A bike ride through purest beauty! This memorable bike tour takes you to the heart of Tuscany, among superfine red wines, olive groves, and hills designed by cypresses, wonderful historic centers, and cheerful locals. Really exciting moments on the bike await you. From the sinuous ups and downs through rolling hills to the exciting passages under the ancient walls of medieval towns. From the vineyards of Brunello d Montalcino and Nobile di Montepulciano to the farmhouses surrounded by olive groves. From the museum cities of Florence and Siena to the legendary places of the Eroica. Prepare your legs and your heart for an unforgettable journey!
| Cycling | Avid | 7days/6nights | Self-Guided | From
€ 2070 € 1820* |
Brunello di Montalcino, Nobile di Montepulciano and Chianti wines
The amazing towns of Siena, Florence and San Gimignano
The Crete Senesi landscape
The Eroica routes
|1||Benvenuti in Toscana!||Warm Up|
|2||San Gimignano to Florence||Cycling 70Km/1250m||B|
|3||Florence to Gaiole in Chianti||Cycling 82Km/1740m||B|
|4||Gaiole in Chianti to Asciano||Cycling 70Km/1200m||B D|
|5||Asciano to Montalcino||Cycling 90Km/1800m||B|
|6||Montalcino to San Gimignano||Cycling 100Km/1500m||B|
We suggest you arrive at Florence airport, according to your needs we’ll shuttle you, or we’ll meet directly at our accommodation in San Gimignano city center. San Gimignano is a Unesco heritage site thanks to its many scenic towers and its long history, one of the first independent communes of Italy. After a mandatory toast with a local wine like Vernaccia di San Gimignano, ancient wine with a distinctive character, we'll properly introduce the whole tour, and we make a careful bike fitting, then you’ll be ready for your warm-up ride to the pretty medieval town, a perfect start for the upcoming adventure.Overnight: San Gimignano
We leave behind the towers of San Gimignano, and head towards the beautiful countryside north of the town. At the end of the long descent that slopes down the Elsa river, you can stop for a coffee in the pretty village of Certaldo, famous for being the birthplace of the poet and novelist Giovanni Boccaccio. Here you can visit his house or relive the amusing scenes told in his Decameron, such as the famous one of Friar Cipolla (onion) which is set right between the alleys and the church of the village. The itinerary continues through the Sangiovese vineyards of Val di Pesa in the heart of the Chianti Classico area, and then leads us to the hills overlooking Florence, from which you will enjoy one of the most beautiful urban views in the world!Overnight: Firenze
Today you will cross the legendary territories of Chianti Classico those that, according to the legend of the black rooster, were crossed at dawn at a gallop by the knight of Florence, in the challenge with the city of Siena launched to put an end to the disputes and establish a definitive border between the two rival cities. Today Chianti Classico is the trademark of a wine production specification, undoubtedly one of the most famous in the world, in whose logo the legendary black rooster always stands out. A history spanning over 300 years, which began in 1716, when Cosimo III, the Grand Duke of Tuscany, set the boundaries of the Chianti wine production area. This means that we will go through vineyard and wineries, but in fact not only because there will also be woods and fascinating villages. We are also entering the territories that host the legendary Eroica cycling race, which takes you back to the romantic dusty atmospheres of cycling of the past, made up of little technology, effort and a lot of passion.Overnight: Gaiole in Chianti
We are in the realm of the Eroica, the iconic vintage bike ride across the Chianti region, so we will have an exciting taste of the Strade Bianche experience, gravel roads with well-trodden surfaces where it will be fun and romantic to ride. The other highlight of the day is undoubtedly the city of Siena, that you will meet about halfway through. Siena is a lively but still authentic city, it's considered the most medieval town of Tuscany, divided in "Contrade" (districts), and famous for its Palio, a medieval horse race taking place twice a year in the Piazza del Campo square. Here you'll have the chance to taste the energetic Panforte, the typical Siena spice cake, made out of nuts and candy fruit, a perfect snack for bike riding! Then you go through the typical landscapes of the "Crete Senesi", made up of rolling hills, gullies, lonely farmhouses, and small parish churches, up to your cozy Agriturismo in Asciano countryside. A long day that will have tired your legs but filled your heart with precious experiencesOvernight: Asciano
Today we ride through the Val d’Orcia, a quintessential Tuscan landscape, made out of rolling hills dotted with cypress trees; its landscape is listed as a UNESCO World Heritage Site.
