Cycling Across Tuscany: The Perfect 7-Day Itinerary for Wine Lovers

Day 1: Arrival and Warm-Up Ride

Start your 7-day cycling adventure in Tuscany by arriving in Florence. After settling in, take a short warm-up ride around the city. Florence’s historic sites, like the Duomo and Ponte Vecchio, are beautiful landmarks to explore. Don’t forget to visit a local enoteca to start your wine journey.

Day 2: Florence to Chianti

Begin your first full day of cycling by traveling from Florence to the heart of Chianti. This region is famous for its rolling hills and vineyards. Along the way, stop at a local winery to taste world-renowned Chianti Classico. It’s a challenging ride, but the scenic views compensate for the effort.

Day 3: Exploring Chianti

Spend your day cycling through the Chianti region. With its picturesque landscapes and numerous wineries, Chianti is a paradise for wine lovers. Be sure to take a guided tour at one of the region’s heritage wineries and savor some traditional Tuscan meals paired with exquisite wines.

Day 4: Chianti to San Gimignano

On the fourth day, head towards the medieval town of San Gimignano. Known as the “Medieval Manhattan” due to its tower-filled skyline, this town offers not only historical charm but also delectable local wines. Enjoy a wine tasting of the famous Vernaccia di San Gimignano.

Day 5: San Gimignano to Siena

Today’s ride takes you to the historic town of Siena. As you cycle through the scenic countryside, you’ll experience the heart of Tuscany’s wine region. Upon reaching Siena, explore the stunning Piazza del Campo and unwind with an exquisite Tuscan meal accompanied by a fine local wine.

Day 6: Exploring Siena and Beyond

Spend the day cycling around Siena and its surroundings. This region is home to many vineyards and olive groves, providing the perfect backdrop for a leisurely ride. Visit a local agriturismo to enjoy organic wines and home-cooked meals.

Day 7: Return to Florence

Conclude your cycling tour by heading back to Florence. Reflect on your journey as you cycle through the mesmerizing Tuscan landscapes one last time. Once in Florence, enjoy a celebratory dinner and a final glass of Tuscan wine to toast to an unforgettable adventure in Tuscany.