to the Sant’Antimo Abbey where we can rest a little and visit the 8th century church and botanical gardens.

At the winery, you have a private tour where you will meet the owner or one of the staff, a wine expert who guides you through the estate: vineyards, facilities, and aging cellar. At the end of the tour, we have our own reserved area for the tasting lunch, usually with a view.

Here, during the lunch,  you taste 4-5 wines (it depends also on the size of the estate) guided by the owner or by an expert, such as a sommelier, who tells you the story of these wines, their characteristics, and best pairings. If necessary, your guide will also provide a brief introduction to the correct way to taste wines as well as an explanation of how the Italian system of wine denominations works.

The last stretch of this ride is the road from the nearby village of Castelnuovo dell’Abate that leads back to Montalcino. Along the way, we are rewarded by the breathtaking views of the Val d’Orcia valley that suddenly opens towards the east with its patchwork of olive groves, fields of grains, and the famous rolling hills dotted with cypress trees.

What's included

  • local and expert bike guide who will accompany you on the tour and explain the secrets of the countryside
  • bike, helmet, water
  • private visits with wine tastings (sometimes also grappa and extra virgin olive oil) at Brunello wineries
  • light lunch with local food

What's not included

  • gratuities
  • possible transportation from/to your accommodation or van support (available as an extra: contact us)

Map of Montalcino bike tour

Length: 30 km (18 mi), about 3 hours biking

Elevation gain: 450 m+, 450 m- (1.500 ft+, 1.500 ft-)

Terrain: road and gravel rolling terrain with some short climbs

You can choose between carbon frame race bike, hybrid and high-end E-bike


Is this bike tour too hard for me?

This is an easy tour for almost everyone. We will stop as many times as you would like to talk about the area, its flora and fauna, to rest, and to take pictures in the best spots. Be prepared to pedal for 3-4 hours

Can you pick us up in Pienza, Montepulciano, Siena, Firenze, San Gimignano, Chianti, etc.?

Yes, of course. Before booking, we will provide you with a price quote for this extra service.

Pickup Points: ask us if you need transportation.

Departures: Everyday

Season: All year long

Start from € 130
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Would you like to modify this tour or design your own experience in Tuscany?
Let us know your needs and wishes and we will tailor the perfect program for your trip to Italy.

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Starting from € 130
Montalcino Bike & Wine Tour