Florence: Private Siena, San Gimignano & Chianti Day Trip｜Italy

Enjoy a private full-day tour from Florence to three of Tuscany’s most iconic destinations: Siena, San Gimignano, and the Chianti countryside. Start with convenient pickup from your hotel in central Florence and travel comfortably with your private English-speaking driver through rolling hills, vineyards, and olive groves.

Arrive in Siena and meet your private local guide for a walking tour of the historic city center. Stroll through medieval streets, admire elegant palaces, and discover Piazza del Campo, one of Italy’s most beautiful squares and the heart of Siena’s civic life. After the guided visit, enjoy free time for lunch at your own pace.

Continue through the scenic Chianti countryside, with panoramic views of vineyards, olive trees, and traditional Tuscan villages. Along the way, admire the fortified medieval hamlet of Monteriggioni, famous for its ancient walls and timeless charm.

End your day in San Gimignano, a UNESCO World Heritage Site known for its medieval towers and beautifully preserved historic center. Enjoy free time to explore its charming streets, artisan shops, and panoramic viewpoints, and discover why San Gimignano is often called the “Manhattan of the Middle Ages.”

Relax on the return journey as your private driver takes you back to your hotel in Florence.