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7 Days of Hidden Gems in Siena

7 Days of Hidden Gems in Siena Itinerary

Last updated: 2024 Jun 26

Discovering Siena's Hidden Corners

Morning
Start your day with a visit to Siena Civic Museum (Museo Civico di Siena). This museum, located in the heart of the city, offers a glimpse into the rich history and culture of Siena through its impressive collection of art and artifacts. Afterward, enjoy a leisurely breakfast at Pasticceria Nannini, known for its delicious pastries and coffee.
Afternoon
In the afternoon, take part in Siena: Walking Tour with Duomo or Contrade Museum Visit. This tour will guide you through the lesser-known streets and alleys of Siena, offering insights into the city's unique traditions and history. For lunch, head to Osteria Nonna Gina, a charming eatery that serves authentic Sienese cuisine.
Evening
As evening approaches, explore Siena Piazza del Mercato, a hidden gem often overlooked by tourists. This picturesque square is perfect for a relaxing stroll. End your day with dinner at La Taverna di San Giuseppe, renowned for its rustic ambiance and delectable Tuscan dishes.
Bedtime
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Artistic Treasures and Culinary Delights

Morning
Begin your second day with a visit to National Art Gallery of Siena (Pinacoteca Nazionale Siena). This gallery houses an extensive collection of Sienese paintings from the medieval and Renaissance periods. Afterward, enjoy breakfast at Caffè Fiorella, a cozy café known for its excellent coffee and pastries.
Afternoon
In the afternoon, join Siena: Small Group Cooking Class in Chianti Farmhouse. This hands-on experience will teach you how to prepare traditional Tuscan dishes using fresh local ingredients. For lunch, savor your culinary creations paired with local wines.
Evening
Conclude your day with a visit to Fonte Gaia (Gaia Fountain), an exquisite fountain located in Piazza del Campo. Then head to dinner at Trattoria La Torre, where you can enjoy hearty Tuscan fare in a warm and welcoming atmosphere.
Bedtime
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Historical Insights and Scenic Views

Morning
Start your third day by exploring Basilica of San Domenico (Basilica di San Domenico), an impressive church that offers stunning views over Siena from its elevated position. Enjoy breakfast afterward at Bar Il Palio, which provides great coffee along with beautiful views of Piazza del Campo.
Afternoon
In the afternoon, embark on From Siena: Brunello di Montalcino Guided Wine Tour W/ Lunch. This tour takes you to the scenic countryside around Montalcino where you'll visit renowned wineries and taste some of Italy's finest wines accompanied by a delicious lunch.
Evening
Return to Siena in time for an evening stroll around Piazza del Campo, one of Italy's most beautiful squares. For dinner, dine at Ristorante Grotta Santa Caterina da Bagoga, known for its intimate setting and exceptional Sienese cuisine.
Bedtime
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Cultural Immersion and Local Flavors

Morning
Start your fourth day with a visit to Siena Cathedral (Duomo). This stunning cathedral is a masterpiece of Gothic architecture and offers breathtaking views from its rooftop. Afterward, enjoy breakfast at Caffè Fonte Gaia, known for its excellent coffee and pastries.
Afternoon
In the afternoon, join Siena: Medieval Families Quest Experience. This interactive tour will take you through the history of Siena's most influential families, offering a unique perspective on the city's past. For lunch, head to Osteria Le Logge, a charming eatery that serves authentic Sienese cuisine.
Evening
As evening approaches, explore Piccolomini Library (Libreria Piccolomini), located within the Siena Cathedral. This library is renowned for its beautifully frescoed walls and ceilings. End your day with dinner at Ristorante Tar-Tufo, famous for its truffle-based dishes.
Bedtime
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Exploring Hidden Gems and Wine Tasting

Morning
Begin your fifth day with a visit to Mangia Tower (Torre del Mangia). Climb to the top for panoramic views of Siena and the surrounding countryside. Afterward, enjoy breakfast at Bar Pasticceria Nannini Conca d'Oro, known for its delicious pastries and coffee.
Afternoon
From Siena: Chianti and Castles Tour with Wine Tastings awaits you in the afternoon. This tour takes you through the picturesque Chianti region, where you'll visit historic castles and taste some of Tuscany's finest wines. For lunch, savor local delicacies paired with exquisite wines.
Evening
Return to Siena in time for an evening stroll around Siena Piazza del Mercato, a hidden gem often overlooked by tourists. For dinner, dine at Ristorante Il Bandierino, which offers a delightful menu of traditional Tuscan dishes.
Bedtime
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Historical Landmarks and Culinary Adventures

Morning
Baptistery of San Giovanni (Battistero di San Giovanni) is your first stop on day six. This beautiful baptistery is known for its intricate frescoes and stunning architecture. Enjoy breakfast afterward at Caffè Fiorella, which provides great coffee along with delicious pastries.
Afternoon
From Siena: Pienza and Montepulciano Small-Group Tour will take you on an afternoon adventure through two of Tuscany's most charming towns. Explore Pienza's Renaissance architecture and Montepulciano's famous wine cellars while enjoying a delightful lunch.
Evening
Fonte Gaia (Gaia Fountain) makes for a perfect evening visit as it is beautifully illuminated after dark. Conclude your day with dinner at Trattoria La Torre, where you can enjoy hearty Tuscan fare in a warm and welcoming atmosphere.
Bedtime
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Final Day of Hidden Gems and Farewell

Morning
Start your final day with a visit to Siena Cathedral Museum (Museo dell’Opera Metropolitana). This museum offers a fascinating collection of art and artifacts related to the Siena Cathedral. Afterward, enjoy breakfast at Pasticceria Buti, known for its delicious pastries and coffee.
Afternoon
In the afternoon, join Siena: Highlights Self-Guided Scavenger Hunt and City Tour. This engaging activity will take you through some of Siena's lesser-known streets and hidden corners, providing a fun way to explore the city. For lunch, head to Osteria Il Carroccio, a charming eatery that serves authentic Sienese cuisine.
Evening
As evening approaches, explore Pubblico Palace (Palazzo Pubblico), an iconic landmark in Siena. End your day with dinner at Ristorante Mugolone, renowned for its elegant ambiance and delectable Tuscan dishes.
Bedtime
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