Siena 5 Day Itinerary

5-Day Siena Itinerary

Day 1: Arrival & Exploring the City Center

• Arrival: The closest airport is Perugia San Francesco d’Assisi Airport (PEG), about an hour away. You can also reach Siena by train from Florence, Rome or other major cities.
• Check-In: Consider staying at Palazzo Ravizza, a charming boutique hotel in the heart of Siena.
• Lunch: Try Trattoria La Buccata for traditional Tuscan dishes.
• Afternoon: Visit the Piazza del Campo, Siena’s main square and the site of the famous Palio horse race. Explore the surrounding streets, including the narrow, winding Via di Città.
• Dinner: Head to Osteria Le Logge for a gourmet dinner with stunning city views.
• Things to Know: Siena is built on three hills, so wear comfortable shoes and be prepared for some walking.

Day 2: Art & Architecture

• Morning: Visit the Duomo di Siena, a masterpiece of Gothic architecture with an intricate marble façade. Don’t miss the Library of Saint Ansano and the Crypt of Santa Caterina.
• Lunch: Grab a quick bite at Panino Giugno in Piazza del Campo.
• Afternoon: Explore the Museo dell’Opera Metropolitana, home to Duccio’s famous Maestà altarpiece, and the nearby [Pinacoteca Nazionale](https://en.wikipedia.org/wiki/National_ Picture_Gallery_(Siena)).
• Dinner: Savor a meal at Trattoria Casamama.

Day 3: Day Trip to San Gimignano & Chianti

• Morning: Take a day trip to nearby San Gimignano, famous for its towers and Vernaccia wine.
• Lunch: Enjoy a meal in San Gimignano, such as at Trattoria Vecchia Sala.
• Afternoon: Continue on to the Chianti region for some wine tasting. Visit Castello di Ama or Castello di Brolio.
• Dinner: Return to Siena and have dinner at Ristorante La Taverna della Sala dei Girolamini, located in a beautiful palace.

Day 4: Countryside & Monasteries

• Morning: Visit the Abbey of Monte Oliveto Maggiore, a stunning Cistercian monastery with beautiful frescoes and gardens.
• Lunch: Eat at La Cantina del’Abbadia, located within the Abbey of Monte Oliveto Maggiore.
• Afternoon: Head to the beautiful village of Monteriggioni and explore its medieval walls.
• Dinner: Return to Siena for a final meal at Il Falconiere, which has a Michelin-starred restaurant.

Day 5: Departure

• Morning: Spend your last hours in Siena visiting any sites you missed or revisiting favorites.
• Lunch: Enjoy a leisurely lunch at La Taverna di San Giuseppe before heading to the airport or train station for your departure.