This cycling tour through Tuscany offers an unforgettable journey through Italy's most picturesque landscapes. Pedal along quiet roads and scenic paths that wind past cypress-lined avenues, golden wheat fields, and world-renowned vineyards. The route takes you to historic towns like Florence, Siena, Montepulciano, and Montalcino, rich in art, culture, and medieval charm. Along the way, you'll experience Tuscany's culinary delights, including traditional pasta dishes and local olive oils, while enjoying exquisite wines from the famous Brunello di Montalcino and Chianti regions. With a mix of gently rolling hills and more challenging climbs, this tour offers both breathtaking views and an immersive cultural experience in the heart of Italy's wine country. This self-guided cycling tour is always run as a private tour for your group only. This tour can be customized for you, with prices depend on group size, room types, trip customizations, and date of travel.
Arrival in Florence
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Florence to Passignano sul Trasimeno
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Passignano sul Trasimeno Montepulciano
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Montepulciano to Montalcino
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Montalcino to Siena
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Siena to Radda in Chianti
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Radda to Florence
Departure or Extension
Hotel