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: Gaiole, Radda, San Donato, Pieve di San Giusto, the castle of Vertine and Galena, and several other castles as the Castle of Meleto, the fortified village of Castagnoli and the famous Castle of Brolio, property of the Ricasoli baron. Another highpoint of this tour will be the lovely town of Siena, famous for its Palio, piazza del Campo and Duomo.







Day 1 

Arrival in 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 hike to Fiesole: walk through olive groves and cypress lined roads, coming across the magnificent villas dominating the Val d’ Arno. The beauty of the landscape is impressive, once you have reached the hill top you can enjoy a wonderful view over Florence. In the main square of Fiesole you can admire the Dome and the Magisterial Palace, dating back to the fourteenth century, the town also hosts valuable archaeological sites. Return to Florence.

Duration 3hrs 20; Ascent and descent +440m -210m; distance 10 km / 6,2 miles


Day 3

Florence - Panzano - Radda in Chianti

After breakfast transfer with own luggage by public transport (standard version) or private transfer (deluxe version) to get to Panzano (you give your luggage to the driver). Then starts your walk through typical oak woods and you will reach Volpaia, a wonderful village, built in the 11th century as a fortified town. You could have a lunch break at a wine bar in the medieval centre of town. Then you continue your walk and will pass another medieval town Montevertine. You cross one of the most celebrated stretch of Tuscany: the Chianti Classico wine area, which lays between Florence and Siena. This is the land where the renowned Chianti Classico wine is produced and it is the same land where wine has always been produced, since Etruscan times. The landscapes reveal the charming and variegated nature of this unique countryside.

Duration 6 hrs; Ascent and descent +540m -440m; distance 18 km / 11,2 miles


Day 4

Radda in Chianti – Castellina in Chianti - Radda in Chianti

After breakfast leave the hotel and by bus (standard version) or by private transfer (deluxe version) you will reach Castellina in Chianti. Also today you walk through the famous wine area: "the road of Wines" . You rumble on paths and country roads, crossing vineyards and olive groves, to reach again the medieval village of Radda in Chianti. All day you will be accompanied by a marvellous landscape with great views.

Duration 4hrs; Ascent and descent +330m -420m; distance 13 km / 8 miles


Day 5

Radda- Gaiole in Chianti – Castello di Brolio - Siena

Castles’ day. After breakfast you will have a private transfer to Gaiole. The great appeal of this surroundings is not simply bound to vineyards and olive groves, in fact, here nature can offer enchanting sceneries of changing colours, depending on the season: the red of poppy fields, the violet dots of irises, the strong yellow of broom bushes, the intense green of cypresses and fir trees. And, like a stoke of brush on the landscape, the stone-made villages add a bright golden colour to the picture. Leaving Gaiole you will walk towards the famous Brolio Castle, property of the Ricasoli Baron, a suggestive site filled with the charm of past times. You can enter past the castle walls and walk the ancient rounds. If you like, have a look at the Ricasoli wine vaults and take the chance for a wine tasting. In the afternoon transfer to Siena on private minibus (16 km). 

Duration 4hrs30; Ascent and descent +350m -240m; distance 11 km / 6,8 miles


Day 6

Colle Val d’Elsa – San Gimignano

Transfer by public bus (standard version) or private transfer (deluxe version) to Colle Val d’ Elsa. You have time to visit the town and then start your hike to Quartaia, a small rural villane of mediaeval origins. Resume the journey through the hills to get to Coneo Abbey, founded around the year 1000, by the Benedictines. Walking on the historic Via Francigena you arrive at Molino d'Aiano. At this point the mild and peaceful panorama is already gently dominated by the unmistakable shape of San Gimignano hill. Declared by the UNESCO World Human Heritage, the city of San Gimignano holds, still intact, its mediaeval urban architecture. The spectacle of the view you can get from the top of one of the several town towers is invaluable! These towers are indeed the main tourist attractions that contribute to make this city famous worldwide. Return to Siena by public bus (16 km).

Duration 5hrs; Ascent and descent +390m -320m; distance: 13 km / 8 miles


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. End of tour.






Included in the tour:

  • Accommodation hotel*** and hotel **** hotel
  • Breakfast
  • Luggage transportation
  • Transfers according to your category standard (not public buses)
  • Mobile phone App with offline gps. There are tracks, maps and cultural information. 
  • Assistance


Not included in the tour:

  • journey to Florence and from Siena
  • lunches & dinners
  • drinks
  • transfer with public buses
  • entrance fees and everything not specified under "included in the tour)
  • Tourist tax (total about € 18,00)
  • Road book (to reserve in advance, € 15)




Every Saturday from 4 April until 18 October. Upon request and with surcharge it is possible do depart on another day. Bookings which include 1 and 2 July and August 15th and 16th in Siena are not possible, because of the Palio in Siena. High season: April, May, June, July, September, October. Low season: August. 

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. 2020

In double room low season € 610,00

In single room low season  € 870,00

Solo traveller low season  € 935,00

In double room high season € 645,00

In single room high season € 955,00

Solo traveller high season € 1.020,00
Supplement for departures on other days of the week € 39,00

On request

Extra nights in Florence or Siena