Sienna, Italy-5-day-itinerary

5-Day Itinerary for Traveling in Siena, Italy

Day 1: Arrival and Exploring the City Center

  • Morning: Arrive in Siena and check-in at your accommodation. Recommended hotel: Hotel Palazzo Tolomei (€150 per night)
  • 10:00 AM: Start your day at Piazza del Campo, the heart of Siena’s historic center. Admire the stunning Palazzo Pubblico and Torre del Mangia.
  • 12:00 PM: Visit the Siena Cathedral (Duomo di Siena) and climb to the top for breathtaking views.
  • 1:00 PM: Lunch at La Taverna di San Giuseppe, try their famous pici all’aglione (€15 per person)
  • 3:00 PM: Explore the charming streets of Siena, visit the Basilica di San Domenico and shop for local souvenirs.
  • 7:00 PM: Enjoy a traditional Tuscan dinner at Ristorante Le Logge (€30 per person)

Day 2: Wine Tasting and Countryside Exploration

  • 9:00 AM: Take a guided wine tour at Castello di Brolio, one of the oldest wineries in Italy (€60 per person)
  • 1:00 PM: Lunch at the winery’s restaurant, enjoying local specialties and wines.
  • 3:00 PM: Visit the picturesque hilltop town of San Gimignano, famous for its medieval towers.
  • 6:00 PM: Return to Siena and enjoy a relaxing evening stroll around the city walls.

Day 3: Art, History, and Culture

  • 9:30 AM: Visit the Pinacoteca Nazionale di Siena, featuring an impressive collection of Sienese art.
  • 12:00 PM: Explore the Museo dell’Opera del Duomo, showcasing artworks from the Siena Cathedral.
  • 1:30 PM: Lunch at Osteria Le Sorelle, serving traditional Tuscan cuisine (€20 per person)
  • 3:00 PM: Attend a guided tour of the Palazzo Pubblico and its impressive frescoes.

Day 4: Day Trip to Chianti Region

  • 9:00 AM: Take a day trip to the Chianti region, known for its rolling hills, vineyards, and charming villages.
  • 11:00 AM: Visit the medieval town of Radda in Chianti and explore its picturesque streets.
  • 1:00 PM: Lunch at La Cantina del Leopardo, offering local specialties and wines (€25 per person)
  • 3:30 PM: Return to Siena, enjoying the scenic views along the way.

Day 5: Departure

  • 9:00 AM: Spend the morning shopping for last-minute souvenirs or visiting any attractions you missed earlier.
  • 12:00 PM: Check-out of your accommodation and depart from Siena.

Things to Know

  • Siena is a pedestrian-friendly city, but be prepared for cobblestone streets and steep hills.
  • The city has a rich history, so consider purchasing the Siena Card (€25 per person) for discounted entry to attractions.
  • Don’t forget to try the local specialty, pici all’aglione, a type of pasta dish.

Transportation

  • Siena is easily accessible by car, train, or bus from nearby cities like Florence and Rome.
  • Within the city, walking is the best way to explore, but buses and taxis are also available.

Tips

  • Be prepared for crowds during peak season (June to August).
  • Respect the local environment and culture by not littering and keeping noise levels down.
  • Don’t forget to try some of the excellent local wines, such as Chianti Classico.