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Tuscan Delights: Florence, Siena & San Gimignano

Tuscan Delights: Florence, Siena & San Gimignano Itinerary

Last updated: 2024 Jun 14

Chianti Countryside Escape

Morning
Start your day with a scenic drive through the vineyard-dotted hills of Chianti. Arrive at the charming town of Greve and enjoy a leisurely breakfast at Antica Macelleria Falorni, known for its local produce and traditional Tuscan fare.
Afternoon
After breakfast, continue your drive to the medieval village of Radda in Chianti. Explore the narrow streets and ancient walls before savoring a delicious lunch at Le Vigne Wine Bar & Restaurant, where you can taste a variety of local wines.
Evening
In the evening, head to the town of Castellina in Chianti and dine at Taverna Squarcialupi, a historic restaurant serving authentic Tuscan cuisine. After dinner, take a stroll through the town's picturesque streets and enjoy the peaceful ambiance of the countryside.
Bedtime
Find amazing hotels in Chianti, Tuscany, Italy.

Siena: Art, History & Culture

Morning
Begin your day with a visit to the iconic Siena Cathedral (Duomo di Siena). Marvel at its stunning facade and intricate marble work. Afterward, enjoy a traditional Tuscan breakfast at Pasticceria Nannini, a local favorite.
Afternoon
Explore the medieval streets of Siena and visit the Piazza del Campo, one of the most famous squares in Italy. Climb the Torre del Mangia for panoramic views of the city. For lunch, try the renowned pici pasta at Ristorante Guidoriccio.
Evening
In the evening, attend a performance at the Teatro dei Rinnovati, a historic theater in the heart of Siena. After the show, enjoy a gourmet dinner at Osteria Le Logge, known for its creative cuisine and extensive wine list.
Bedtime
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San Gimignano: Towers & Tastings

Morning
Travel to the medieval hilltop town of San Gimignano and start your day with a visit to the Duomo di San Gimignano. Admire the frescoes and climb the Torre Grossa for breathtaking views of the surrounding countryside. For breakfast, enjoy a cappuccino at Gelateria Dondoli, home to award-winning gelato.
Afternoon
Stroll through the town's cobbled streets and visit the Museo Civico to learn about San Gimignano's history. For lunch, savor the local Vernaccia wine and traditional dishes at Ristorante Dorando.
Evening
Conclude your trip with a wine tasting at Torre e Castello Winery, where you can sample a selection of Chianti Classico wines. Enjoy the sunset over the Tuscan hills before returning to Florence.
Bedtime
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