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Cycling Tuscany: Chianti & Siena

From £1,279.00
8 Days & 7 Nights
4.5
Read 19 reviews

Cycling Tuscany: Chianti & Siena

  • Cycle the rolling Cypress tree lined Tuscan hills
  • Dine in the buzz of Piazza di Campo in Siena
  • Ride amongst the famous vineyards of Montepulciano
  • Poolside relaxation under the Tuscan sun
  • Sample local wine and delicious cuisine en route
Experience the best of classic Tuscany on two wheels, discovering picture-postcard medieval and renaissance hill-top villages, accompanied by sumptuous cuisine and the famed Chianti, Brunello and Nobile wines. Each day you will be cycling at your leisure through scenery characterised by vineyards, verdant farmland and cypress-lined country roads. Each day you’ll reach traditional villages perched atop rolling hills, where churches, abbeys and monasteries await. Visit the fortified town of Monteriggioni before heading to one of Italy’s most spell-binding locations, San Gimignano, with its many towers. Explore magical Siena, the thermal-spa town of Bagno Vignoni and Pienza, as well as photogenic Montichiello and Montepulciano. You’ll also pass through towns located on the route of the ancient Via Francigena pilgrimage. End each day with a well-earned glass or two of full-bodied Italian red, accompanied by a dish garnished with local pecorino cheese and truffles.

Itinerary

Day 1 Arrive Poggibonsi and overnight Day 2 Loop cycle to Monteriggioni, Colle Val d’Elsa and San Gimignano 23 miles / 37 km Day 3 Poggibonsi to Siena 20.5 miles / 33 km Day 4 Siena to ‘Crete’ to Buonconvento 29 miles / 47 km Day 5 Cycle to Monte Oliveto Monastery and Montalcino 23 miles / 38 km Day 6 Loop cycle to Sant’ Antimo Abbey 17 miles / 28 km Day 7 Cycle to Pienza, Montichiello and Montepulciano 28 miles / 45 km Day 8 Onward travel
THIS TRIP'S CARBON SCORE

This trip has a carbon score of 7kg per person per night, meaning it’s one of our best trips! For comparison, a carbon count of 7kg is equivalent to 1 single running shoe (not even a pair!). Here at Macs, we pride ourselves on being a responsible travel company and continue to adopt, develop and innovate ways to positively impact the environment. Find out more information on how we've carbon counted our trips.

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WHY MACS?

Reasons to believe in Macs Adventure:
The Biggest Choice

The Biggest Choice

Self-guided walking & cycling is all we do - we have hundreds of 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.
Reviews

23,000+ Customer Reviews

Plus, with a Feefo Platinum Service Award & British Travel Awards, 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.
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