Private Limousine Tour from Florence to San Gimignano & the Chianti Region

Your day begins in Florence, where your private chauffeur welcomes you into a comfortable limousine and guides you out of the city and into the soft, rolling curves of the Tuscan countryside. Soon, the silhouette of San Gimignano appears on the horizon—its medieval towers rising like ancient sentinels over the hills.

Inside the town’s stone walls, time seems to slow. Sunlight filters across cobblestone alleys, shopkeepers arrange handcrafted goods in their doorways, and the aroma of bakeries drifts through the air. As you wander through lively squares and quiet corners, you can feel centuries of history in every stone. Perhaps you stop for a glass of Vernaccia, the town’s famous white wine, crisp and refreshing—just like the breeze that sweeps across the hilltop.

Leaving San Gimignano behind, your chauffeur takes you deeper into the heart of Chianti, where vineyards stretch like green waves across the landscape. Your first stop is Greve in Chianti, a welcoming village centered around a graceful, triangular piazza. Under its porticoes, wine shops and artisan stores invite you to taste and explore. The atmosphere is warm, authentic, unmistakably Tuscan.

Your journey continues along winding roads lined with cypress trees until you reach Castellina in Chianti, perched high above the valleys. Its medieval streets, stone archways, and panoramic terraces create the feeling of stepping into a storybook. The remarkable Via delle Volte, a tunnel-like passageway carved through ancient walls, offers quiet shadows and unexpected views over the countryside.

Along the way, you may pause at a traditional winery, where the scent of oak barrels and the deep red color of Chianti Classico reveal the soul of the region.

As the day gently fades, your chauffeur drives you back to Florence, the hills glowing in the late-afternoon light—your perfect Tuscan journey coming to a serene close.