The scenery changes from dry and brown in fall and winter, to emerald green and blossoming in spring, to the amazing golden fields in summer. We’ll pass through Montepulciano where a stop is mandatory to taste one of the best Italian wines: the Vino Nobile di Montepulciano docg. Then we get to the amazing village of Pienza, known as the “ideal city” and considered to be the incarnation of a Renaissance utopia, UNESCO World Heritage Site as well. Here we'll taste some great Pecorino cheeses made by local shepherds settled here a few generations ago from the island of Sardinia. We leave the romantic Renaissance atmosphere of Pienza, heading towards the kingdom of Brunello di Montalcino, one of the most renowned and precious wines in the world. The itinerary winds its way through barren fields, woods, olive groves and vineyards, of course, wonderful vineyards planted with Sangiovese grapes, called "Brunello" in this area. After crossing the river Orcia, we meet the majestic Sant’Antimo Romanic abbey, marvelously immersed in the countryside. If you are lucky you could listen to the monks’ Gregorian chant, a really unique experience. The last climb of the day leads us to the village of Montalcino, which in addition to the pride of a great wine can also flaunt a beautiful medieval village.Overnight: Montalcino
Your tour continues along a beautiful landscapes which seems drawing by a Renaissance painter. Ten kilometres of descent take you down from the Brunello's land to Val d'Arbia we’ll cross the capital of Val D’Arbia region. After the neat village of Buonconvento, surrounded by fortified walls dating back to XIV century, the route climbs to the village of Murlo, with a quite strong agricultural heritage and inhabited since Etruscan times. Then a very relaxing long stretch between fields awaits us. The small town of Casole Val d'Elsa is the ideal place to stop for a break and have a quick but tasty meal. Finally, the arrival among the towers of San Gimignano, one of the best examples of urban architecture, created by the rich Tuscan merchants of the late Middle Ages. Once in town, relax in the wonderful Piazza della Cisterna in front of a glass of the noble Vernaccia di San Gimignano wine, or an ice cream from the historic Dondoli Gelateria, the perfect end of a memorable day.Overnight: San Gimignano
It’s time to say goodbye, but we know that Tuscany touched your heart and you want to be back in the Med with us!
Il Molinello is a cozy accommodation in the rolling hills east of Siena, better known as the Crete Senesi. Alessandro and Elisa produce high-quality extra virgin olive oil. If you want a super local experience, this is definitely the place!
In this ancient building, you can breathe the typical atmosphere of an ancient Tuscan village. The property offers a large garden with a swimming pool overlooking the valley of the vineyards where the fine Brunello is produced.
Cozy accommodation in a typical 14th-century building, with a perfect location in the heart of the ancient town, to discover the magic and charm of San Gimignano on foot.
Located in a lush park, this beautiful villa combines the peace of the countryside a stone's throw from the wonderful center of Florence.
A villa that was previously a monastery, situated in an expansive landscape, rich in symbolism and at the same time, quiet and intimate.
You can bring your own bike or rent one from us, we offer great bikes from selected Italian and international brands: road bikes, leisure cycling, mountain bikes, e-bikes, all in perfect working conditions. You can book your bike on the Booking / Information form.
Tour Price: € 1820 per person
Deposit: 30%, Balance: 30 days before departure
This price includes:
6 nights in nice hotels 4*
6 breakfast and 2 dinners
Welcome meeting and tour briefing
Maps, route notes or GPS tracks
Luggage transportation inn2inn
Peace of mind being with our experienced team
This price not includes:
Local Taxes (approx. 10 €)
Drinks at Dinner
Road Bike Carbon + Ultegra: € 220
E-Road Bike Carbon + Ultegra: € 400
Road Bike - Flat Bar Carbon + Ultegra: € 200
Touring Bike: € 110
High season supplement: € 250 (Jun 26 - Sep 04)
Single room supplement: € 250
Solo Traveller: € 450
Free cancellation for any reason till 30 days before departure.
Free cancellation for COVID-19 related reasons till 10 days before departure.
This means you will pedal free at your pace following maps and tracks received during our pre tour briefing at your arrival. We will advise you where to have lunch and dinner, about sightseeings along the road and where to find technical assistance. You can start on any day of the year.
With just 4 people, this tour can be ride as a Guided Tour
In our Guided tours you have: