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Tuscan Delights: Siena, Montalcino & Chianti

Tuscan Delights: Siena, Montalcino & Chianti Itinerary

Last updated: 2024 Jun 14

Siena's Art & History

Morning
Start your day with a delightful breakfast at Il Pomodorino, known for its fresh pastries and great coffee. Afterward, immerse yourself in the art and architecture of Siena with a visit to the Siena Cathedral (Duomo) and the Piccolomini Library (Libreria Piccolomini).
Afternoon
For lunch, savor traditional Tuscan dishes at Trattoria La Torre with a view of the Mangia Tower (Torre del Mangia). In the afternoon, explore the Siena Historic Center (Siena Centro Storico) at your own pace, taking in the charm of the city.
Evening
Enjoy a gourmet dinner at Osteria Le Logge, a Michelin-starred restaurant known for its Tuscan cuisine. Afterward, take a leisurely stroll in the Piazza del Campo, the heart of Siena.
Bedtime
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Visit Siena Cathedral (Duomo) in Siena
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Siena Cathedral (Duomo)

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Visit Piccolomini Library (Libreria Piccolomini) in Siena
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Piccolomini Library (Libreria Piccolomini)

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Wine & Culinary Delights

Morning
Indulge in a delicious breakfast at Antica Trattoria Papei, a local favorite. Then, embark on a Siena Small Group Cooking Class in Chianti Farmhouse to learn the secrets of Tuscan cuisine.
Afternoon
For lunch, enjoy the dishes you prepared during the cooking class. In the afternoon, take a Siena Educational Wine Tour & Tasting to discover the rich wine heritage of the region.
Evening
Have a relaxed dinner at La Taverna di San Giuseppe, known for its authentic Tuscan dishes. Afterward, take a passeggiata in the charming streets of Siena.
Bedtime
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Visit Siena Small Group Cooking Class in Chianti Farmhouse in Siena
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Siena Small Group Cooking Class in Chianti Farmhouse

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Visit Siena Educational Wine Tour & Tasting in Siena
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Siena Educational Wine Tour & Tasting

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Siena's Surroundings: Chianti & Castles

Morning
Start your day with a cappuccino at Enoteca I Terzi, a cozy spot in the city. Then, set off on a From Siena Chianti and Castles Tour with Wine Tastings to explore the beautiful countryside.
Afternoon
Enjoy a Tuscan lunch at a local winery. In the afternoon, continue your tour, visiting charming villages and historic castles.
Evening
For dinner, have a picnic with the goodies you collected during the day. Relax and enjoy the sunset over the vineyards.
Bedtime
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Visit From Siena Chianti and Castles Tour with Wine Tastings in Siena
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From Siena Chianti and Castles Tour with Wine Tastings

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Montalcino: Wine & History

Morning
Enjoy a leisurely breakfast at your accommodation. Then, take a From Siena Brunello di Montalcino Guided Wine Tour W/ Lunch to the renowned wine region of Montalcino.
Afternoon
Delight in a wine tasting and a sumptuous lunch at a local winery. Afterward, take a stroll in the picturesque town and visit the Montalcino Fortress (Fortezza di Montalcino).
Evening
Have a romantic dinner at Ristorante Guidoriccio, known for its fine dining experience. Savor the local specialties and the famous Brunello di Montalcino wine.
Bedtime
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Visit From Siena Brunello di Montalcino Guided Wine Tour W/ Lunch in Siena
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From Siena Brunello di Montalcino Guided Wine Tour W/ Lunch

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Visit Montalcino Fortress (Fortezza di Montalcino) in Siena
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Montalcino Fortress (Fortezza di Montalcino)

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San Gimignano & Volterra: A Day in the Middle Ages

Morning
Start your day with a hearty breakfast at Trattoria La Torre. Then, embark on a San Gimignano and Volterra Day Tour from Siena to explore these two medieval towns.
Afternoon
Enjoy a traditional Tuscan lunch in San Gimignano. In the afternoon, wander through the narrow streets, visit the San Gimignano Romantic Vineyard Dinner, and admire the panoramic views.
Evening
Return to Siena for a relaxed dinner at Antica Trattoria Papei, reminiscing about the day's adventures.
Bedtime
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Visit San Gimignano and Volterra Day Tour from Siena in Siena
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San Gimignano and Volterra Day Tour from Siena

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Visit San Gimignano Romantic Vineyard Dinner in Siena
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San Gimignano Romantic Vineyard Dinner

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Relaxation & Reflection

Morning
On your last day, enjoy a leisurely breakfast at a local cafe. Spend the morning strolling through the Siena Highlights Self-Guided Scavenger Hunt and City Tour, taking in the beauty of the city.
Afternoon
For lunch, try the panini at Il Pomodorino, perfect for a light meal. In the afternoon, visit any sites you may have missed or simply relax in a local park.
Evening
Conclude your trip with a farewell dinner at Le Logge, savoring the flavors of Tuscany. Raise a glass of Chianti to the memories you've made in this enchanting region.
Bedtime
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Visit Siena Highlights Self-Guided Scavenger Hunt and City Tour in Siena
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Siena Highlights Self-Guided Scavenger Hunt and City Tour

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