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Tuscan Dream: A 5-Day Journey Through Tuscany's Hidden Gems Itinerary

Last updated: 2024 Jun 14

Florence's Treasures and Tuscan Flavors

Morning

Start your day with a delightful breakfast at the renowned Cibrèo Ristorante Firenze, where you can savor traditional Tuscan flavors. After breakfast, embark on a guided tour of the iconic Ponte Vecchio and the magnificent Florence Cathedral (Duomo). Take your time to admire the stunning architecture and learn about the history of these landmarks.

Afternoon

For lunch, head to Trattoria da Burde, a charming trattoria known for its authentic Tuscan cuisine. After lunch, explore the Uffizi Gallery, home to a remarkable collection of Renaissance art. Marvel at masterpieces by Michelangelo, Leonardo da Vinci, and Botticelli as you wander through the museum's halls.

Evening

In the evening, indulge in a gourmet dinner at Osteria dell'Orsa, a cozy restaurant offering a modern twist on traditional Italian dishes. After dinner, take a leisurely stroll along the Arno River and enjoy the romantic atmosphere of Florence at night.

Bedtime

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3.93
Ponte Vecchio
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Florence Cathedral (Duomo)
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Siena's Timeless Elegance and Culinary Delights

Morning

Enjoy a hearty breakfast at La Taverna di San Giuseppe, a charming restaurant known for its warm hospitality. After breakfast, visit the Siena Cathedral (Duomo) and the Piazza del Campo, where you can climb the Torre del Mangia for panoramic views of the city.

Afternoon

For lunch, savor the flavors of Tuscany at La Bottega del Nobile, a restaurant specializing in local wines and traditional dishes. After lunch, take a guided tour of the Palazzo Pubblico and Civic Museum, home to stunning frescoes and medieval treasures.

Evening

In the evening, enjoy a gourmet dinner at Osteria Le Logge, a Michelin-starred restaurant known for its innovative cuisine. After dinner, take a leisurely walk through the charming streets of Siena and soak in the city's timeless elegance.

Bedtime

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4.72
Siena Cathedral (Duomo)
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4.60
Piazza del Campo
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San Gimignano's Medieval Marvels and Gastronomic Delights

Morning

Start your day with a delicious breakfast at La Torre, a restaurant with stunning views of the Tuscan countryside. After breakfast, explore the San Gimignano 1300, a fascinating museum that brings the medieval history of San Gimignano to life.

Afternoon

For lunch, head to Antica Trattoria Botteganova, a family-run trattoria known for its traditional Tuscan dishes. After lunch, take a guided tour of the Torre Grossa and Duomo Tickets, where you can climb the tower for breathtaking views of the town.

Evening

In the evening, enjoy a wine tasting experience at San Gimignano Winery Tour with Wine Tasting and Lunch, where you can sample a variety of local wines and learn about the winemaking process. After the tasting, savor a gourmet dinner at Osteria Acquacheta, a popular restaurant known for its creative cuisine.

Bedtime

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4.48
Torre Grossa and Duomo Tickets
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5.00
San Gimignano Winery Tour with Wine Tasting and Lunch
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Chianti's Rolling Hills and Enchanting Vineyards

Morning

Enjoy a leisurely breakfast at Il Canto del Maggio, a charming restaurant nestled in the heart of the Chianti countryside. After breakfast, embark on a scenic drive through the Chianti Wine Region, stopping at local vineyards for wine tastings and tours.

Afternoon

For lunch, dine at Osteria La Porta, a restaurant with stunning views of the Chianti landscape. After lunch, visit the Castello di Brolio, a historic castle surrounded by vineyards, and take a guided tour of the estate.

Evening

In the evening, enjoy a gourmet dinner at Ristorante Il Falconiere, a Michelin-starred restaurant known for its exquisite cuisine. After dinner, take a moonlit stroll through the vineyards and savor the tranquility of the Chianti countryside.

Bedtime

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4.97
Castello di Brolio
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Montepulciano's Renaissance Splendor and Wine Heritage

Morning

Start your day with a delicious breakfast at La Grotta di Montepulciano, a restaurant located in a historic wine cellar. After breakfast, explore the Temple of San Biagio (Tempio di San Biagio), a stunning Renaissance church known for its architectural beauty.

Afternoon

For lunch, dine at Enoteca I Terzi, a restaurant specializing in local wines and gourmet cuisine. After lunch, take a guided tour of the Cantina Contucci, one of the oldest wine cellars in Montepulciano, and sample a selection of their renowned Vino Nobile wines.

Evening

Bedtime

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