Italy 5-Day Biking Tours & Itineraries

Explore 2 biking trips designed by local kimkim specialists to get ideas for your trip to Italy.
Plan your trip to Italy
Customize your trip with help from a local travel specialist.
Florence from afar
Map of Cycling Tuscany: Florence to Siena - 5 Days
Cycling Tuscany: Florence to Siena - 5 Days

Take a quick spin through the birthplace of the Italian Renaissance with this five-day Tuscan cycling tour. This challenging bike route will take you through the medieval villages and cypress-spotted hills of the Tuscan wine region . Go from Florence to Siena as you take in the region's food, historic castles, and sun-kissed landscapes, accompanied, of course, by a good glass or two.

Tuscany, Italy countryside
Map of Tuscany By Bike: San Gimignano, Montalcino, Siena - 5 Days
Tuscany By Bike: San Gimignano, Montalcino, Siena - 5 Days

Tuscany is famous for its beautiful landscapes, vineyards, cypress trees, farms, and medieval hill towns. What better way to experience some of the best views in Italy than by bike. You'll explore the hills and towers of San Gimignano, have a chance to taste Brunello wines in Montalcino, and learn about the history and architecture of Siena.