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Tuscany Countryside Delights: Vineyards, Towns, Art, and Food Itinerary

Last updated: 2024 Jun 14

Florence Arrival and Wine Tasting

Morning

Arrive in Florence and start your day with a delightful breakfast at Cibrèo Ristorante Firenze. Afterward, embark on the Florence Wine Tasting and Tuscan Lunch in a Vintage Fiat 500 experience, where you'll taste exquisite wines and enjoy a traditional Tuscan lunch.

Afternoon

In the afternoon, take a leisurely stroll through the historic center of Florence, visiting iconic landmarks like the Duomo (Cathedral of Santa Maria del Fiore) and the Ponte Vecchio. Stop for a coffee at Il Canto del Maggio and enjoy the views.

Evening

For dinner, savor the flavors of Tuscany at Osteria La Porta, known for its authentic Tuscan cuisine. Afterward, take a relaxing evening walk along the Arno River.

Bedtime

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4.84
Florence Wine Tasting and Tuscan Lunch in a Vintage Fiat 500
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3.88
Duomo (Cathedral of Santa Maria del Fiore)
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Siena's Charm and Chianti Wine

Morning

Enjoy a delicious breakfast at La Taverna di San Giuseppe before heading to Siena. Explore the Siena Cathedral (Duomo di Siena) and the Piazza del Campo, then have lunch at La Bottega del Nobile.

Afternoon

In the afternoon, join the From Florence Chianti Half-Day Afternoon Tour to discover the beautiful Chianti region and taste its renowned wines. Return to Siena for a relaxing evening at La Grotta di Montepulciano.

Evening

Enjoy a traditional Tuscan dinner at Osteria Acquacheta, known for its Bistecca alla Fiorentina, and take a walk through Siena's enchanting streets.

Bedtime

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4.61
Piazza del Campo
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4.31
From Florence Chianti Half-Day Afternoon Tour
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San Gimignano's Towers and Wine

Morning

Start your day with a visit to the Basilica of Santa Maria Assunta (Duomo di San Gimignano) and climb the Torre Grossa for panoramic views. Have breakfast at Osteria Le Logge.

Afternoon

Join the San Gimignano Vineyard and Cellar Tour with Wine Tasting to experience the local wines. Enjoy a light lunch at the vineyard and then explore the town's medieval streets. Dinner at Ristorante Il Falconiere.

Evening

Relax in the evening with a San Gimignano Olive Oil Tasting and Tuscan Snacks experience, savoring the flavors of the region.

Bedtime

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4.70
Basilica of Santa Maria Assunta (Duomo di San Gimignano)
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4.48
Torre Grossa
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Montepulciano's Elegance and Wine

Morning

Enjoy a leisurely breakfast at La Torre before heading to Montepulciano. Visit the Montepulciano Fortress (Fortezza di Montalcino) and the Cathedral of Santa Maria Assunta (Duomo di Montepulciano).

Afternoon

Join the Montepulciano & Pienza Wine Tour From Florence to taste the famous Vino Nobile. Have lunch at La Grotta di Montepulciano and explore the town's charming streets.

Evening

Dinner at Trattoria Da Burde and a relaxing evening in Montepulciano.

Bedtime

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4.78
Montepulciano Fortress (Fortezza di Montalcino)
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4.40
Cathedral of Santa Maria Assunta (Duomo di Montepulciano)
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Pienza's Beauty and Cheese

Morning

Enjoy breakfast at La Bottega del Nobile before visiting Pienza. Explore the Pienza Cathedral (Duomo di Pienza) and the Palazzo Piccolomini.

Afternoon

Join the San Gimignano Cheese and Wine Tasting Tour to taste the local pecorino cheese. Have lunch at the farm and then explore Pienza's artisan shops. Dinner at Antica Trattoria Botteganova.

Evening

Relax in the evening with a walk through Pienza's romantic streets.

Bedtime

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4.73
Pienza Cathedral (Duomo di Pienza)
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4.52
Palazzo Piccolomini
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Chianti's Vineyards and Scenery

Morning

Enjoy a hearty breakfast at Enoteca I Terzi before heading to the Chianti region. Visit the Castello di Brolio and enjoy the views.

Afternoon

Join the San Gimignano Winery Tour with Wine Tasting and Lunch to taste the region's wines. Have lunch at the vineyard and then explore the countryside. Dinner at Osteria dell'Orsa.

Evening

Relax in the evening with a glass of Chianti wine and the beautiful Tuscan sunset.

Bedtime

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4.97
Castello di Brolio
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5.00
San Gimignano Winery Tour with Wine Tasting and Lunch
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Florence Farewell and Art

Morning

Enjoy a final breakfast at Trattoria Mario before visiting the Uffizi Gallery and the Accademia Gallery. Have lunch at Osteria Le Logge.

Afternoon

Spend the afternoon exploring Florence's artisan workshops and boutiques. Enjoy a coffee experience at From Florence Coffee Experience Small Group Tour in Tuscany.

Evening

For your farewell dinner, indulge in the culinary delights of Osteria Acquacheta and take a final walk through Florence's enchanting streets.

Bedtime

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