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 Friday: Welcome to Val d’Orcia
Meet at Chiusi train station (a major stop on all the Rome-Florence lines) at 14.00. Private van transfer to the country house Palazzi del Papa , 14 km /9 miles from Pienza. Check in at your room and let’s start bike fitting session and meet your guides. After all guest are set with bikes and equipment let’s have a short bike ride test in the valley. Welcome Dinner in Monticchiello at La Cantina della Porta.

DAY 2 Saturday: Cortona
After welcome breakfast ready to start – a short transfer by van just outside Montepulciano village to let you start the first ride with a nice gentle downhill through the vino nobile vineyards. After will be flat terrain: 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!! Stroll the winding narrow – and steep! – medieval streets for a while. Transfer back to the country house by van in the afternoon.
Distance km 45/28 miles for stronger cyclist option to ride back!
Dinner at Dopolavoro della Foce

DAY 3 Sunday: Pienza &Montepulciano
Our ride today starts from the villa – 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. 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.
Distance 46 km /29 miles
Ready for your first cooking session with Paola at the countryhouse?

DAY 4 Monday: Montalcino & Brunello
Our ride start from the villa: first stop after 10 km easy ride 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. It is a tiny village, water has a constant temperature of 51 degrees Celsius, at the heart of the village is the “Square of sources”, namely a rectangular tank, of 16th-century origin, which contains the original source of water that comes from the underground aquifer of volcanic origins.
Now the climb to Castiglione d’Orcia is the challenge part of the day. Once at the top enjoy a long downhill till Romanesque abbey of Sant’Antimo that dates back to the time of Charlemagne. Last effort -9 km gentle up to Montalcino – the hill town is very famous for Brunello wine made with the Sangiovese Grosso grape and aged a minimum of four years. After the visit let’s reach all together Corte Pavone winery: you will taste this biodynamic & organic Brunello wine, learn about the aging and enjoy the lunch at cellar. Distance 48 km /30 miles
Back to the villa for the second Cooking lesson

DAY 5 Tuesday: 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. Radicofani is included in the Park of val d’Orcia – Unesco site and Via Francigena (which was the main route followed by pilgrims in antiquity who went to Rome), bust still is off the beaten path – so will be the most quiet day – from Radicofani now we will reach another secluded road called le Conie and reach Bagni San Filippo Enjoy the downhill back to the valley. 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. Back to the country house by bike.
Distance 55 km /34 miles
This afternoon let’s learn the classic pasta of the area: pici all’ aglione sauce and pici al ragu di chianina. Pici is a fresh spaghetti, handmade one by one.

DAY 6 Wednesday: 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 we’ll arrive in Siena, a medieval city with beautifully preserved Gothic architecture. The entire city of Siena was built around the Piazza del Campo. Here we’ll have time to shop while exploring the many hidden medieval walkways Go soon to visit the shell shape square where the Palio horserace is run and enjoy a free lunch on your own.
Distance km 60 /37,5 miles. Back to the country house late afternoon. Farewell dinner at restaurant La Bandita townhouse in Pienza.

DAY 7 Friday Arrivederci al prossimo bike tour
After a breakfast all together we arrange transfer to Chiusi train station. We can arrange transfer on different time, upon request.



Cost: € 2,800 p/person

Price based on double room
Single room supplement: €490
Tour name: Cycling & Cooking in Tuscany
Tour type: Guided bike tour


  • Six nights in private villa;
  • Six dinners & two lunch;
  • Three cooking classes;
  • Two wine 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 180 p/week
Race bike euro 210 p/week
Ebike: 210p/week

Duration: 7 days/6 nights
Difficulty : moderate

Departure 2018:
May 11th to 17th CONFIRMED
June 15th to 21st CONFIRMED
September 14th to 20th CONFIRMED
October 5th to 11th SOLD OUT

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 25 to 35 miles a day. Advanced cyclists who want to ride more are accommodated, backup transportation and support are always available.





The Podere Palazzi Del Papa Farmhouse

The Palazzi del Papa farmhouse was built in the thirties by the Marquis Origo replacing an old inn where the Eminences used to rest when they were going through the nearby Francigena road. Furnished with rustic antiques, the country house has a warm atmosphere authentic Tuscan charm. The Agriturismo has 9 double/twin bedrooms With en suite facilities with both showers and baths. The Company owns 100 ha cultivated with cereals and wheat which is mainly used for the Chianina-breeding.

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