Italy

Cycling Tuscany: Florence to Montepulciano

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.

Route details

Difficulty:
Moderate - Challenging
Total distance:
382 km
Longest day:
61 km
Accommodation:
Standard
Available months:
May–October
Start/Finish:
Florence, Montepulciano

Take on our Tour of Tuscany cycling through the world-class winelands of Chianti and Montepulciano.

Where you could stay

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.

  • Night 1
    • Photograph of Casa Tintori

    Casa Tintori

    Florence

    Bed and breakfast

  • Nights 2–3
    • Photograph of Relais Vignale

    Relais Vignale

    Radda in Chianti

    Hotel

  • Nights 4–5
    • Photograph of La Chicca B&B
    • Photograph of La Chicca B&B

    La Chicca B&B

    Siena

    Bed and breakfast

  • Nights 6–7
    • Photograph of Albergo il Rondo

    Albergo il Rondo

    Montepulciano

    Hotel

What’s included?

What’s always included

Same on every route and duration

  • Accommodation in B&Bs, guesthouses and hotels
  • Breakfasts
  • Daily luggage transfers unless otherwise specified
  • Detailed trip info and mapped tracks, via our app
  • 24/7 telephone support

What’s always excluded

Same on every route and duration

  • Travel to start and from end of the trip
  • Any meals, snacks and drinks not listed as included
  • Taxi transfers or public transportation should you need to skip a stage
  • Bike rental
  • Travel insurance (recommended)
  • Local tourist tax if applicable (charged locally at hotels)

Optional Extras

Need extra nights before, during or after your trip? Call us or visit our Help Centre and we’ll arrange it.

Hear from our travellers

Know before you go

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