Cooking bike tour Tuscany

Tuscan lifestyle cooking and bike tour

Welcome to the cooking bike tour Tuscany.

This is a fantastic combination between moderate rides and cooking lessons.

We add special tasting: olive oil, wine and cheese. Of course, this 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 Chiana valley to reach Cortona,  Discover Crete Senesi, a rolling sea of  land and sightsee Siena town.

How much cooking will we do?

After you have worked up an appetite, we will feed you very well!

Most days include a hands-on cooking class or a visit to taste local food artisan.

Our dining-out experiences range from a simple osteria, to a family trattoria, and an elegant restaurant.

You will come home inspired, not only with new recipes, but also with the enthusiasm to cultivate these lessons into your lifestyle.

Foodie adventure Highlights

  • 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 1: 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: 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: 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 milesReady for your first cooking session with Paola at the countryhouse?

Day 4: Montalcino & Brunello

Our ride start from country hause.
First stop after 10 km easy ride is the ancient Roman spa of Bagno Vignoni.
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.
Distance 48 km /30 miles
Back to the villa for the second Cooking lesson

Day 5: Radicofani & pici

Today another bike ride, start from accommodation 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, 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: 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: Arrivederci!!

After a breakfast all together there will be transfer to Chiusi train station around 10.00/11.00.
On request we will arrange transfer at different time.

Price & Inclusions


Cost: Euro 3150 per person in double occupancy

Single room supplement euro 490


Six nights in country house with all breakfast

Six dinners & two lunch

Three cooking classes two wine tasting

All maps, trip notes and detailed route directions

All Shuttles and technical assistance

Van support Experienced English speaking guide

Cicloposse 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, 5 lunches, alcoholic/non-alcoholic beverages, gratuities, travel insurance, laundry expenses and items of a personal nature

Bike Rental tour

Hybrid bike euro 180

Race bike euro 210

E-Bik euro 210



Guided Bike Tour


Easy to Moderate

Best Time






Go Private

Custom groups any time


Tuscany Country House

Podere Palazzo Del Papa room close up

Nowadays, the Company owns 100 ha cultivated with cereals and wheat which is mainly used for the Chianina-breeding.





2022 Availability

April 22 -28
May 20 -26 
June 17 -23
September 9 – 15
October 14-20 
October 28 – November 3rd 

You may also like: ESSECE OF TUSCANY BY BIKE

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