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Tuscany Highlights: Florence, Pisa, Siena & Chianti

Tuscany Highlights: Florence, Pisa, Siena & Chianti Itinerary

Last updated: 2024 Jun 14

Art and Culture in Florence

Morning
Start your day with a traditional Italian breakfast at Caffè Gilli, one of the oldest and most famous cafes in Florence. After breakfast, enjoy a guided tour of the Uffizi Galleries (Gallerie degli Uffizi) with skip-the-line access to see masterpieces by Renaissance artists.
Afternoon
For lunch, savor authentic Tuscan cuisine at Trattoria 4 Leoni, known for its delicious pastas and local wines. In the afternoon, visit the iconic Ponte Vecchio and explore the historic Palazzo Pitti and its beautiful Boboli Gardens.
Evening
In the evening, have a memorable dining experience at Osteria Cipolla Rossa, a cozy restaurant offering a modern twist on traditional dishes. After dinner, take a leisurely stroll to the Piazzale Michelangelo to enjoy panoramic views of the city.
Bedtime
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Visit Uffizi Galleries (Gallerie degli Uffizi) in Florence
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Uffizi Galleries (Gallerie degli Uffizi)

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Visit Ponte Vecchio in Florence
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Ponte Vecchio

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Culinary Delights and Artisanal Crafts

Morning
Enjoy a leisurely morning with breakfast at Ditta Artigianale, a popular cafe known for its artisanal coffee. Then, take a guided tour of the Accademia Gallery (Galleria dell'Accademia) to see Michelangelo's iconic David.
Afternoon
For lunch, head to Procacci, a historic delicatessen famous for its truffle sandwiches and fine wines. After lunch, explore the traditional craft workshops in the Oltrarno district, known for its leather goods, jewelry, and ceramics.
Evening
Indulge in a gourmet dinner at Il Santo Bevitore, a top-rated restaurant offering a modern take on Tuscan cuisine. After dinner, take a romantic evening stroll along the Ponte Santa Trinita and enjoy the enchanting views of the Arno River.
Bedtime
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Accademia Gallery (Galleria dell'Accademia)

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Oltrarno

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Medieval Charm of Siena

Morning
Depart from Florence to Siena in the morning. Upon arrival, have a traditional Sienese breakfast at Pasticceria Nannini, famous for its ricciarelli and panforte. Explore the historic city center and visit the Siena Cathedral (Duomo di Siena).
Afternoon
For lunch, dine at Osteria Le Logge, a Michelin-starred restaurant known for its exquisite Tuscan cuisine. After lunch, visit the Palazzo Pubblico and the Piazza del Campo, home of the famous Palio horse race.
Evening
Enjoy a sunset aperitivo at Enoteca I Terzi, a cozy wine bar with a wide selection of local wines. For dinner, experience the authentic flavors of Sienese cuisine at Ristorante Guidoriccio, a hidden gem loved by locals.
Bedtime
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Siena Cathedral (Duomo di Siena)

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Palazzo Pubblico

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Wine Tasting in the Chianti Region

Morning
Embark on a guided wine tour of the Chianti region, starting with a visit to the Castello di Brolio, one of the oldest wineries in Italy. Enjoy a wine tasting session and explore the vineyards.
Afternoon
For lunch, savor a farm-to-table meal at Ristoro di Lamole, a charming restaurant with panoramic views of the Tuscan countryside. Continue the wine tour with a visit to the Castello di Meleto and sample a variety of Chianti Classico wines.
Evening
Return to Florence in the evening and dine at Buca Mario, a historic restaurant known for its traditional Florentine dishes. After dinner, take a leisurely walk along the Arno River and enjoy the city's vibrant nightlife.
Bedtime
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Castello di Brolio

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Castello di Meleto

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Iconic Landmarks of Pisa

Morning
Travel from Florence to Pisa in the morning. Upon arrival, have a cappuccino at Pasticceria Lilli, a local favorite near the Leaning Tower. Visit the Piazza dei Miracoli to see the Leaning Tower, the Cathedral, and the Baptistery.
Afternoon
For lunch, enjoy a seafood feast at Ristorante Enoteca dei Cavalieri, a renowned restaurant with a view of the Tower. After lunch, explore the charming streets of Pisa and visit the Pisa Botanical Garden.
Evening
Conclude your trip with a farewell dinner at Osteria La Mescita, a cozy restaurant known for its Tuscan specialties. Raise a glass of local wine to a memorable journey through the heart of Tuscany.
Bedtime
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