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A self guided cycling tour of 8 days 

or  7 nights or Road bike tour 7 days / 6 nights (download pdf)



 This is a lovely journey through one of the most famous Italian regions, Tuscany. This area is famous for its wines, its cities rich in art and the warm welcome you get from its inhabitants: a winning combination of emotions, scents and traditions perfectly combined and ready to be discovered by bike. From Piazza della Signoria to Piazza dei Miracoli: you will pass Siena, San Gimignano, Volterra. After a short visit of Florence, the first part of the tour brings you into the heart of Tuscany, along the "road of wines", production area of the famous Chianti, where you will have a break and the possibility to taste wine in the numerous local wine cellars. After Siena the tour continues towards Colle Val d' Elsa, the "Bohemia of Italy", then San Gimignano, famous for its towers, and Volterra, the city of the alabaster. Finally you reach Pisa, the city of the worldwide famous hanging Tower.








Day 1

Individual arrival in Florence.

Arrival in Florence, jewel of the medieval and Renaissance art. If you arrive early, you will have the time to explore one of the most important Italian cities. Overnight in Florence.

Day 2

Florence - Greve in Chianti (44 km)

Today you will ride through the heart of Tuscany which is rich in art, scents and traditions. You start by bike from Florence and reach Impruneta, city of the terracotta art, where you can visit ancient villas and the Basilica. After approximately 10 km you will get to Mercatale, a small town surrounded by the Chianti hills; if you like you could make a stop and taste three wine varieties and other products at the wine cellar of Palagio castle. Overnight in Greve in Chianti (Standard cat.) / Greve countryside (Deluxe cat.). 

Total km: 44 ; difference in height + 670 - 500;


Day 3

Greve in Chianti - Radda in Chianti (31 km)  

Today you will discover one of the best known Tuscany areas: "the road of wines". Departure from Greve in Chianti with its main irregular triangle shaped square. You continue across the fortified medieval village of Montefioralle above Greve, and then, after the beautiful villages of Panzano, you reach Radda in Chianti. The Classic Chianti, situated between Florence and Siena, is a varied and colourful hilly landscape. Here the famous Chianti wine was born during the Etruscan age. In Radda in Chianti it is possible to admire the Pretorio Palace and the remains of its walls and of the medieval towers. Overnight in Radda in Chianti countryside (standard cat.) / Radda village (Deluxe cat.). 

Total km: 31; difference in height + 700 - 540;


Day 4

Radda in Chianti - Siena (41 km) 

Today the tour moves from Radda in Chianti until Siena. The first stop will be at the Meleto's Castle, then you'll continue until the famous Castle of Brolio which is rich in suggestions coming from ancient times. Here you can have a tasting in the Ricasoli wine cellar. In the afternoon, you'll reach Siena, famous for its Palio and laying down on a cross road of hills creating a colourful scenery. While visiting the city you will meet some of the most remarkable monuments in Italy: Piazza del Campo and the Public Palace, Buonsignori Palace with the National Pinacoteca, the Cathedral and also the Piccolomini Library, the Baptistry and the Museum of the Metropolitan Work). Overnight in Siena. 

Total km: 41; difference in height + 610 - 710;


Day 5

Siena – Colle Val d‘Elsa (27 km)

Leaving from Siena and cycling through sweet small hills, you'll cross some little villages like Sovicille. 
Along the way you can have a view of Monteriggioni's castle, whose "cerchia tonda", approximately 570 m of diameter, was already noticed by Dante. Then you'll arrive at Abbadia a "Isola", (which means "Island"): the town was an important place of rest along the Francigena Way and it was famous also for its church, similar to the entrance of the church of the Holy Sepulchre in Jerusalem. You'll continue then until Colle Val d' Elsa, the so called "Italy's Boemia". Colle Val d'Elsa is an ancient Etruscan site allied of Florence since 1100 against Siena. It went through a great development from 1400, when the most flourishing factories of glass were built, taking advantage of the engine force of river Elsa. Possible visit of an handicraft laboratory of crystal manufacture. Overnight in Colle Val d'Elsa. 

Total km: 27; difference in height + 170 - 360;


Day 6

Colle Val d’Elsa –  Volterra 46 km

From Colle Val d'Elsa you'll cycle to San Gimignano. The town, up on a hill, dominates the Val d' Elsa: it is a splendid example of well-preserved Medieval city; its fame is mostly due to the numerous towers still adorning it. For its particularity it has been declared world heritage by the Unesco. In the late afternoon you'll arrive in Volterra, a city with about 3000 years of history. Volterra is well known for its laboratories of alabaster and you can visit the Acropoli, the roman theatre and the walls around the historical centre. Overnight in Volterra. 

Total km: 46; difference in height + 990 - 620;


Day 7

Volterra – Pisa 54 km

You depart from Volterra and cycle towards Ghizzano, a village surrounded by vineyards. After approximately 2 hours cycling you'll reach Calcinaia, and after some more kilometres you arrive in Pontedera. Transfer by train to Pisa, the city of the hanging Tower. Overnight in Pisa. 

Total km: 54; difference in height + 140 - 630;


Day 8


Your tour ends after breakfast. Free time to visit the city: the Cathedral, the Baptistery and the famous hanging Tower.




Short Version by road bike (download PDF with further information)


Day 1: Individual arrival in Florence 

Day 2: Firenze-Radda in Chianti 69 km / 43 miles 

Day 3: Radda in Chianti-Siena 43 km / 27 miles

Day 4: Siena-Montalcino-Siena 70 or 116 km / 43 or 72 miles

Day 5: Siena-Volterra 73 km / 45 miles

Day 6: Volterra-Pisa 76 km / 47 miles

Day 7: Pisa, departure 




Included in the price:

  • 7 nights with breakfast 

  • luggage transportation 

  • App with tour map and itinerary (with points of interest, services and GPS position. The App provides GPS tracks that can also be used offline) 

  • One handlebar mobile holder

  • Emergency number 

  • For Deluxe category ONLY: roundtrip taxi ride Hotel - Greve in Chianti city centre


Not included in the price:

  • Journey to/from Italy

  • Transfer by train Pontedera Pisa

  • Insurances

  • Tourist taxes (15 to 18 euro depending on the category)

  • wine-tastings

  • Any extra and all not specified under "included in the price"



Every Saturday from April to October 2019

Level 3

hilly land, with some sweet climbs and descents (last stage mostly in descent). Global height of the tour: between 100 and 550 m. a.s.l., average duration of the stages: from 27 to 54 km per day. Roads: 70% asphalted, about 30% are not paved country roads. For cyclists with experience and good physical condition Road bike tour level 3/4: for expeienced cyclists


Minimum two persons 

Prices p.p. 2019

Standard Category 8 days

In double room     € 610,00

In single room € 820,00

Deluxe Category 8 days

In double room     € 870,00

In single room     € 1320,00

Road bike tour, 7 days / 6 nights, Standard Category

In double room     € 575,00

In single room     € 750,00

Road bike tour, 7 days / 6 nights, Deluxe Category

In double room     € 740,00

In single room     € 1110,00


Paper road book (upon request, to be booked in advance) 15 €

Bike rental    € 80,00

E-bike rental  € 200,00
Helmet rental  € 15,00

Road bike supplement (helmet included) € 200,00