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undefined Itinerary

Last updated: 2024 Jun 14

Morning
Begin your day by exploring the charming, medieval town of San Gimignano, known for its well-preserved tower houses and stunning views of the Tuscan countryside. Start with a visit to the Piazza della Cisterna, the town's main square, and then head to the Torre Grossa, the tallest tower in San Gimignano, for panoramic views. Finally, explore the Collegiata di Santa Maria Assunta, a beautiful Romanesque church with frescoes by Benozzo Gozzoli.
Afternoon
After a morning of sightseeing, head to a nearby vineyard for a wine tasting and tour. Tuscany is known for its exceptional wine, particularly Chianti and Brunello di Montalcino, so take the opportunity to taste some of the region's best. Some recommended vineyards include Castello di Volpaia, Castello Banfi, and Antinori nel Chianti Classico.
Evening
Finish your day with a meal at Osteria Le Cantine, a cozy, family-owned restaurant in the heart of San Gimignano. The menu features traditional Tuscan dishes, such as pappardelle al cinghiale (pasta with wild boar rag ) and bistecca alla fiorentina (Florentine-style steak).
Bedtime
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Morning
Spend the day exploring the historic city of Florence. Start with a visit to the iconic Duomo, a stunning Gothic cathedral with a terracotta-tiled dome designed by Brunelleschi. Next, visit the Uffizi Gallery, one of the world's most famous art museums, to see masterpieces by Botticelli, Michelangelo, and Leonardo da Vinci. Finally, stroll across the Ponte Vecchio, the oldest bridge in Florence, and explore the Oltrarno neighborhood on the other side of the Arno River.
Afternoon
Grab lunch at All'Antico Vinaio, a popular sandwich shop in the heart of Florence. Their sandwiches, made with fresh, local ingredients, are a favorite among locals and tourists alike.
Evening
For dinner, head to Trattoria Sostanza, a classic Tuscan restaurant that's been around since 1869. The menu features simple, hearty dishes, like butter chicken and fried chicken, that have earned it a loyal following.
Bedtime
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Morning
Explore the rolling hills of the Val d'Orcia, a UNESCO World Heritage site known for its picturesque landscapes and charming hill towns. Start with a visit to Montepulciano, a medieval town famous for its wine and Renaissance architecture. Then, head to Pienza, a small town known for its beautiful views and delicious pecorino cheese.
Afternoon
Take a break from sightseeing and enjoy a relaxing spa day at the Terme di Montepulciano, a thermal spa set in a beautiful, natural setting. Soak in the thermal waters and indulge in a massage or other spa treatment.
Evening
For dinner, head to La Grotta, a Michelin-starred restaurant in Montepulciano that serves inventive, contemporary Tuscan cuisine.
Bedtime
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Morning
Spend the day exploring the charming town of Siena, known for its beautiful Gothic architecture and lively central square, the Piazza del Campo. Start with a visit to the Siena Cathedral, a stunning example of Italian Gothic architecture. Next, explore the winding streets of the city's historic center, and take in views of the surrounding countryside from the Torre del Mangia.
Afternoon
Grab lunch at La Taverna di San Giuseppe, a cozy restaurant in the heart of Siena that serves traditional Tuscan dishes.
Evening
For dinner, head to Osteria Le Logge, a Michelin-starred restaurant in Siena that specializes in seafood and fresh, local ingredients.
Bedtime
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Morning
Spend the day exploring the charming town of Lucca, known for its well-preserved Renaissance walls and beautiful historic center. Start with a walk around the city's walls, which offer stunning views of the surrounding countryside. Then, explore the city's beautiful churches, such as the Cathedral of San Martino and the Church of San Michele in Foro.
Afternoon
Take a break from sightseeing and enjoy a bike ride along the Lucca Walls. The walls are a popular spot for locals and tourists alike to bike, jog, and stroll.
Evening
For dinner, head to Buca di San Antonio, a classic Tuscan restaurant in Lucca that's been around since 1782. The menu features traditional Tuscan dishes, such as rabbit stew and pici pasta with duck rag .
Bedtime
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Morning
Spend the day exploring the picturesque town of Cortona, known for its beautiful views of the Val di Chiana and its charming historic center. Start with a visit to the Museo dell'Accademia Etrusca, a museum that houses collections of Etruscan and Roman artifacts. Next, explore the town's beautiful churches, such as the Cathedral of Santa Maria Assunta and the Church of San Francesco.
Afternoon
Grab lunch at La Grotta, a charming restaurant in Cortona that serves traditional Tuscan dishes.
Evening
For dinner, head to Osteria del Teatro, a cozy restaurant in Cortona that's known for its delicious homemade pasta.
Bedtime
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Morning
Spend the day exploring the beautiful town of Montalcino, known for its exceptional Brunello di Montalcino wine. Start with a visit to the Fortress of Montalcino, a beautiful medieval castle that offers stunning views of the surrounding countryside. Next, head to the Banfi Winery for a wine tasting and tour.
Afternoon
After a morning of wine tasting, head to the nearby town of Pienza for lunch. Try some of the town's famous pecorino cheese, and explore the beautiful Renaissance architecture.
Evening
For dinner, head to La Bottega del Buon Caff , a Michelin-starred restaurant in Montalcino that serves contemporary Tuscan cuisine.
Bedtime
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