Tuscan Essence Extension

Depart Florence for San Gimignano, the famous “town of towers,” a UNESCO World Heritage Site that feels like stepping back into the Middle Ages. Stroll through Piazza della Cisterna, admire the Collegiata and its frescoes, and climb the Torre Grossa for breathtaking views of the Tuscan countryside. Explore artisan shops and enjoy the unique atmosphere of this hilltop town.

Night in San Gimignano: Hotel La Cisterna – centrally located, overlooking the ancient piazza, with a terrace offering panoramic views of vineyards and rolling hills.

This morning, visit Colle Val d’Elsa, a hidden gem known for its medieval upper town and world-class crystal production. Walk its quiet streets, visit the Duomo, and discover local workshops.

Continue to Volterra, an ancient walled town with Etruscan roots and Roman ruins, perched on a ridge with sweeping views of the valleys below. Explore its historic center and enjoy lunch at a local trattoria.

Return to San Gimignano for a relaxed evening.

Travel to Siena, one of Italy’s most beautiful cities, famous for its Piazza del Campo and stunning Gothic cathedral. Your private guide will bring Siena’s rich history to life, from its medieval prosperity to its vibrant traditions like the Palio horse race.

Optional: Stop at a Chianti winery en route for a tasting and lunch or visit the Abbey of Monte Oliveto Maggiore for a serene cultural experience.

Head south to Pienza, the “ideal Renaissance city,” set in the heart of the Val d’Orcia, a UNESCO World Heritage landscape of rolling hills and cypress-lined roads. Stroll through Piazza Pio II, visit the cathedral and Palazzo Piccolomini, and sample the town’s famous Pecorino cheese.

Optional: Stop in San Quirico d’Orcia or enjoy a scenic drive through the valley’s postcard-perfect countryside.

Continue to other parts of Italy or end your trip with a return to Florence for your departing flight.