Tuscany Green Bike Tour

A cultural exploration and bicycle tour of Tuscany, based at the Sandro Draghi family farm.

Biking in Tuscany is an ideal option for cycling enthusiasts of all levels. Whether you’re looking to pedal calmly along the gentle lanes of this beautiful region, or to challenge yourself on the very same hills that cycling legends—including Bartali, Cipollini and Bettini—have trained on, Tuscany can truly be said to be a land of cyclists, and much, much more.

From Agriturismo Il Molinello you’ll be able to enjoy a diverse array of Tuscany cycling routes. There are bike routes to the UNESCO World Heritage site Val d’Orcia, tracks across the stark but gentle landscape of Crete Senesi, or lanes cutting through the vineyards of Chianti and Montalcino. You’ll also get a chance to walk the hallowed halls where the Chianti wine was born, or to stroll in such renowned and beautiful towns as Siena and Pienza.

You will be warmly welcomed for all 6 nights of your Tuscany bike tour at Il Molinello, a family-run farm stay, or agriturismo. This is an excellent way to discover Tuscany at its most real and authentic. As well as being a working farm, Il Molinello has premium accommodation options with luxury trappings—perfect for couples, solo travelers, and families alike.

Ecological sensibilities are also fully respected on this greenest of Tuscan bike tour vacations. The farm at Il Molinello has its own organic extra-virgin olive oil production and an organic vegetable garden, and all the apartments have been restored with locally sourced material (travertine and wood). Il Molinello is also energy-independent thanks to solar PV panels, solar water-heating, and other renewable energy sources.

And a complete cultural immersion into the Tuscan lifestyle—together with a warm hospitality—is guaranteed from Sandro and his wife Elisa, together with his parents Mauro and Paola, and his children Emma, Guido, and Bernardo. Not forgetting, of course, their four-legged friends Nerone, Princess Fichina and Regina, il gatto.


  • Accommodation in a 14th-century mill, whose remains are still visible
  • A central position that lets you experience 6 spectacular Tuscany cycling routes in 6 different parts of Siena Province
  • Visits to local farms and wine cellars to discover the people behind your food and drink
  • Breakfasts and dinners inspired by the localism movement for sustainable food
  • Wine and olive oil tasting courses
  • Relax at the spa and thermal springs of Rapolano Terme

Trip Details

Single Supplement
7 days / 6 nights
Total Mileage
234 miles
Daily Average
39 miles
Rolling with a few hills
Start/End Locations
Trip Dates
05/06/18 - 05/12/18
05/27/18 - 06/02/18
09/23/18 - 09/29/18
= Sold Out

Make this tour Private or for more information, call:



Asciano Warm-Up

Welcome to Tuscany! Our optional group shuttle will depart Terontola train station at 11:30 am and will take you to Agriturismo Il Molinello in Asciano in about 35 minutes. We’ll get together at 12:30 pm in the Molinello Enoteca for lunch and a brief introduction talk. In the afternoon after a bike fitting, we’ll ride around Asciano (with an optional extra loop).

Val Di Chiana

Today we’ll ride along the Val di Chiana (with an optional extra loop) reaching Fattoria Santa Vittoria for a truly rustic, historical and organic experience. The Val di Chiana is a huge fertile plain bordering Lazio, Umbria and Tuscany.

From the moment you enter Fattoria Santa Vittoria you’ll feel as if you have stepped back in time. Fattoria Santa Vittoria uses modern day equipment, but it’s set among old rooms and impressive old historical equipment. Here you will visit the cellar, have lunch and a wine tasting. In the afternoon at Il Molinello, you’ll have an olive oil tasting course with Sandro, who’s an official ONAOO (the National Organization of Olive Oil) taster.

Val D'Orica

Today we’ll plunge into Val d’Orcia, considered one of Italy’s wonders and a UNESCO World Heritage Site. Medieval castles, sunny rolling hills, isolated hill top towns, charming isolated rural homes, avenues of cypresses, and golden wheat fields are just some of the elements of the fantastic and harmonious landscapes of this area. We’ll stop in Pienza for a stroll through town and lunch will be on your own. Pienza is famous not only for its beauty, art, historical monuments, but also for its Pecorino cheese.

Rapolano Terme, Siena and Crete Senesi Loop

Today is a rest day! There will be an optional loop ride along the Crete Senesi, the world’s most photographed panorama! For those who don’t want to ride, spend the morning at the Spa and natural hot spring San Giovanni in Rapolano Terme. Hot springs are naturally produced by the emergence of geothermal heated groundwater from the earth’s crust. The Terme di San Giovanni is a natural terrace overlooking the sea of hills that is the Crete Senesi, so while relaxing in the pools or having lunch, you can enjoy a breathtaking view on this gorgeous landscape.

Chianti Classico

Today we’ll ride through the famous Chianti Classico region. We’ll ride along Castello di Brolio, which was built around 1000 AD and owned by the monks of the Badia Fiorentina. Afterwards, we’ll stop for lunch in Gaiole in Chianti, the starting point of L’Eroica, and we’ll visit the vintage “White Roads” to browse a selection of artisanal products. In the late afternoon, we’ll return to Il Molinello for a three-hour hands-on cooking class. You’ll create a complete menu, from appetizer to dessert, using only the freshest seasonal ingredients.


Our last ride will lead you to Montalcino, the city of the famous wine Brunello di Montalcino DOCG. We will ride along the Pecorile road in the heart of Crete Senesi and the Asso Valley. Once you get up to the town, a magnificent spectacle unfolds for your eyes: rolling sunny hills dotted with yellow and red flowers, and picturesque olive groves winding through perfect vineyards and isolated cypress trees atop hills. We'll have a picnic lunch at Giuditta Parisi’s (one of your guides) farmhouse Nostra Vita winery, where the Parisi’s produce Brunello di Montalcino DOCG.


After breakfast at 9 am, we offer one group shuttle to Terontola train station from where you can connect to Florence and Rome.

What's Included

Trip Planning

  • Use of a carbon road bike equipped with a Garmin Edge Touring GPS
  • Informative tour leaders throughout the program
  • Ciclismo Classico jersey and water bottle
  • Shuttle at the beginning and end of your bicycle tour of Tuscany, as well as for certain specified activities mentioned in the program

On The Tour

  • Van support
  • One wine tasting course, one olive oil tasting course, and one cooking lesson
  • Visit and wine tasting at two local wine estates
  • Guided walking tour of Siena

Accomodations & Meals

  • All accommodations
  • All breakfasts
  • 3 lunches
  • 5 dinners

Meet the Guides