The route starts in Greve and immediately meets the passage of the Sugame, a nice climb of 6.4 km with 301 meters of difference in altitude and decent gradients up to 4.7%. There is nothing stopping from reaching the passage situated at 533 meters above sea level, a good workout before facing the most challenging climb that leads to 753 meters of the Morellino pass, the highest point reachable on Monte San Michele. The climb, after getting past Dudda and its nice slope, starts from the junction of Lucolena in Chianti and accompanies the cyclist for 7 km, with an average elevation gain of 5.9%, getting even higher in some traits. No need to fear this climb since the following descent towards Radda in Chianti, to be taken with caution as very steep, displays an unmatched landscape, framed by vineyards, farmhouses and ancient villages, like the one of Badiaccia Montemuro that counterbalances Lucolena and Torsoli on his Sienese side. Taking a break in Villa San Michele might be the best stop, even if it takes a few off-track kilometers. Stunning landscape and good rest. In any case, Radda in Chianti, the medieval headquarter of the Lega del Chianti, can offer anything the cyclist might need, especially after facing the not-so-easy last kilometer.

Finally an easy stage, just as easy as the so-called "Valley of Gold", marked by the Pesa river. You descend down to Lucarelli, then climb back up in Panzano’s direction, not admiring the unlikely golden nuggets suggested by the valley’s name, but its vineyards of gold. From Panzano in Chianti to Greve in Chianti there is another slope. For those who might have enough after 46 demanding kilometers, can stop, for little or long, in the capital of what was called the “Agro di Florentia”.

From Greve in Chianti you depart again for a nice stage, quite short but with some difficulties for its two climbs. The first one leads to the suggestive and ancient town of Montefioralle, Amerigo Vespucci’s birthplace. Woods and valuable crops accompany the traveler towards the famous Abbey of Passignano. You descend and, after the La Pesa river and the town of Sambuca, you climb again to reach Tavarnelle Val di Pesa, strongly connected to the neighboring town of Barberino Val d’Elsa, united in a single municipality since 2018. You choose the best stop since the two villages offer what is needed to lovers of the beautiful and good, both from an historical and gastronomic point of view.

From Tavarnelle val di Pesa you easily reach Barberino Val d’Elsa and quickly divert in Certaldo direction, following a lonely but beautiful road that smells of ancient. First Petrognano and then Semiforte, the legendary city destroyed by Florence, are enough to comprehend the territory’s genius loci. There is nothing left of Semifronte if not for the Chapel of San Michele Arcangelo, inspired in its shapes by Brunelleschi’s Dome of Florence. The beautiful Certaldo, Boccaccio’s birthplace, is barely touched, yet no one forbids a stop to visit the historical centre. From Certaldo you take the beautiful SP79 road, meeting, in a constant up and down, towns like Fiano, Lucardo and San Pancrazio. San Casciano Val di Pesa, an ancient coaching inn, with its massive walls from which Mario Merz’ stag waits for the cyclist. San Casciano has a “Natural Shopping Centre”, as big as its historical centre. You make your choice.

From San Casciano Val di Pesa, through Spedaletto and Sant’Andrea in Percussina, you get “dangerously” close to Florence. Tavarnuzze is at the city’s doors, but you leave it almost immediately to head south again and retake the path for Chianti, where Mercatale Val di Pesa guards the territory with its agricultural products of excellence. The typical up and downs accompany the cyclist to Montefiridolfi, with its beautiful castle. You head north again towards Quattro Strage, passing the ancient parish church of San Lorenzo a Campoli and the Palagio castle. A few kilometers right, taking the SP3 Del Ferrone road that leads to the Point in Passo Pecorai, close to the Greve river. Situated in a valley floor, Passo dei Pecorai has long been a favorite resting place for the Maremma shepherds during the transhumance from the Maremma to the Casentino. Sadly, the old Chianti railway, place of disposal and meeting, today is no longer there.

It would be too easy to reach Greve in Chianti by using the SR222 road towards Greti. It would be hasty and not recommended since losing the chance to see the town of Chiocchio, the Mugnana Castle, Cintoia and its mineral waters, La Panca and the beautiful landscape along the SP66 in Dudda’s direction would be a real shame. Here, you can find Chianti’s authenticity everywhere, so much it makes you prepare to climb the Sugame again in reverse and arrive at the summit, tired but satisfied. Greve is found down in the valley, and you will feel pure joy to get there so you can tell everyone about your fantastic trip in Chianti Fiorentino.