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

contact us and book the tour

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Based on 90 reviews
Mark Gatha
Mark Gatha
Exceptional self guided tour. I highly recommend for all levels (but especially for a road cyclist). This is the tour company to book with! Bikes - excellent high end bikes. I rode a Canyon Ultimate CF SL Ultegra - light and fast and we'll tuned with new tires. My wife road the e-mountain bike which she really enjoyed. Routes - beautiful. We did 50-60km a day. Rapolano de Terme, Pienza, Montalcino, Siena and Castellini in Chianti. Varied terrain, vineyards, great climbs and beautiful medieval towns. Extremely well thought out. All on quiet roads. Hotels - all 3 and 4 stars with loads of character. The ones with pools were our favourites. All of the hotels were able to let us check in very early (it was hot so we rode as early as we could manage). Hotels all came with breakfast. Really great. Service - Luigi was a gem. Easy to contact, quick to communicate (before we came and during the tour) and passionate about cycling. He gave us a lot of great recommendations to help maximize our tour. I cannot say enough positive things about this trip and Bike Riding Tuscany. This was truly memorable. Highly recommended.
Bruce Jenkins
Bruce Jenkins
I was on a trip around the world and stopped in Italy. A friend recommended BikeRidingTuscany to me for an unforgettable experience and it didn’t let down. They planned a custom 1 day gravel ride for me that took us from Rapolano Terme to Sienna and back. The pace was perfect and they were gracious with any requests for breaks or stops for water/food. I enjoyed myself so much that I extended my stay to do a run on the gravel amongst the beautiful sunflowers. If you’re adventurous, and seeking some safe fun riding, this is your team
greg luckos
greg luckos
Great rental service! Nothing is a problem for Luigi. All bikes are set up tubless. Thank you
Sarah Caputo
Sarah Caputo
We had an incredible day of cycling through the Tuscan countryside with Luigi. He was absolutely amazing - he picked us up at the train station, took us to his workshop where he gave me a fantastic bike (Canyon), and we set off for a magical day in the countryside. Luigi planned an incredible route and was our knowledgeable host and guide through the ride, constantly making sure that my brother and I were doing well and having fun. I spent nearly 2 weeks in Italy, and this was the highlight, and can't wait to return and do a longer trip with him. The entire day was so memorable, thanks to Luigi!
Rebecca Sadler
Rebecca Sadler
So easy and flexible! Luigi the bike shop owner, really cares for his bikes and chooses the very best. He is so very flexible with the rental times and the bikes run like a charm! To top things off Luigi is just a really nice guy :)
Valentina Picasso
Valentina Picasso
Mio marito ed io, abbiamo conosciuto Luigi perché abbiamo noleggiato da lui delle gravel per avventurarci sulle strade bianche dell’Eroica. Da subito siamo rimasti sorpresi dall’alta qualità delle biciclette, cosa non scontata quanto effettui un noleggio – spesso trovi biciclette di scarsa qualità e maltenute. Data la sua grande disponibilità nel condividere informazioni ed indicazioni abbiamo anche avuto modo di capire quanto sia una risorsa preziosa per organizzare prossimamente un bike tour guidato. Infatti , come spesso accade a chi non nasce in un luogo dandolo per scontato, Luigi conosce i percorsi più belli da percorrere in bici che ci ha descritto con tale dovizia di particolari e di passione da farci percepire quale debba essere l’emozione nel seguirlo su tali percorsi. Torneremo presto per condividere nuove emozioni, scenari ed avventure.
Taco Wallin
Taco Wallin
We had an amazing time with Gigi & Sara in Tuscany!! They are so fun & took great care of us. Tuscany was stunning. Besides cycling, we had 3 evenings of cooking lessons with fantastic chef Luisa. It was a perfect vacation! Highly recommend. We’ll be signing up for more tours with them.
Mirella Genziani
Mirella Genziani
Wonderful day out, great guiding by Sara
Hans ten Brug
Hans ten Brug
Nice bikes, very well maintained, good service and nice people!

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