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Western Tuscany Self-Guided Tour (7 Nights)

Tour code: TUSSG7B

Tour Overview

This itinerary explores the lesser known, but no less beautiful areas of Tuscany to the west of the renowned Siena region.

The first route leads from Siena through gently rolling terrain to the walled town of Monteriggioni en route to Colle di Val d’Elsa. From here you continue west to the medieval Manhatten that is San Gimignano. Continuing west you tackle the ascent to Volterra. The ride south from Volterra to Marina di Bibbona takes you through the Val di Cecina and the Metalliferous Hills. A loop ride from Marina di Bibbona explores the coastline to the north. The next stage takes you inland to the beautiful town of Massa Marittima.. From here you ride east, visiting the ruins of San Galgano Abbey en route to Monticiano. The last leg completes the circuit by turning north across the Montegnola Senese back to Siena.

See the Regional Details page for further information on the scenery and attractions.
The itinerary follows routes A, B, C, D, E and F
The tour is rated B – click here for tour rating description.

Ten highlights

  • Siena
  • Monteriggioni
  • San Gimignano – the medieval Manhatten
  • The alabaster workshops of Volterra
  • The Cecina Valley
  • The Tuscan Coast along the Maremma
  • The Tuscan Coast
  • Massa Marittima
  • San Galgano Abbey
  • The Montagnola Senese


  • Elba
  • Ice Cream
  • On The Road
  • Riding Into Town
  • Volterra


  • Spend a night or two in Florence before or after your bike tour.
  • Ride from Florence to Siena through Chianti stopping in the town of Greve in Chainti en route.
  • You can extend your trip by a couple of nights to visit the Island of Elba.

Outline Itinerary

Day Itinerary Start Finish Route options
En Route
1 arrive at SIENA      
2 route A Siena San Gimignano    
Colle di Val d'Elsa; Monteriggioni; Chianti
3 route B San Gimignano Marina di Bibbona    
Volterra; Montecatini Val di Cecina; Metalliferous Hills
4 route C Marina di Bibbona Marina di Bibbona    
Montescudaio; Guardistallo; Monteverdi Marittimo; Castagneto Carducci
5 route D Marina di Bibbona Massa Marittima    
S.Vincenzo; Venturina; Suvereto; Montioni
6 route E Massa Marittima Monticiano    
Lago Accesa; Ghirlanda; Montieri; Chiusdino
7 route F Monticiano Siena    
Belagaio; Montagnola
8 depart from SIENA          

Tour Costs

Costs in Euros
basic cost per person sharing
single accommodation supplement (if applicable)
Optional Costs
bicycle rental
bicycle rental (road)
bicycle rental (carbon road)
luggage transfers
shared charge for group
additional charge per rider

* There is an additional charge of 100 Euros for someone who is travelling on their own.

Click here for more details on what's included in the costs above.

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