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Cycling Tuscan Wine Country


A Cycle Tour through classic Tuscan wine country …

Journey into the heart of Chianti—and back in time—to sensational Siena and Castellina

Prices are starting indications, per person, based on two people sharing a twin room, and do not include bike hire. Please make a booking enquiry for a confirmed price based on your chosen dates and exact requirements.

Let us know how many of you, and your preferred dates, and we'll get straight back ...


Yes, there are hills to climb, but your efforts will be well rewarded with a sunny Mediterranean ambiance and a spirited flair for hospitality, Tuscany nourishes the soul and leads you to rejoice in the earthly pleasures of daily life.

Route we selected takes you along tranquil country lanes tracing the expanses between farmland crowned with walled villages, ancient monasteries in secluded valleys, and medieval forts. Staying in Pienza, Montalcino, Siena and heart of Chianti, you are sure to experience the true essence of Tuscany, where history and beauty fill the heart as water fills a well.

Strongly suggested, after spinning through rolling vineyards, golden wheat fields and chalky white hills by day, savor pecorino cheese, homemade pasta pici, fruity olive oils and sip Tuscan wines Brunello and Nobile.

Classic Tuscany Bike Tour’s Highlights

  • Journey into the heart of Chianti—and back in time—to sensational Siena and Castelllina
  • Shadow the hilly course of L’Eroica, Tuscany’s internationally recognized vintage bike race
  • In ancient cellars, taste superb Tuscan wines, from Vino Nobile di Montepulciano to Brunello di Montalcino
  • on request Cooking lesson in Castellina in Chianti with dinner


Your Bike

The bikes provided for our Tuscany tours have light frames, smooth-rolling tires, comfortable seats, and wide gear ranges for the best ride possible.

Your bicycle will be prepared for your arrival, taking account of your height, personal requirements and your accessory reservation.

Repair-toolkit, spare tube, mini pump, lock, cycle computer, saddle-bag, pedals and helmet are included. Handlebar bags (for touring bikes) or rear-bags (for race bikes) are also provided, and Garmin GPS and a range of other equipment can also be offered for a supplement.

The bikes are equipped with low gear ratios to assist with hill climbing – many come with compact gear setups and also have a large 30/32 size rear cog.

If you have any questions about the bikes, or special requests, please don’t hesitate to ask.