Chianti and Beyond: Florence, Siena, Lucca, San Gimignano Itinerary

Pick up your car and drive to Siena. Start your day with a cappuccino at Nannini in Piazza del Campo, the heart of the city. Explore the Siena Cathedral (Duomo di Siena) and the Siena Baptistery (Battistero di San Giovanni).

Enjoy a traditional Tuscan lunch at Osteria Le Logge before visiting the Monte dei Paschi di Siena and the Palazzo Pubblico and Torre del Mangia. Take a leisurely walk through the charming streets of Siena.

For dinner, indulge in the local cuisine at La Taverna di San Giuseppe. Afterward, take a romantic evening stroll and enjoy the views of the city from the Basilica of San Domenico.

Drive to Lucca and start your day with a traditional Lucchese breakfast at Dolce Sosta. Rent a bike and cycle along the Lucca City Walls, enjoying the panoramic views of the city.

Have a leisurely lunch at Bottega del Gelato and then explore the Lucca Cathedral (Duomo di Lucca) and the Gucci Museum. Take some time to relax in the peaceful atmosphere of Lucca.

Enjoy a dinner of local specialties at Buca di Sant'Antonio before taking a sunset walk through the Anfiteatro Square, a charming circular piazza built on the site of an ancient Roman amphitheater.

Drive to San Gimignano, known for its medieval towers. Start your day with a coffee at Gelateria Dondoli, famous for its gelato. Explore the San Gimignano 1300, a museum that offers a glimpse into the town's medieval past.

Enjoy a leisurely lunch at Dorando and then visit the Collegiate Church of Santa Maria Assunta and the Museum of Torture. Don't forget to taste the local Vernaccia wine at Poggio Alloro winery.

Conclude your trip with a farewell dinner at Da i' Mariani and take a final walk through the enchanting streets of San Gimignano.