Crete Tuscany bike tour


Discover the real Gravel Tuscany live

Crete Tuscany bike tour 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 challenge yourself on the same hills that cycling legends have trained on—including Bartali, Cipollini and Bettini— Tuscany can truly be said to be a land of cyclists, and much, much more.

Crete Tuscany bike tour

In the Crete Tuscany bike tour  you’ll be able to enjoy a diverse array of Tuscany cycling routes.

Presently there are bike routes to the UNESCO World Heritage site Val d’Orcia.

Generall tracks across the stark but gentle landscape of Crete Senesi and lanes cutting through the vineyards of Chianti and Montalcino.

Also you’ll 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 Crete 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.

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).

Consequently complete the cultural immersion into the Tuscan lifestyle, together with a warm hospitality, guaranteed from Sandro and his wife Elisa.

All together with his parents Mauro and Paola, and his children Emma, Guido, and Bernardo.

Importantly you can’t forget their four-legged friends. Nerone, Princess Fichina and Regina, the cats.


Day 1 – Asciano Warm-Up

Welcome to Tuscany!
Our optional group shuttle will depart from Terontola train station at 11:30 am and will take you to Agriturismo Il Molinello in Asciano in about 35 minutes.
We’ll get together at 12:30 pm in the Molinello Enoteca for lunch and a brief introduction talk.
In the afternoon after a bike fitting, we’ll ride around Asciano (with an optional extra loop).

Day 2 – Val Di Chiana

Today we’ll ride along the Val di Chiana (with an optional extra loop) reaching Fattoria Santa Vittoria for a truly rustic, historical and organic experience.
The Val di Chiana is a huge fertile plain bordering Lazio, Umbria and Tuscany.
It has an esteemed agricultural production, becoming the symbol of the Terre di Siena and of entire region.
In the afternoon at Il Molinello, you’ll have an olive oil tasting course with Sandro, who’s an official ONAOO (the National Organization of Olive Oil) taster!

Day 3 – Val D’Orica

Today we’ll plunge into Val d’Orcia, considered one of Italy’s wonders and a UNESCO World Heritage Site.
Medieval castles, sunny rolling hills, isolated hill top towns, charming isolated rural homes, avenues of cypresses, and golden wheat fields are just some of the elements of the fantastic and harmonious landscapes of this area.
We’ll stop in Pienza, another UNESCO World Heritage site, for a stroll through town.

Day 4 – Rapolano Terme, Siena Crete Senesi Loop

Today is a rest day!
There will be an optional loop ride along the Crete Senesi, the world’s most photographed panorama!
For those who don’t want to ride, spend the morning at the Spa and natural hot spring San Giovanni in Rapolano Terme.
Hot springs are naturally produced by the emergence of geothermal heated groundwater from the earth’s crust.
The Terme di San Giovanni is a natural terrace overlooking the sea of hills that is the Crete Senesi.
Relaxing in the pools or having lunch, you can enjoy a breathtaking view on this gorgeous landscape.

Day 5 – Chianti Classico

Today we’ll ride through the famous Chianti Classico region.
We’ll ride along Castello di Brolio, built around 1,000 AD and owned since 1141 by the Ricasoli family, the oldest winery in Italy and the second oldest in the world.
Afterwards, we’ll stop for lunch in Gaiole in Chianti, the starting point of L’Eroica, and we’ll visit the vintage “White Roads” to browse a selection of artisanal products.
In the late afternoon, we’ll return to Il Molinello for a three-hour hands-on cooking class.
You’ll create a complete menu, from appetizer to dessert, using only the freshest seasonal ingredients.

Day 6 – Montalcino

Our last ride will lead you to Montalcino, the city of the famous wine Brunello di Montalcino DOCG.
We will ride along the Pecorile road in the heart of Crete Senesi and the Asso Valley.
Montalcino, renowned all over the world for the production of its precious Brunello red wine, has scarcely changed in appearance since the 16th century.
Once you get up to the town, a magnificent spectacle unfolds for your eyes.
We will have a picnic lunch at Giuditta Parisi’s farmhouse Nostra Vita winery, where the Parisi’s produce Brunello di Montalcino DOCG.

Day 7 – Arrivederci!

After breakfast at 9 am, we offer one group shuttle to Terontola train station from where you can connect to Florence and Rome.

Price & Inclusions


Cost € 3150 per person in double occupancy

single room supplement € 550

Length 7 days / 6 nights


Informative tour leaders throughout the program

Shuttle at the beginning and end of your bicycle tour of Tuscany, as well as for certain specified activities mentioned in the program

All accommodations

All breakfasts

3 lunches

5 dinners

Van support

One wine tasting course, one olive oil tasting course, and one cooking lesson

Visit and wine tasting at two local wine estates

not Included

Airfare to Italy, lunches,alcoholic/non-alcoholic beverages, gratuities, travel insurance, laundry expenses and items of a personal nature.

Bike rental tour

Hybrid bicycle € 210

Carbon race € 240

E-bike: € 260

Trip Details


Guided Bike Tour



TOTAL MILEAGE: 204 miles/326 Km (without extra loops)

DAILY AVERAGE: 34 miles/ 54 Km

TERRAIN: Rolling with a few hills

Best Time






Go Private

Custom groups any time


Tuscany Country House

Il Molinello

Accommodation in a 14th-century mill, whose remains are still visible






May 26 to June 01

September 22-28

You may also like: DOLOMITES BIKE TOUR

contact us and book the tour

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Based on 96 reviews
Manuel König
Manuel König
I rented the Canyon Gravel bike for the Strade Bianche and felt I had made the optimal choice. The booking process was very easy, Luigi is extremely kind, knowledgeable and helpful, the bikes are beautiful, perfectly maintained and adjusted to your needs and the price is more than fair compared to competitors. 5/5 stars. I would come back any time.
Silvia Dagnoli
Silvia Dagnoli
Top! Professionalità e disponibilità al 100%. Ho preso una Canyon Gravel a noleggio, mi sono trovata molto bene.
Very friendly, speaks good english. The bikes themselves are great. The bikes are nog insured by default.
Matthew Ng
Matthew Ng
We had 5 excellent days of gravel riding (self guided Tuscany tour). The routes that Luigi provided us were a good mix of paved and gravel, and of course hills! The bikes (Canyon Grizl) were very nice and the luggage was always waiting for us at the next hotel. Luigi was accomodating, modifying the routes based on my requests. I would definitely recommend doing a trip with this company.
Robert Head
Robert Head
The route was wonderful, with amazing scenery and history at every turn. Our guides, Sarah and Gigi were the best. They are both very accomplished and personable riders, provided interesting history of Tuscany during the tour, and emphasied safe riding while keeping everyone within sight. They are also great dinner companions!
James Twidale
James Twidale
Luigi and BikeRiding Tuscany were an absolute pleasure to deal with. The bike was in incredible condition, delivered to my hotel and Luigi even arranged for a local mechanic to help with a small mechanical issue after my first ride. The experience from start to finish was brilliant. The communication friendly and quick. Simona was equally helpful on collection of the bicycle. I would love to join Luigi for a cycle tour as he seems very knowledgeable about the area and a good rider. I would recommend this company to anyone looking to explore Tuscany or Siena.
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

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