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7-Day Tuscany Wine Tasting and Cultural Exploration Itinerary

Last updated: 2024 Jun 14

Florence City Tour and Wine Tasting

Morning

Start your day with a delightful breakfast at Cibrèo Ristorante Firenze. After breakfast, embark on a walking tour of Florence, visiting iconic landmarks such as the Duomo di Firenze (Cathedral of Santa Maria del Fiore), Ponte Vecchio, and the Uffizi Gallery. Enjoy a traditional Tuscan lunch at Osteria dell'Orsa. In the afternoon, take a From Florence Chianti Half-Day Afternoon Tour to explore the beautiful Chianti region and indulge in wine tasting at a local vineyard. Return to Florence for a relaxing evening and dinner at Enoteca I Terzi.

Afternoon

From Florence Chianti Half-Day Afternoon Tour.

Evening

Dinner at Enoteca I Terzi.

Bedtime

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4.73
Duomo di Firenze (Cathedral of Santa Maria del Fiore)
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5.00
Ponte Vecchio
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Art, History, and Gastronomy

Morning

Begin your day with a visit to the Uffizi Gallery, home to an outstanding collection of Renaissance art. Afterward, enjoy a leisurely lunch at Osteria Le Logge. In the afternoon, explore the Palazzo Pitti and its beautiful Boboli Gardens. Conclude the day with a wine tasting and dinner at La Taverna di San Giuseppe.

Afternoon

Palazzo Pitti and Boboli Gardens.

Evening

Wine tasting and dinner at La Taverna di San Giuseppe.

Bedtime

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4.92
Uffizi Gallery
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3.88
Palazzo Pitti
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Siena and Monteriggioni Exploration

Morning

Depart for Siena and enjoy breakfast at Trattoria Mario. Explore the medieval city of Siena, visiting the Siena Cathedral (Duomo di Siena) and the Piazza del Campo. Enjoy a traditional Tuscan lunch at La Bottega del Nobile. In the afternoon, take a From Florence San Gimignano, Siena, and Monteriggioni Tour to visit the charming towns of San Gimignano and Monteriggioni. Return to Siena for dinner at La Grotta di Montepulciano.

Afternoon

From Florence San Gimignano, Siena, and Monteriggioni Tour.

Evening

Dinner at La Grotta di Montepulciano.

Bedtime

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4.08
Siena Cathedral (Duomo di Siena)
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Piazza del Campo
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Montalcino Wine Tour

Morning

Enjoy breakfast at Trattoria da Burde before departing for Montalcino. Visit the Montalcino Fortress (Fortezza di Montalcino) and indulge in a wine tasting at a local vineyard. Enjoy a traditional Tuscan lunch at La Bottega del Nobile. In the afternoon, explore the charming town of Montalcino at your leisure. Return to Florence for dinner at Osteria La Porta.

Afternoon

Explore Montalcino at your leisure.

Evening

Dinner at Osteria La Porta.

Bedtime

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4.78
Montalcino Fortress (Fortezza di Montalcino)
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San Gimignano and Wine Tasting

Morning

Begin your day with a visit to the Basilica of Santa Maria Assunta (Duomo di San Gimignano) and Torre Grossa (Torre del Diavolo). Enjoy breakfast at Il Canto del Maggio. Afterward, take a San Gimignano Cheese and Wine Tasting Tour to experience the local flavors. Enjoy a traditional Tuscan lunch at Antica Trattoria Botteganova. In the afternoon, explore the town of San Gimignano at your leisure. Conclude the day with dinner at Ristorante Il Falconiere.

Afternoon

Explore San Gimignano at your leisure.

Evening

Dinner at Ristorante Il Falconiere.

Bedtime

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4.70
Basilica of Santa Maria Assunta (Duomo di San Gimignano)
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4.02
Torre Grossa (Torre del Diavolo)
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Pisa and Lucca Day Trip

Morning

Depart for Pisa and enjoy breakfast at Cibrèo Ristorante Firenze. Visit the iconic Leaning Tower of Pisa (Torre di Pisa) and the Pisa Cathedral (Duomo di Pisa). Enjoy a traditional Tuscan lunch at Il Canto del Maggio. In the afternoon, continue to Lucca and explore the charming town at your leisure. Return to Florence for dinner at La Torre.

Afternoon

Explore Lucca at your leisure.

Evening

Dinner at La Torre.

Bedtime

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