Classic Tuscany bike trip
Holiday packagesFlorence, Chianti, Siena, Volterra, Pisa. A-7-day-loop self-guided
by New Tuscany
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.itDeal submitted by New Tuscany. Visit Tuscany is not responsible for the information and conditions proposed by the operator.
Other deals in Holiday packages
Four days on a motorcycle between sea and mountains
01 Jul 2025 - 31 Dec 2026
Stay at Casa del Fattore and discover the flavours of Tuscan cuisine
01 Jul 2026 - 31 Mar 2027
Weekend on Tuscan Via Francigena, from Pontremoli to Aulla
01 Apr 2026 - 31 Oct 2026
Tuscany by bicycle: six days between bike and Spa experiences
04 Jan 2025 - 31 Jan 2033