
Cycling Tuscany: Chianti & Siena
Experience the best of classic Tuscany on two wheels, accompanied by sumptuous food and wine.
- Cycling
- 8 days
Italy
No guides, no groups - just you and the trail. We book your accommodation, transfer your luggage each day and you navigate at your own pace with our award winning app.
Take on our Tour of Tuscany cycling through the world-class winelands of Chianti and Montepulciano.
Every accommodation is handpicked by our team for comfort and character. Accommodation is subject to availability but will always be of a similar or better standard. Here's a taste of what to expect along the way.

Florence
Bed and breakfast

Radda in Chianti
Hotel


Siena
Bed and breakfast

Montepulciano
Hotel
Same on every route and duration
Same on every route and duration
Need extra nights before, during or after your trip? Call us or visit our Help Centre and we’ll arrange it.

Experience the best of classic Tuscany on two wheels, accompanied by sumptuous food and wine.

Cycle through the "green heart of Italy", a different side of Italy where fewer tourists venture.

Cycle through Tuscany from Lucca to Rome, following one of Europe's greatest biking routes.

Cycle the tip of Italy's 'heel' - the Salento coastline - punctuated by beaches and coastal towns.

Discover the UNESCO listed Baroque towns and charming fishing villages of south east Sicily.

Pedal from Ljubljana through idyllic countryside to the warm waters of the Adriatic.

Pedal the Adriatic coastline between iconic Italian, Slovenian and Croatian cities.

Ride from the Renaissance city of Verona to the southern shores of Lake Garda.