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Tuscan Delights: A 5-Day Journey through Art, History, and Gastronomy Itinerary

Last updated: 2024 Jun 14

Wine and History in Montalcino

Morning

Start your day with a picturesque drive to the Montalcino Fortress (Fortezza di Montalcino), offering panoramic views of the Tuscan countryside. Afterward, visit the Brolio Castle (Castello di Brolio), a historic castle with beautiful vineyards.

Afternoon

Enjoy a wine tasting experience at Castello Banfi - Il Borgo and savor the renowned Brunello di Montalcino. Afterward, explore the charming streets of Montalcino and have a traditional Tuscan lunch at Osteria Porta al Cassero.

Evening

For dinner, indulge in a Michelin-starred meal at Il Silene, known for its innovative Tuscan cuisine.

Bedtime

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4.78
Montalcino Fortress (Fortezza di Montalcino)
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4.97
Brolio Castle (Castello di Brolio)
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Medieval Marvels in San Gimignano

Morning

Explore the iconic Basilica of Santa Maria Assunta (Duomo di San Gimignano) and climb the Torre Grossa for panoramic views of the town and surrounding vineyards.

Afternoon

Have a leisurely lunch at Dorando's Trattoria and then visit the Museo Civico e Pinacoteca (Palazzo Comunale) to admire its art collection.

Evening

Dine at Ristorante Dorando for a taste of traditional Tuscan dishes in a historic setting.

Bedtime

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4.70
Basilica of Santa Maria Assunta (Duomo di San Gimignano)
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4.75
Torre Grossa
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Siena: Art, Culture, and Cuisine

Morning

Immerse yourself in the medieval charm of Siena with a visit to the Siena Cathedral (Duomo di Siena) and the Piazza del Campo. Climb the Torre del Mangia for breathtaking views.

Afternoon

Enjoy a leisurely lunch at Enoteca I Terzi and then explore the Pinacoteca Nazionale for its impressive collection of Sienese art.

Evening

For dinner, savor the flavors of Tuscany at Osteria Le Logge, known for its regional cuisine.

Bedtime

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4.85
Pinacoteca Nazionale
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Artistic Treasures of Florence

Morning

Begin your day with a visit to the world-renowned Uffizi Gallery to admire masterpieces by Michelangelo, Leonardo da Vinci, and Botticelli.

Afternoon

Enjoy a Florentine steak for lunch at Trattoria Toscana and then explore the Ponte Vecchio and the Palazzo Pitti.

Evening

Dine at Osteria dell'Orsa, a favorite among locals, known for its authentic Tuscan dishes.

Bedtime

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Pisa and Lucca: A Day of Leaning Towers and Renaissance Walls

Morning

Visit the iconic Leaning Tower of Pisa and the Pisa Cathedral in the stunning Piazza dei Miracoli.

Afternoon

Enjoy a seafood lunch in Livorno at Ristorante Bistrot, known for its fresh catch of the day. Then, explore the charming coastal town of Castiglioncello.

Evening

Conclude your trip with a romantic dinner at Ristorante Bacco, overlooking the sea.

Bedtime

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