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Western Tuscany & Elba Extended Tour (8 nights)

Tour code: TUSSG8

Tour Overview

This is a comprehensive tour that combines the routes through western Tuscany with the routes through the Siena region. The itinerary is designed to show off the very best that Tuscany has to offer!

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.  From there you take in the genuinely stunning Etruscan Coastline, with its crystal clear waters, before heading out to the island of Elba for a two night stopover.  There is a great loop ride round the island the following day. Please note that you will need to carry your own gear out to the island of Elba on panniers. The rest of your luggage will be sent on to your next destination. The next stage takes you inland to the beautiful town of Massa Marittima. From here you pedal east to Monticiano and Montalcino, where some of the best wine in the world can be found, and consumed! The last leg of the journey takes you back into the staging town of Siena.

See the Regional Details page for further information on the scenery and attractions.

Ten highlights

  • Sodoma’s frescoes in the Abbazia di Monte Oliveto Maggiore
  • The Renaissance town of Pienza
  • Tthe hot springs in Bagno Vignoni
  • Sampling a glass of Brunello wine in Montalcino’s Fortezza
  • The vista across the Val d’Orcia from Cortona’s heights
  • San Gimignano – the medieval Manhatten
  • The alabaster workshops of Volterra
  • The Tuscan Coast around Marina di Bibbona
  • San Galgano Abbey
  • The beautiful island of Elba


  • Bagno Vignoni
  • Portoferraio, Elba
  • Strade Biancha
  • Val D'Orcia
  • White Road


  • Spend a night or two in Florence before or after your bike tour.

Outline Itinerary

Day Start Stay Core route Options En Route
→ km ↑ m longer shorter
1 - Siena - - - -
2 Siena San Gimignano 57.6 935 Montagnola Senese, evergreen oakwoods, Scorgiano, views of San Gimignano
3 San Gimignano Marina di Bibbona 73.8 1091   Volterra, the hills grading down to the sea, Bibbona, the coastline
4 Marina di Bibbona Elba 50.3 268   The Etruscan Coast, side trip to Populonia and Baratti, Portoferraio old town, the beach of Biodola
5 Elba Elba 60 1277   Marciana Marina, the beautiful coastal road and the cliffs, the several beaches with crystal clear water.
6 Elba Massa Marittima 54.1 664   The Maremma plains, the forested hills of Montioni
7 Massa Marittima Monticiano 36.8 545   The forested areas, the Cistercian Abbey of San Galgano
8 Monticiano Siena 35.8 512   Riserva Naturale Alto Merse, Rosia

Tour Costs

Costs in Euros
Basic cost per person sharing 815*
Single accommodation supplement (if applicable) 285
Optional Costs
Bicycle rental Hybrid 175
Road 195
Carbon road 295

E-Bike POA
luggage transfers Total for one or two people 495
Each additional person 20

* Prices for solo travellers are on request

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

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