Sienna, Italy 3 Day Itinerary

Day 1: Explore the Historic Center

  • Morning: Start your day with a hearty Italian breakfast at La Sottana, a local favorite known for its traditional Tuscan dishes.

  • Mid-Morning: Visit the iconic Piazza del Campo, the shell-shaped town square of Siena, where the famous Palio horse race takes place. Don’t forget to climb the Torre del Mangia for a panoramic view of the city!

  • Afternoon: Explore the medieval streets and visit the Duomo di Siena, one of the most beautiful Gothic cathedrals in Italy. The interior is adorned with intricate marble reliefs and mosaics. Nearby, you can also visit the Baptistery of San Giovanni and the Opera Metallica del Duomo.

  • Evening: Dine at Osteria Le Logge, located in the heart of the historic center. The restaurant offers a variety of Tuscan dishes made with fresh, local ingredients.

  • Night: End your day with a stroll around the city under the stars and maybe an after-dinner drink at Enoteca La Mossa.

Day 2: Day Trip to San Gimignano

  • Morning: Take a short train ride (approximately 30 minutes) or a bus to the medieval hill town of San Gimignano, known for its towers. Begin your day with breakfast at a local bakery.

  • Afternoon: Spend your afternoon exploring the historic center, visiting the Collegiate Church of San Gimignano and climbing the towers for breathtaking views. Don’t miss the Palazzo del Popolo and the Museo Civico di San Gimignano.

  • Evening: Return to Siena and have dinner at Trattoria Il Funghino, which offers a selection of Tuscan specialties and a cozy atmosphere.

Day 3: Relax and Explore

  • Morning: Start your day with breakfast at your accommodation or grab a quick bite from a local bakery. Then, take a leisurely walk in the beautiful Parco Cittadino di Siena or visit the nearby Abbazia di San Galgano.

  • Afternoon: If you’re interested in wine tasting, consider a day trip to the Chianti region. Many wineries offer tours and tastings, and it’s a great way to experience Tuscan wines. Alternatively, explore the lesser-known sights of Siena, such as the Santa Maria Della Scala Museum Complex.

  • Evening: For your final dinner in Siena, try Antica Osteria da Divo, a traditional trattoria known for its homemade pasta and local wines.

Things to Know:

  • Siena is a hilly city, so comfortable shoes are essential.
  • Many shops and restaurants close in the afternoon for a siesta, reopening in the late afternoon or early evening.
  • The best way to get around Siena is on foot. However, if you’re traveling further, consider using buses or trains.

Where to Stay:

  • For budget travelers: Albergo Buca di Sana offers clean and comfortable rooms at an affordable price.
  • For mid-range travelers: The centrally located Residenza d'Arma offers spacious rooms and a rooftop terrace with city views.
  • For luxury travelers: Hotel Atlantea offers luxurious suites, a rooftop pool, and a spa.

Tips:

  • Try to visit during the off-season to avoid crowds.
  • Learn a few Italian phrases to make your interactions with locals smoother.
  • Don’t forget to sample local wines like Chianti Classico and Brunello di Montalcino.
  • Enjoy your trip to Siena, Italy!