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Tuscany Dream: Florence, Siena, Chianti & San Gimignano

Tuscany Dream: Florence, Siena, Chianti & San Gimignano Itinerary

Last updated: 2024 Jun 14

Florence's Art & Culinary Delights

Morning
Begin your Tuscan adventure with a visit to the iconic Uffizi Gallery to marvel at masterpieces by Botticelli, Michelangelo, and Leonardo da Vinci. Afterward, enjoy a delightful breakfast at Caffè Gilli, one of Florence's oldest cafes.
Afternoon
After a morning of art, indulge in a sumptuous Tuscan lunch at Cibrèo Ristorante Firenze. Post-lunch, explore the Ponte Vecchio and the Palazzo Pitti with its beautiful Boboli Gardens.
Evening
For dinner, savor the flavors of Tuscany at Osteria dell'Orsa, known for its traditional dishes. End the day with a leisurely stroll along the Arno River.
Bedtime
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Siena's Medieval Charm & Chianti Wine

Morning
Travel to Siena and start your day with a visit to the Siena Cathedral (Duomo di Siena) and the Piazza del Campo, home to the famous Palio horse race. Enjoy a light breakfast at Osteria Le Logge.
Afternoon
For lunch, relish the Tuscan flavors at La Taverna di San Giuseppe. Post-lunch, embark on a Chianti Half-Day Afternoon Tour to explore the picturesque vineyards and taste the renowned Chianti wines.
Evening
In the evening, dine at La Bottega del Nobile, known for its exquisite Tuscan cuisine. Take a leisurely walk through the charming streets of Siena and enjoy the warm ambiance of this medieval city.
Bedtime
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From Florence Chianti Half-Day Afternoon Tour

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San Gimignano's Towers & Tuscan Flavors

Morning
Travel to San Gimignano and start your day with a visit to the Basilica of Santa Maria Assunta (Duomo di San Gimignano) and the Basilica of San Vitale (Basilica di San Vitale). Enjoy a delicious breakfast at La Torre.
Afternoon
For lunch, experience the local cuisine at Antica Trattoria Botteganova. Afterward, indulge in a Cheese and Wine Tasting Tour to savor the flavors of the region.
Evening
Enjoy a relaxing dinner at Ristorante Il Falconiere, known for its Michelin-starred cuisine. Take a stroll through the medieval streets of San Gimignano and admire the iconic towers illuminated at night.
Bedtime
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Basilica of Santa Maria Assunta (Duomo di San Gimignano)

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Basilica of San Vitale (Basilica di San Vitale)

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San Gimignano Cheese and Wine Tasting Tour

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Montepulciano's Elegance & Wine Heritage

Morning
Travel to Montepulciano and start your day with a visit to the Montepulciano Fortress (Fortezza di Montalcino) and the Temple of San Biagio (Tempio di San Biagio). Enjoy a delightful breakfast at La Grotta di Montepulciano.
Afternoon
For lunch, relish the local flavors at La Bottega del Nobile. Post-lunch, embark on a Montepulciano & Pienza Wine Tour to explore the vineyards and taste the renowned Vino Nobile wines.
Evening
In the evening, dine at Il Canto del Maggio, known for its gourmet cuisine. Take a leisurely walk through the charming streets of Montepulciano and enjoy the serene ambiance of this elegant town.
Bedtime
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Montalcino Fortress (Fortezza di Montalcino)

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Temple of San Biagio (Tempio di San Biagio)

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Montepulciano & Pienza Wine Tour From Florence

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Florence's Hidden Gems & Farewell

Morning
Spend your last morning in Florence exploring the lesser-known Basilica of San Lorenzo (Basilica di San Lorenzo) and the Mercato Centrale. Enjoy a light breakfast at Enoteca I Terzi.
Afternoon
For lunch, savor the flavors of Tuscany at Trattoria Mario. Post-lunch, visit the Leonardo da Vinci Museum (Museo Leonardiano di Vinci) to delve into the genius of the Renaissance.
Evening
End your Tuscan journey with a farewell dinner at Osteria Acquacheta, known for its rustic Tuscan dishes. Take a final walk through the enchanting streets of Florence and bid adieu to this magical region.
Bedtime
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Inhotim (Inhotim Institute)

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Hot Park

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Leonardo da Vinci Museum (Museo Leonardiano di Vinci)

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