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Ultimate 21-Day Wine Tour of Tuscany, Piedmont, and Veneto

Ultimate 21-Day Wine Tour of Tuscany, Piedmont, and Veneto Itinerary

Last updated: 2024 Jun 14

Wine and Art in Florence

Morning
Start your wine tour with a cultural immersion at the Uffizi Gallery, David & Accademia Small Group Tour. Explore the masterpieces of art before heading for a traditional Tuscan lunch at Osteria La Porta.
Afternoon
After lunch, continue your artistic journey with a visit to the Florence Duomo Cathedral Guided Tour. Climb the Brunelleschi's Dome for panoramic views of the city.
Evening
In the evening, enjoy a wine tasting experience at Enoteca I Terzi, sampling a variety of Tuscan wines paired with local delicacies.
Bedtime
Find amazing hotels in Florence, Tuscany, Italy.
Visit Florence Uffizi Gallery, David & Accademia Small Group Tour in Florence, Tuscany, Italy
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Uffizi Gallery, David & Accademia Small Group Tour

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Visit Florence Duomo Cathedral Skip-the-Line Guided Tour in Florence, Tuscany, Italy
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Florence Duomo Cathedral Guided Tour

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Medieval Charm and Wine in Siena

Morning
Take a day trip to Siena and explore the Siena Cathedral & Piccolomini Library. Stroll through the historic Siena Piazza del Campo.
Afternoon
Enjoy a traditional Tuscan lunch at Osteria Le Logge followed by a visit to a local winery for a Chianti Wineries Tour with Food and Wine Tasting.
Evening
Conclude the day with a relaxing dinner at La Taverna di San Giuseppe, savoring the flavors of the region.
Bedtime
Find amazing hotels in Siena, Tuscany, Italy.
Visit Florence Cathedral & Brunelleschi's Dome Ticket & Audio App in Siena, Tuscany, Italy
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Siena Cathedral & Piccolomini Library

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Visit Florence Guided Walking Tour in Siena, Tuscany, Italy
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Siena Piazza del Campo

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Towers and Tastings in San Gimignano

Morning
Explore the iconic San Gimignano Towers and enjoy the panoramic views of the Tuscan countryside.
Afternoon
Have a leisurely lunch at Antica Trattoria Botteganova followed by a Chianti Half-Day Afternoon Tour to visit local vineyards and taste the renowned Chianti wines.
Evening
Dine at La Grotta di Montepulciano, known for its traditional Tuscan cuisine and extensive wine selection.
Bedtime
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Visit Florence Pisa, Siena, San Gimignano, and Chianti Experience in San Gimignano, Tuscany, Italy
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Chianti Half-Day Afternoon Tour

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Brunello and Beyond in Montalcino

Morning
Begin your day with a visit to the Montalcino Fortress (Fortezza di Montalcino) and a walk through the charming streets of the town.
Afternoon
Enjoy a gourmet lunch at La Bottega del Nobile followed by a Brunello Wine Tasting Tour in Montalcino.
Evening
Indulge in a fine dining experience at Il Canto del Maggio, savoring the local flavors paired with exquisite wines.
Bedtime
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Visit Montalcino Fortress (Fortezza di Montalcino) in Montalcino, Tuscany, Italy
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Montalcino Fortress (Fortezza di Montalcino)

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Visit From Florence Small Group Wine Tasting Tour to Tuscany in Montalcino, Tuscany, Italy
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Brunello Wine Tasting Tour in Montalcino

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Pecorino and Panoramas in Pienza

Morning
Explore the picturesque town of Pienza and visit a Pienza Cheese Tasting to sample the famous Pecorino cheese.
Afternoon
Have a relaxed lunch at Ristorante Il Falconiere followed by a Val d'Orcia Wine Tour to discover the wines of the region.
Evening
Enjoy a sunset aperitivo overlooking the Val d'Orcia valley before dining at La Taverna di San Giuseppe.
Bedtime
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Visit Pienza in Pienza, Tuscany, Italy
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Pienza Cheese Tasting

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Visit From Florence Small Group Wine Tasting Tour to Tuscany in Pienza, Tuscany, Italy
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Val d'Orcia Wine Tour

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Cultural Charms and Cortona Wines

Morning
Visit the Etruscan Academy Museum and explore the historic center of Cortona.
Afternoon
Enjoy a wine tasting at Ristorante Il Falconiere and savor a gourmet lunch paired with local wines.
Evening
Take a leisurely walk through the town and dine at La Bottega del Nobile, known for its regional cuisine.
Bedtime
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