We noticed that you are based in the - click here to visit our USA website. US 

Save 10% on all Slower Adventures! Only when you book with a specialist by 30th Nov


Tour of Tuscany: Florence to Montepulciano

From £1,320.00
8 Days & 7 Nights
Read 4 reviews

Tour of Tuscany: Florence to Montepulciano

  • Cycle Tuscany’s classic hills of Chianti & Montepulciano
  • Visit the Ponte Vecchio Bridge of Florence
  • Ride historic stages of Giro d’Italia
  • Relax with a Chianti in Siena’s Piazza del Campo
  • Cycle the UNESCO Val d'Orica region
Take on our Tour of Tuscany cycling from Florence, through the world-class winelands of Chianti and Montepulciano. Ride the rolling Chiantigiana to Radda in Chianti and Tuscany’s largest collection of wine, ‘Casa del Chianti’. Follow stages of Giro d’Italia to the towers of San Gimignano and the buzz of Siena’s Piazza del Campo (perfect for a post-ride vino rosso!). Ride the exquisite Val d’Orica and round off your tour with a glass of the reputed Vino di Nobile in medieval Montepulciano.


Day 1 Arrive Florence Day 2 Cycle to Radda in Chianti 29 miles / 47 km Day 3 Chianti Winelands Loop Ride 31 miles / 50 km Day 4 Cycle to Siena 48 miles / 76 km Day 5 Siena and The Montagnola Region 36 miles / 57 km Day 6 Siena to Montepulciano 38 miles / 60 km Day 7 Montepulciano 56 miles / 90 km Day 8 Onward Travel

Other Information

Is it for me? Accommodation & Meals Navigation What's Included When to go Travel & Transfers Info & FAQ
You May Also Like


Reasons to believe in Macs Adventure:
The Biggest Choice

The Biggest Choice

Self-guided walking & cycling is all we do - we have over 500 tried & tested trips.
Our Heritage

Around Since 2003

We’re still founder led & the world’s number one self-guided operator with mountains of experience.

18,000+ Customer Reviews

Plus, with a Feefo Platinum Service Award & a British Travel Award, you know you're in good hands.
Positive Impact

Positive Impact

We use independent suppliers to support communities along our routes, as well as work with organisations to help maintain & restore paths.
£ - GBP - Pound
Country/Region name: