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Chianti Countryside Escape: Wine, Villas & Scenic Beauty

Chianti Countryside Escape: Wine, Villas & Scenic Beauty Itinerary

Last updated: 2024 Jun 14

Wine Tasting and Villa Splendor

Morning
Start your Chianti adventure with a delightful breakfast at the charming Osteria Le Logge, known for its local Tuscan flavors. After breakfast, head to the renowned Castle of Meleto (Castello di Meleto) for a guided tour of the historic castle and a wine tasting session.
Afternoon
For lunch, savor the traditional Tuscan cuisine at La Taverna di San Giuseppe, a hidden gem in the Chianti region. Post lunch, immerse yourself in the beauty of the Brolio Castle (Castello di Brolio), with its impressive vineyards and panoramic views.
Evening
Conclude your day with a relaxing dinner at La Bottega del Nobile, known for its extensive wine selection. Enjoy the peaceful ambiance and savor the flavors of the region.
Bedtime
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Visit Castle of Meleto (Castello di Meleto) in Chianti, Tuscany, Italy
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Castle of Meleto (Castello di Meleto)

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Visit Brolio Castle (Castello di Brolio) in Chianti, Tuscany, Italy
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Brolio Castle (Castello di Brolio)

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Vineyards, Olive Groves, and Culinary Delights

Morning
Indulge in a leisurely breakfast at Osteria dell'Orsa, a favorite among locals for its authentic dishes. After breakfast, take a private tour of the Popes’ Palace (Palazzo dei Papi) and explore the historic significance of the region.
Afternoon
For a true taste of Tuscany, enjoy a gourmet lunch at Il Canto del Maggio, a Michelin-starred restaurant known for its innovative cuisine. Post lunch, visit a local olive oil estate for a guided tour and tasting, experiencing the essence of the Chianti countryside.
Evening
In the evening, dine at the elegant Ristorante Il Falconiere, located in a historic villa. Enjoy a culinary journey that showcases the rich flavors of the region.
Bedtime
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Popes’ Palace (Palazzo dei Papi)

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Scenic Drives, Hilltop Towns, and Artisanal Treasures

Morning
Begin your day with a classic Italian breakfast at Osteria Acquacheta, a popular spot for its warm hospitality. After breakfast, take a scenic drive through the rolling hills of Chianti, stopping at the picturesque town of Montalcino.
Afternoon
Enjoy a leisurely lunch at Trattoria da Burde, a family-run restaurant known for its traditional recipes. After lunch, explore the Montalcino Fortress (Fortezza di Montalcino) and the charming streets of the town, famous for its Brunello wine.
Evening
For dinner, experience the culinary delights of Cibrèo Ristorante Firenze, known for its innovative approach to Tuscan cuisine. Relax and enjoy the unique flavors in a cozy setting.
Bedtime
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Montalcino

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Montalcino Fortress (Fortezza di Montalcino)

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Art, Culture, and Farewell to Chianti

Morning
Enjoy a final breakfast in Chianti at Antica Trattoria Botteganova, a historic restaurant with a rustic charm. After breakfast, visit the Temple of San Biagio (Tempio di San Biagio) in Montepulciano, a masterpiece of Renaissance architecture.
Afternoon
For your last lunch in Chianti, dine at Enoteca I Terzi, a popular choice for its regional specialties and extensive wine list. After lunch, take a leisurely stroll through the vineyards and enjoy the serene beauty of the countryside.
Evening
Conclude your Chianti experience with a farewell dinner at Osteria La Porta, a restaurant known for its panoramic views and delectable dishes. Raise a glass of Chianti wine to the memories of your unforgettable trip.
Bedtime
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Visit Temple of San Biagio (Tempio di San Biagio) in Chianti, Tuscany, Italy
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Temple of San Biagio (Tempio di San Biagio)

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