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Cycling Holidays in Tuscany & Chianti

Tuscany & Chianti

  • Pedal the winding Tuscan roads of Chianti & Montepulciano
  • Marvel at the Renaissance architecture in the cities of Pisa, Lucca and Florence
  • Explore the vineyards of Chianti and sample the iconic Chianti Classico wines
  • Discover the hill top villages, picturesque olive groves and vineyards
  • Treat yourself to gelato in the buzz of Siena’s Piazzo del Campo
  • Enjoy wonderful hospitality along with delicious Italian food and wine

Immerse yourself in Tuscany, surely one of Italy's most iconic regions, on a self-guided cycling holiday. Tuscany is a culmination of world-famous cities home to breathtaking Renaissance and Medieval architecture, mouth-watering cuisine, and fine wines accompanied by a timeless landscape of olive groves, vineyards, forests and hilltop villages. 

Discover the wine-producing regions of Chianti and Montepulciano and stay in the city of Siena, renowned for it's 400-year-old Palio Horse Race that takes place in the Piazza del Campo and array of 13-15th century art and architecture on our Tuscany: Chianti & Siena. For road cyclists seeking an extra element of challenge, combined with authentic Italian hospitality, outstanding cultural highlights and Tuscany's classic cypress-lined winding roads, our Tour of Tuscany: Florence to Montepulciano trip is a must. Or way not take on a challenge and cycle through the Tuscan hills all the way from Lucca to Rome on our Biking the Via Francigena tour.

Why not also speak to your Macs Adventure specialist about hiring an e-bike - a confidence-boosting way to explore the rolling Tuscan countryside.

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