Pickup directly from your hotel, apartment, or preferred location in Florence. Meet your English-speaking chauffeur, who will be at your disposal for the full 8 hours in a luxury Mercedes-Benz sedan or van. During the drive, your chauffeur will share historical background, cultural insights, and local knowledge about Tuscany and the destinations you’ll visit.

Arrive in Siena, one of Tuscany’s most atmospheric medieval cities, renowned for its preserved historic center and deep-rooted traditions. Guests will have free time to explore the city independently, soaking in its unique character, narrow streets, and monumental squares at their own pace. Highlights you may see in Siena include: - Piazza del Campo - Siena Cathedral (Duomo di Siena) - Historic Contrade neighborhoods - Medieval streets and viewpoints A private licensed guide can be arranged in advance for a guided walking tour of Siena.

After Siena, your chauffeur will drive through the rolling Tuscan countryside to San Gimignano, a UNESCO-listed hill town famous for its skyline of medieval towers. Time is scheduled here for lunch. Optional Lunch Arrangement: Upon request, we can reserve a table at a local restaurant, where guests can enjoy traditional Tuscan cuisine paired with local wine. Lunch is not included and is paid directly at the restaurant.

Following lunch, enjoy free time to explore San Gimignano independently. This charming town offers a compact and walkable historic center, perfect for a relaxed visit and scenic views over the countryside. Highlights you may see in San Gimignano include: - Medieval towers (including Torre Grossa) - Piazza della Cisterna - Collegiata di Santa Maria Assunta - Artisan shops and panoramic viewpoints

Relax during the scenic drive back to Florence. Drop-off at any location of your choice within the city.