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Classic Tuscany bike trip

Holiday packages

Florence, Chianti, Siena, Volterra, Pisa. A-7-day-loop self-guided

by New Tuscany

This route winds through Classic Tuscany, through the cities and landscapes that deserve to be seen at least once in a lifetime. On this tour you'll ride through some of Tuscany's most iconic cities: Florence with its Ponte Vecchio, Siena and its Piazza del Campo, Pisa with its Leaning Tower. 


Between Florence and Siena you'll cycle along some of the iconic roads of L'Eroica, then over the following days discover the beauty of Volterra and the peace and quiet of San Miniato. You'll cross landscapes that define Tuscany — countryside dotted with cypress trees and hills waiting to be explored.

In seven days, the landscape will change completely under your wheels. You'll ride through the vineyards of Chianti Classico and the white gravel roads of L'Eroica — those unpaved roads that draw cyclists from around the world every year. Then the hills of Siena, the calanchi (eroded clay hills) of Volterra with their almost lunar terrain. After visiting Pisa, you'll head back toward Florence.

The route follows three historic paths: the Romea Senese, the Via Francigena, and the Via del Sale. Roads that pilgrims once walked to reach Rome — and that you'll ride across, with centuries of history beneath your wheels.

This route works because it doesn't just show you Tuscany — it lets you live it. Each stage ends in the heart of a different city, yours to explore and experience. With the optional e-bike rental, even the steepest climb becomes a relaxing ride. So much so that the tour is suitable for riders as young as 14.

Included services

  • 6-night accommodation in 3-4* hotels, B&Bs, or farm stays with breakfast

  • Online welcome briefing

  • Luggage transfer from stage to stage

  • GPX track, route description, useful contacts: all available online before departure

  • Phone assistance throughout the tour (Italian and English)

Excluded services

  • Travel to and from Florence

  • Meals (lunches and dinners) and drinks

  • City taxes and personal extras

  • Entrance fees to museums and sites not specified

  • Guided tour service (available on request)

  • Bike rental (available on request, see prices)

  • Airport or train station transfers (available on request)

Programme

  • Day 1: Arrival in Florence
  • Day 2: Florence › Greve in Chianti
  • Day 3: Greve in Chianti › Siena
  • Day 4: Siena › Volterra
  • Day 5: Volterra › Pisa
  • Day 6: Pisa › San Miniato
  • Day 7: San Miniato › Florence

Organisation

New Tuscany

Via Trieste 4, Grosseto, (Grosseto), Grosseto, (Grosseto)

ciao@newtuscany.comwww.travel.rama1913.it

Deal submitted by New Tuscany. Visit Tuscany is not responsible for the information and conditions proposed by the operator.