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Tuscan Delights: 5-Day Siena and Surroundings Exploration

Tuscan Delights: 5-Day Siena and Surroundings Exploration Itinerary

Last updated: 2024 Jun 14

Historic Siena and Culinary Delights

Morning
Begin your Tuscan adventure with a delightful breakfast at Non Solo Bar Siena, offering a range of pastries and local coffee. Afterward, immerse yourself in the rich history of Siena with a visit to the Siena Cathedral (Duomo) and the Siena Cathedral Museum (Museo dell’Opera Metropolitana) to admire the stunning art and architecture.
Afternoon
For lunch, head to Osteria Il Vinaio for their famous panini. Post-lunch, take a leisurely stroll to the Piazza del Campo, one of Europe's greatest medieval squares. Then, climb the Mangia Tower (Torre del Mangia) for panoramic views of the city and surrounding countryside.
Evening
Conclude your day with a sumptuous dinner at Ristorante Bar La Favorita, known for its traditional Tuscan cuisine. Afterward, take a relaxing Siena Walking Food Tour with Tastings to sample local delicacies and learn about the city's culinary heritage.
Bedtime
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Siena's Art and Countryside Wonders

Morning
Enjoy a morning cappuccino at Bar Il Palio before embarking on a guided tour of the Siena Civic Museum (Museo Civico di Siena) and the Palazzo Pubblico Entry Ticket. Explore the impressive art collections and the historic seat of the Sienese government.
Afternoon
Have a light lunch at Il Bargello, a charming spot with a variety of Tuscan dishes. Post-lunch, indulge in the serene Tuscan countryside with a Horseback Adventure in the Tuscan Countryside. Ride through vineyards and olive groves, taking in the natural beauty.
Evening
Dine at SaporDivino Restaurant, offering a fusion of traditional and modern cuisine. After dinner, enjoy a relaxed evening at Enoteca I Terzi, a wine bar with an extensive selection of local and international wines.
Bedtime
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Wine and Hilltop Towns Excursion

Morning
Start with breakfast at Il Campo, a cozy spot with a range of morning treats. Today's journey takes you to the charming town of San Gimignano. Explore its medieval streets and visit the San Gimignano Torre Grossa and Duomo Tickets for panoramic views.
Afternoon
Enjoy a traditional Tuscan lunch at Osteria Del Bigelli in San Gimignano. Afterward, take a Private Guided Tour in San Gimignano to learn about the town's history and its famous towers.
Evening
Return to Siena and savor a dinner at Te Ke Voi?, a restaurant known for its innovative dishes. Cap off the evening with a visit to Piripi Pizza Urban Food, a local favorite for late-night bites and drinks.
Bedtime
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Montalcino and Culinary Experiences

Morning
Have a hearty breakfast at Tigella EMILIA, offering a variety of breakfast options. Today, you'll explore the renowned wine region of Montalcino. Visit the Montalcino and the Montalcino Fortress (Fortezza di Montalcino) to learn about the area's winemaking history.
Afternoon
Enjoy a guided Brunello di Montalcino Guided Wine Tour with Lunch at a local vineyard. Taste the famous Brunello wines and savor a traditional Tuscan meal. Afterward, take a leisurely walk in the vineyards to appreciate the stunning landscape.
Evening
Return to Siena and dine at Du Versi, a restaurant with a focus on fresh, local ingredients. For a post-dinner drink, head to Bar Manganelli, a historic bar with a wide selection of spirits and cocktails.
Bedtime
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Artisanal Siena and Departure Preparations

Morning
Enjoy a final breakfast at i Parolai Tapas Bar, offering a unique twist on morning fare. Spend the morning exploring the artisanal shops of Siena, from leather goods to ceramics. Visit the Siena Piazza del Mercato and the surrounding area for a glimpse into the local craftsmanship.
Afternoon
For lunch, visit Archivio del Gusto, a restaurant that celebrates the flavors of Tuscany. Afterward, take some time to pack and prepare for your departure. If time allows, visit the Abbey of Sant'Antimo (Abbazia di Sant'Antimo) for a serene farewell to the Tuscan countryside.
Evening
Conclude your Tuscan journey with a memorable dinner at Prosciutteria Al Peccatore, where you can enjoy a variety of cured meats and other Italian specialties. Reflect on your trip over a glass of wine and raise a toast to the beauty of Tuscany.
Bedtime
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