Private Tuscany Grand Tour - Best Of Siena, San Gimignano And Pisa

Follow the footsteps of the historic Grand Tour on this full-day Tuscany experience from Florence, combining medieval towns, breathtaking landscapes, authentic cuisine, and iconic Italian landmarks.

Travel comfortably through the Tuscan countryside aboard a luxury Mercedes Minivan or Sprinter with air conditioning and onboard WiFi. Along the way, admire the rolling Chianti hills, vineyards, olive groves, cypress-lined roads, and picturesque hilltop villages that define the region.

Your first stop is Siena, one of Tuscany’s most important medieval cities. Enjoy a guided walking tour through its historic center, including the famous Piazza del Campo, home of the traditional Palio horse race. Explore Siena’s narrow streets and learn about the city’s historic Contrade districts and rich cultural heritage. During the day, enjoy a surprise tasting of a traditional Tuscan specialty in either Siena or San Gimignano. Continue to San Gimignano, renowned for its iconic medieval towers and beautifully preserved atmosphere. After a typical Tuscan lunch, enjoy free time to explore the town independently, stroll through its charming streets, browse local artisan shops, or admire panoramic countryside views. The final stop is Pisa, where you will visit the spectacular Piazza dei Miracoli, home to the Cathedral, Baptistery, and the world-famous Leaning Tower. Enjoy free time to explore the square and take photos of one of Italy’s most celebrated landmarks. Tower entrance tickets are not included but may be purchased on-site if available.

Return to Florence in the evening after a full day discovering the art, history, architecture, flavors, and landscapes of Tuscany.