Cycling in Tuscany region of Italy

The rolling verdant hills of Tuscany make for excellent cycling

Welcome to Tuscany, a region lauded for its breathtaking landscapes, world-renowned wines, and an unrivaled tapestry of Renaissance art and architecture. In the rolling hills of Tuscany, where vineyards meet the horizon and medieval towns cling to the landscape, a bicycle becomes your time machine, transporting you through centuries of history, art, and culinary delights.

Tuscany’s historical roots stretch back to the Etruscan civilization, which thrived in the region before the Roman Empire. The city of Florence, the region’s capital, became a major center of the Renaissance, a period that birthed profound intellectual and artistic movements. Florence was also the heart of the Italian Renaissance, home to geniuses like Leonardo da Vinci, Michelangelo, and Galileo Galilei, whose innovations in art and science shaped the world.

Unlike any other region in Italy, Tuscany boasts rolling hills dotted with ancient vineyards, olive groves, and cypress trees, all set against the backdrop of a sun-softened and vibrant palette that changes with the seasons. In the gentle warmth of spring and the golden light of fall, you can experience the region at its finest: fields springing to life in a burst of color, grape harvests in full swing, and a slower pace of life that allows you to savor every moment.

Browse Tuscany tours

Cycling from Venice to Florence in Italy

Bicycling Venice to Florence

Our most popular bicycle tour in Italy for beginning cyclists offers a taste of three of Italy’s most spectacular cities.
8 days
From USD$4395
Classic Level 2.5
  • May 05, 2024 – May 12, 2024

  • May 19, 2024 – May 26, 2024

  • Jun 09, 2024 – Jun 16, 2024

  • Sep 01, 2024 – Sep 08, 2024

  • Sep 15, 2024 – Sep 22, 2024

  • Sep 29, 2024 – Oct 06, 2024

Bike Across Italy - Guided Bike Tours in Tuscany

Bike Across Italy – Venice to Pisa

If you love Italy, then you’ll love our bicycle tour from Venice to Pisa. Our “original” bicycle trip across Italy, includes a stop at our European headquarters.
12 days
From USD$5795
Classic Level 2.0
  • May 05, 2024 – May 16, 2024

  • May 19, 2024 – May 30, 2024

  • Jun 09, 2024 – Jun 20, 2024

  • Sep 01, 2024 – Sep 12, 2024

  • Sep 15, 2024 – Sep 26, 2024

  • Sep 29, 2024 – Oct 10, 2024

Explore the Strade Bianche on a guided bicycle tour with ExperiencePlus

Explorer: White Roads of Tuscany

In 1997, 92 cyclists pedaled out of Gaiole in Chianti, to protest the paving of Tuscany’s white gravel roads, or strade bianche. Two decades later the excitement around riding gravel hasn’t subsided and we’re thrilled to have a beautiful gravel bike tour from Siena to Cortona to showcase some of these stunning roads.
7 days
From USD$3150
Explorer Level 3.5
  • May 05, 2024 – May 11, 2024

  • Sep 08, 2024 – Sep 14, 2024