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, breweries and wine cellars to discover the people behind your food and drink
  • Visit to the famed Etruscan grave, Tumulo del Molinello
  • 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
08/27/17 - 09/02/17
05/27/18 - 06/02/18
07/15/18 - 07/21/18
08/19/18 - 08/25/18
09/23/18 - 09/29/18

Make this tour Private or for more information, call:



Asciano Warm-Up

You will first be welcomed at Terontola train station, before we take you on a half-hour’s drive through the striking Crete Senesi scenery. We’ll arrive at your home-away-from-home for the next 6 days—the Agriturismo Il Molinello—by midday. At 12:30 pm we’ll meet up in the Molinello Enoteca for some lunch and a brief introductory talk.

In the afternoon, after being fitted to our top-of-the-line bicycles, it’s time for your Tuscan cycling adventures to begin. We will start with a ride around Asciano, and then visit a local brewery. Here, an involved sampling and tasting of the local beers is guaranteed. After you’re more fully acquainted with the local beverages, we’ll ride back to Il Molinello for an evening meal and welcome night’s rest.

Val Di Chiana

Today we ride along the Val di Chiana (with an optional extra loop) reaching Fattoria Santa Vittoria for a truly rustic, historical and organic feeling. The Val di Chiana is a huge fertile plain, bordering Lazio, Umbria and Tuscany. 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. Late afternoon at il Molinello with Alessandro, official ONAOO taster, an olive oil tasting course.

Val D'Orica

Today we will plunge into Val d’Orcia, considered one of Italy’s wonders. We will stop in Pienza strolling in town and lunch on own. In the late afternoon back at Il Molinello, Sandro (sommelier A.I.S) will teach you how to taste the main DOCG produced in the Siena province. Dinner will be served during this course.

Rapolano Terme, Siena and Crete Senesi Loop

Today is a rest day! There is an optional loop ride along the Crete Senesi, the world’s most photographed panorama! For those who don’t want to ride there will be a morning at the Spa and natural hot spring San Giovanni in Rapolano Terme. After a lunch on own at the Terme di San Giovanni there will be a shuttle to Siena. After a guided visit of the town you’ll be able to walk around and have dinner on own.

Chianti Classico

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


Our last ride, your last challenge, will lead you to Montalcino, the city of the famous wine Brunello di Montalcino DOCG. We will have a picnic lunch at Giuditta Parisi’s (one of your guides) farmhouse Nostra Vita, where the Parisis produce Brunello di Montalcino DOCG. Farewell dinner at Castello di Modanella.


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

  • Full use of carbon bicycle, 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, one olive oil tasting course, and one cooking lesson
  • Visit to and wine tasting at a local wine estate
  • Visit and tasting at a local organic brewery
  • Guided tour of Siena

Accomodations & Meals

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

Meet the Guides