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10 Days Exploring Tuscany's Vineyards and Historic Cities

10 Days Exploring Tuscany's Vineyards and Historic Cities Itinerary

Last updated: 2024 Jun 14

Exploring Siena

Morning
Start your day with a visit to the iconic Siena Cathedral (Duomo) Siena Cathedral (Duomo). Explore the historic Piazza del Campo and learn about the Palio horse race history.
Afternoon
Indulge in a traditional Tuscan lunch at Osteria Cipolla Rossa. Visit the National Art Gallery of Siena (Pinacoteca Nazionale Siena) National Art Gallery of Siena (Pinacoteca Nazionale Siena) for a cultural experience.
Evening
Enjoy a delightful dinner at La Giostra known for its Tuscan cuisine. Take a leisurely stroll through the charming streets of Siena.
Bedtime
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Siena Cathedral (Duomo)

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National Art Gallery of Siena (Pinacoteca Nazionale Siena)

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Vineyard Tour in Chianti

Morning
Embark on a scenic drive to the Castle of Meleto (Castello di Meleto) Castle of Meleto (Castello di Meleto) for a historical tour. Enjoy breakfast at a local cafe.
Afternoon
Experience wine tasting at Brolio Castle (Castello di Brolio) Brolio Castle (Castello di Brolio). Have lunch at Trattoria Mario known for its authentic Italian dishes.
Evening
Relax with dinner at Osteria Santo Spirito Osteria Santo Spirito offering traditional Tuscan flavors.
Bedtime
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Castle of Meleto (Castello di Meleto)

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Brolio Castle (Castello di Brolio)

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Exploring Lucca and Vinci

Morning
Visit Lucca Clock Tower (Torre delle Ore) Lucca Clock Tower (Torre delle Ore) and stroll along Via Fillungo Via Fillungo. Enjoy breakfast at a local cafe.
Afternoon
Explore the Leonardo da Vinci Museum in Vinci Leonardo da Vinci Museum (Museo Leonardiano di Vinci). Have lunch at Gusta Pizza Gusta Pizza known for its delicious pizzas.
Evening
Dine at Il Latini Il Latini, famous for its traditional Tuscan dishes.
Bedtime
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Lucca Clock Tower (Torre delle Ore)

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Via Fillungo

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Leonardo da Vinci Museum (Museo Leonardiano di Vinci)

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Wine Tasting in Montalcino

Morning
Discover Montalcino, famous for its wines. Visit local vineyards for wine tasting experiences. Start your day with breakfast at a cozy cafe.
Afternoon
Enjoy lunch at La Mangiatoia La Mangiatoia, offering authentic Tuscan cuisine. Explore the town's historic sites like Basilica of San Domenico Basilica of San Domenico (Basilica di San Domenico) and Piazza Santa Croce.
Evening
Relish dinner at Ristorante La Grotta di Leo Ristorante La Grotta di Leo, known for its gourmet dishes.
Bedtime
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Basilica of San Domenico (Basilica di San Domenico)

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Countryside Retreat in Val d'Orcia

Morning
Immerse yourself in the stunning landscapes of Val d'Orcia. Visit Pienza, known for its Renaissance architecture. Enjoy breakfast with a view.
Afternoon
Explore the picturesque town of Pienza Pienza and savor lunch at a local trattoria. Visit Abbey of Sant'Antimo Abbey of Sant'Antimo (Abbazia di Sant'Antimo) for spiritual tranquility.
Evening
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Pienza

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Abbey of Sant'Antimo (Abbazia di Sant'Antimo)

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