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7-Day Siena and Surroundings Exploration Itinerary
Last updated: 2024 Jun 14Siena's Historical Treasures
Morning
Begin your day with a delightful breakfast at La Taverna di San Giuseppe, then immerse yourself in the medieval charm of Siena Historic Center (Siena Centro Storico). Visit the iconic Piazza del Campo and climb the Mangia Tower (Torre del Mangia) for panoramic views.
Afternoon
For lunch, savor Tuscan flavors at Ristorante Guidoriccio. Afterward, explore the Siena Cathedral (Duomo) and the Piccolomini Library (Libreria Piccolomini) with a skip-the-line pass.
Evening
Enjoy a gourmet dinner at Enoteca I Terzi and take a leisurely stroll through the Siena Piazza del Mercato.
Bedtime
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4.63Siena Historic Center (Siena Centro Storico)
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4.63Siena Historic Center (Siena Centro Storico)
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4.59Piazza del Campo
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4.59Piazza del Campo
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Art and Culture in Siena
Morning
Start with a visit to the Siena Civic Museum (Museo Civico di Siena) and the National Art Gallery of Siena (Pinacoteca Nazionale Siena). Then, relax with a coffee at Il Pomodorino before continuing to the Basilica of San Domenico (Basilica di San Domenico).
Afternoon
Have a light lunch at Osteria Le Logge and explore the Abbey of Sant'Antimo (Abbazia di Sant'Antimo). Return to Siena for a guided tour of the Siena Cathedral Complex Pass with Audio Guide (OPA SI PASS).
Evening
Indulge in a traditional Tuscan dinner at Trattoria La Torre and enjoy a peaceful evening in the Siena Palio of Siena (Palio di Siena).
Bedtime
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4.68Siena Civic Museum (Museo Civico di Siena)
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4.68Siena Civic Museum (Museo Civico di Siena)
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4.96National Art Gallery of Siena (Pinacoteca Nazionale Siena)
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4.96National Art Gallery of Siena (Pinacoteca Nazionale Siena)
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San Gimignano's Towers and Tastings
Morning
Travel to San Gimignano and start your day with a cheese and wine tasting tour at San Gimignano Cheese and Wine Tasting Tour.
Afternoon
Enjoy a Tuscan lunch at Antica Trattoria Papei and explore the San Gimignano Torre Grossa and Duomo Tickets.
Evening
Dine at La Taverna di San Giuseppe and take in the sunset views of the SAN GIMIGNANO DEGUSTAZIONE CON VISTA SULLE TORRI.
Bedtime
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4.88San Gimignano Cheese and Wine Tasting Tour
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4.88San Gimignano Cheese and Wine Tasting Tour
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4.48San Gimignano Torre Grossa and Duomo Tickets
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4.48San Gimignano Torre Grossa and Duomo Tickets
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Montalcino's Wine and Fortresses
Morning
Journey to Montalcino for a Montalcino Brunello Wine Tasting & Lunch in a Tuscan Castle experience.
Afternoon
After a castle lunch, explore the Montalcino Fortress (Fortezza di Montalcino) and the town's charming streets.
Evening
Enjoy a relaxed dinner at Ristorante Guidoriccio and savor the flavors of the region.
Bedtime
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4.62Montalcino Brunello Wine Tasting & Lunch in a Tuscan Castle
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4.62Montalcino Brunello Wine Tasting & Lunch in a Tuscan Castle
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4.74Montalcino Fortress (Fortezza di Montalcino)
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4.74Montalcino Fortress (Fortezza di Montalcino)
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Relaxation and Recreation in Siena
Morning
Start with a hot air balloon flight over Tuscany with a glass of wine at sunrise Siena Balloon Flight Over Tuscany with a Glass of Wine.
Afternoon
Return to Siena for a leisurely lunch at Il Pomodorino and a horseback adventure in the Tuscan countryside Siena Horseback Adventure in the Tuscan Countryside.
Evening
Dine at Enoteca I Terzi and unwind with a private custom tour with a local guide Siena Private custom tour with a local guide.
Bedtime
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4.72Siena Balloon Flight Over Tuscany with a Glass of Wine
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4.72Siena Balloon Flight Over Tuscany with a Glass of Wine
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4.91Siena Horseback Adventure in the Tuscan Countryside
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4.91Siena Horseback Adventure in the Tuscan Countryside
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Chianti's Vineyards and Villages
Morning
Embark on a Chianti and Castles Tour with Wine Tastings From Siena Chianti and Castles Tour with Wine Tastings.
Afternoon
Enjoy a Tuscan lunch at Trattoria La Torre and visit the Fonte Gaia (Gaia Fountain).
Evening
Dine at Antica Trattoria Papei and relax with a wine tour in Chianti Total Immersion Wine Tour in Chianti.
Bedtime
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4.55From Siena Chianti and Castles Tour with Wine Tastings
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4.55From Siena Chianti and Castles Tour with Wine Tastings
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4.24Fonte Gaia (Gaia Fountain)
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4.24Fonte Gaia (Gaia Fountain)
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Pienza and Montepulciano's Delights
Morning
Take a small-group tour to Pienza and Montepulciano From Siena Pienza and Montepulciano Small-Group Tour.
Afternoon
Enjoy a local lunch at La Taverna di San Giuseppe and explore the towns' highlights.
Evening
Conclude your trip with a farewell dinner at Osteria Le Logge and a visit to the Pubblico Palace (Palazzo Pubblico).
Bedtime
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4.94From Siena Pienza and Montepulciano Small-Group Tour
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4.94From Siena Pienza and Montepulciano Small-Group Tour
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4.68Pubblico Palace (Palazzo Pubblico)
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4.68Pubblico Palace (Palazzo Pubblico)
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