logo ecologico Tours per le tue vacanze in bici ed a piedi







From Piazza della Signoria to Piazza del Campo, a trek to join two of the most important Tuscan cities from historical and artistic point of view: Florence,  the city of Leonardo da Vinci, Giotto, Dante and Brunelleschi, and Siena, native land of the "Palio". These two jewels have in common the fact that they belong to one of the most famous areas of Tuscany. You will walk through the Chianti-region along paths and quiet country roads surrounded by vineyards and olive groves. The typical Chianti landscape is hilly, varied and colourful. Here the famous Chianti wines are produced since Etruscan time. Nature offers fabulous and colourful sceneries: red poppies, violet wild irises, yellow brooms and deep green of firs and cypresses. You will cross the medieval villages: Greve, Volpaio, Gaiole and Radda. Another highpoint of this tour will be the lovely town of  Siena, famous for its Palio, piazza del Campo and Duomo.







Day 1 

Arrival to Florence

Individual arrival in Florence, free time to visit the magnificent city of art, a real open-air museum. The city of Leonardo da Vinci, Machiavelli, Giotto, Dante and Brunelleschi, it pervades your soul with wonder at your first visit, but it is indeed capable of offering precious surprises and new treasures to all the people who like to come back again.


Day 2

Florence – Fiesole

After breakfast, you leave Florence and take the bus to Greve. There are 10 departures during the day (travel time about 1 hr) Greve is situated 31 km of Florence. It was always an important town, because of its market, where the inhabitants of the surrounding villages went to sell their products and to do shopping. The Franciscan monastery, still located in the heart of the old town, is now a museum of religious art with many paintings from the 14th and 15th centuries.
Today you can already make a short walk through the area of Greve, passing the Castello di Uzzano (a mansion). Overnight in a holiday farm with B&B.

Walking time: about 3 hrs; Distance: 11,1 km; Level Differences: max. height 414m and min. height 229m


Day 3

Ring walk in the surroundings of Greve

Today you make a round trip from Greve. You walk through the beautiful hills to Badia a Passignano and pass the castle of Montefioralle to which once belonged Greve. Here houses are very characteristic built against the city wall. After the house of the painter Il Passignano (1559-1636) you reach the Badia a Passignano, a former 11th century Dominican abbey. Then you return back to Greve. Overnight in your holiday farm.

Walking time: about 4 ½ hours; Distance: 17 km; Level differences: max. height 526m and 230m height min.


Day 4

Mount San Michele - Radda in Chianti

After breakfast, you have a transfer to Monte San Michele, the highest mountain in Tuscany (829m). Here continues your walk through the famous wine-region Chianti. You walk to the medieval Radda along trails and quiet country roads, zigzagging through the scenic landscape. The route descends to Volpaia, an enchanting wine village dating back to the 11th century. It has only one street running around the castle.  One last short but steep climb and you reach the beautiful Radda, a well-preserved medieval town with characteristic alleys, cosy squares and still surrounded by ancient walls. There is much to see, such as the city palace "Palazzo del Podesta ', the San Niccolò Church, the sacred art museum and convent of Santa Maria in Prato. An ideal town for an evening on a terrace!

Walking time: about 4 hrs 15 min or 5 hrs 30 min; Distance: 14,8 km or 12,9 km


Day 5

Ring route in surroundings of Radda in Chianti

Today a walk through the surroundings of Radda, among the vineyards of Vertine, a lovely village from the 11th century, which today is an important wine center in the Chianti region. Then you follow the route to the medieval Gaiole, where you could take a break. The route crosses the hills and you have repeatedly stunning views of Radda. The landscapes reveal the charming and variegated nature of this unique countryside.

Walking time: 6 hrs 30 min; distance: 21 km


Day 6

Radda - Vagliagli (3 or on Sundays 5 hrs). By bus to Siena

Leaving Radda, you continue your walk through the heart of Chianti, where wines are already produced since Etruscan time’s wines. The walk offers a unique and varied landscape. You will pass typical Tuscan villages and lovely views over the rolling wine country. At the end of the walk, take the bus (on Sunday from Quercegrossa) to Siena.

Walking time: 4 h  (+
1:30 on Sunday to take the bus in the next village Quercegrossa); Distance: 13.5 km
Level differences: max. Height 525m and min height -300m


Day 7


After breakfast you are free to visit Siena, the famous town of the Palio. Situated on a peculiar territory, Siena is characterised by a quaint landscape, the city unrolls in a continuous up and down of streets, where you can discover the most notorious monuments, like the Buonsignori Palace, with its National Picture Gallery, the white and dark green marble decorated Dome, of which the construction started back in the twelfth century, the Piccolomini Library, the Baptistery and the Museum of Metropolitan Opera, or you can simply enjoy a stroll around Piazza del Campo and along the narrow streets, stopping for a taste of Panforte and Ricciarelli in some of the several typical confectioner’s shops.  


Day 8

End of tour after breakfast





Included in this walking trip:

  • Accommodation (upgrades are possible) and breakfast

  • Luggage transportation

  • Transfer on day 4  

  • Detailed route descriptions of the itinerary in English

  • pre-tour information

  • assistance


Not included in the tour:

  • lunch and dinner

  • public bus transfers (standard version)

  • insurances

  • local tourist taxes 




Daily from 1 April till 1 November (other periods on request)

Level 2/3

walking along trails and quiet country roads in a hilly landscape. Some walking experience is needed. Differences in level between 100m and 550m. Average walking time between 4 and 5hrs 30 per day. It is advisable to have done a little trekking practice or a little training. Trekking height: between 100 and 550 mt, average duration of the stages between 3h30 and 5h00, positive difference in height from 250 to 500 mt per day.


from 2  persons (solo traveller on request)

Price p.p. 2017

In double room  € 545,00

In single room      € 740,00

3rd person in triple room  € 383,00

On request

Extra nights in Florence or Siena