Cycling & Cooking in Tuscany

Welcome to the bike trip combining fantastic moderate rides and cooking lessons; we add special tasting: olive oil, wine and cheese. Of course is la cucina Toscana – simplicity in its purest form. Tuscany cooks take advantage of the freshest seasonal products and tamper with their natural state as little as possible. The cooking and the cycling aspects will please anyone who has a strong interest in one or both of these great passions.
You will explore gorgeous loop rides in the beautiful val d’orcia: Pienza, Montalcino, San Quirico. Across Val di Chiana to reach Cortona, Discover Crete Senesi, a rolling sea of land and sightsee Siena town.


  • Return from your trip with actual know-how to create a Tuscan dinner back home—it’s the ultimate keepsake!
  • Pedal rolling hills past Sangiovese vineyards
  • Brunello wine tasting at acclaimed biodinmaic and organic Winery Corte Pavone

Day by Day

DAY 1 Saturday : Welcome to Villa Le Fontanelle
Private van transfer to the villa, 2 km from Monticchiello, in time for the welcome pool side aperitivo and bike fitting session. Let’s enjoy the welcome dinner at La Porta.

DAY 2 Sunday : Pienza, Montepulciano
First stage is Pienza, a pristine Renaissance jewel created in 1458. Pope Pius II chose the famous Florentine architect Rossellino to transform his home village of Corsignano into one of the few examples left of 15th century architecture. The main product is the pecorino the delicious pungent cheese made using only sheep milk – continue to next village Montepulciano known as the Pearl of the Sixteenth Century, do not miss the visit at underground wine cellar and have a short taste “nobile” wine. Back in the saddle last stop in the village of Monticchiello, the quintessential Tuscan hill town. Bold cypress trees line our route to the Orcia valley where you bike through the fields that inspired Renaissance painters. Back by van for your first cooking session

DAY 3 Monday: Montalcino & Brunello
First stop is the ancient Roman spa of Bagno Vignoni. Legend has it that Saint Catherine and Pope Pius II both bathed in the thermal waters here. You can take off your shoes and dip your toes in the rivulets that come warm from the earth. Time a short visit to Romanesque abbey of Sant’Antimo that dates back to the time of Charlemagne. The hill town is very famous for Brunello wine made with the Sangiovese Grosso grape and aged a minimum of four years. End of ride at Ciacci Piccolomini for a Wine tasting, you will savor brunello wine and learn about the aging.

DAY 4 Tuesday : Cortona
After breakfast ready to start: leave by bike from the villa and reach Montepulciano after some few uphills, once here the ride continue with a long nice downhill and will be flat “the Val di Chiana” once a swampy lowland, except for the final climb to reach the old town on the hill Cortona: one’s of Italy’s oldest towns. The first set of city walls were built by the Etruscans in the 4th century BC. It became famous by Frances Mayes in her bestselling book “Under the Tuscan sun” also a movie!! Dinner at Dopolavoro della Foce.

DAY 5 Wednesday: Radicofani & pici
Today another terrific bike ride : start from villa reach Radicofani a medieval and enchanting village with a 1000 dating Rocca, one of the most impressive fortresses in Tuscany. Enjoy the downhill back to the valley: our destination is the Mulino Val d’Orcia! It rise along Francigena road near the old Spedaletto Castle, shelter for wayfarer which, in the Middle Ages, wanted to get to Rome from all over Europe, in the XV century. Castle was readapted in a granary, a real fortified farm. You will visit the stone mill and have a hands-on cooking lesson about hand rolled pasta of this region: the pici . Let’s learn the classic aglione sauce: tomato and spring garlic and after have the lunch under the pergola – ride back to the villa only 8 km. Dinner at the villa with pecorino cheese tasting

DAY 6 Thursday: Siena & Le Crete
After breakfast departure by bike from the villa. First stop is San Quirico, an Etruscan origin village with a superb example of the Italian garden: the Horti Leonini. Pass through Asciano and Le crete area, with strange rock formations and lone farmhouse flanked by twin cypress tree. Let’s pedal through vineyards and forest and arrive in Siena. Go soon to visit the shell shape square where the Palio horserace is run and enjoy a free lunch on your own. Back to the villa, time for jump in the pool and rest. Our farewell dinner at restaurant at la bandita townhouse

DAY 7 Friday Arrivederci al prossimo bike tour
After a breakfast all together we arrange transfer to Chiusi train station.



Cost: Euro 2,800 p/person

price based on double room
Tour name: Cycling & Cooking in Tuscany
Tour type: Guided bike tour


  • Six nights in private villa;
  • Six dinners & one lunch;
  • Three cooking classes;
  • One wine tasting;
  • One cheese tasting;
  • All maps, trip notes and detailed route directions;
  • All Shuttles and technical assistance;
  • Support Van;
  • Services of experienced guide;
  • Bike Tour Sardinia water bottle;
  • Transfer on day one from station;
  • Transfer on day seven to the station
  • Sales taxes

Not included: Airfare to Italy, train to Chiusi, 4 lunches, alcoholic/non-alcoholic beverages, gratuities, travel insurance, laundry expenses and items of a personal nature,  bike rental
Bike Rental:
Touring/hybrid bike euro 140 p/week
Race bike euro 180 p/week
Duration: 7 days/6 nights
Difficulty : moderate
Departure 2017:

April 22st to 28th
June 17th to 23nd
September 23nd to 29th
October 14th to 20th

Tour customizable at any time
Notes: Custom tour at any time. Our daily itinerary of cycling is designed to be a vacation, not a race! Our pace is relaxed in order to enjoy the scenery which is gently rolling terrain and some hills. We will cover an average of 20 to 25 miles a day. Advanced cyclists who want to ride more are accommodated, backup transportation and support are always available.





Villa Fontanelle, Monticchiello

Le Fontanelle is located in the spectacular countryside of the Orcia valley, few km from Monticchiello, the only district of Pienza. tuscanyThe Orcia valley has been renowed since the end of the first millennium as important stage on the Via Francigena, the great medieval pilgrimage road from France to Rome.
They have renovated other farmhouses, so the same attention to detail and all the lessons learned from previous renovations have been used in this last restoration, finished in 2003: original stone and bricks, terracotta flooring, antiques and tuscan wood furniture, the warm atmosphere gives the villa authenticity and Old Tuscan charm

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