AN UNFORGETTABLE EVENING IN TUSCANY: SUNSET IN SAN GIMIGNANO AND DINNER WITH WINE TASTING AMONG VINEYARDS IN CHIANTI - PRIVATE TOUR

This extraordinary evening is sure to become one of those travel memories you’ll cherish for years to come. Your professional, private English-speaking chauffeur will collect you in Florence and whisk you away from the city into a breathtaking landscape of rolling hills, olive groves, and endless vineyards. Sit back, relax, and let your chauffeur handle the journey while you enjoy the spectacular Tuscan countryside.

Your evening begins with leisure time in the hilltop medieval town of San Gimignano. Often nicknamed the “Manhattan of Italy,” this enchanting town is celebrated for its distinctive medieval towers, charming streets, and timeless atmosphere. Admire the impressive Torre Grossa, the tallest of the town’s historic towers, then wander through the narrow cobbled lanes, browse inviting local boutiques, and enjoy the sweeping views across the countryside.

Continue to Piazza della Cisterna, the town’s picturesque central square, and treat yourself to a delicious artisan gelato from one of the renowned local gelaterias. Then, prepare for one of the most memorable moments of the day: a spectacular Tuscan sunset.

Make your way to Rocca di Montestaffoli, a historic 14th-century fortress, and arrive just in time to watch the sun sink below the horizon. From its ancient walls, admire panoramic views across Tuscany’s rolling hills and endless vineyard-covered landscapes—the perfect setting for unforgettable photographs.

Before continuing towards the Chianti countryside, enjoy a glass of Vernaccia di San Gimignano, the region’s celebrated white wine. Savour its distinctive character and take a relaxing moment before moving on to the next chapter of your evening.

Leaving San Gimignano behind, your private chauffeur will drive you to an exclusive wine estate nestled in the heart of the Chianti hills. Here, a truly special experience awaits: a three-course Tuscan dinner, accompanied by a wine tasting surrounded by the estate’s beautiful vineyards.

Enjoy authentic regional cuisine, carefully selected wines, and the serene atmosphere of the Tuscan countryside as evening settles over the vines.

After dinner, return to your private luxury vehicle and enjoy a comfortable, peaceful journey back to Florence, bringing an unforgettable evening of medieval charm, breathtaking sunsets, exceptional wines, and authentic Tuscan flavours to a perfect close.