Sienna Italy 2 Day Itinerary

Two Days in Siena: A Tuscan Gem

Siena, with its captivating medieval architecture and vibrant culture, offers a glimpse into Tuscany’s rich history. This itinerary helps you experience the best Siena has to offer in just two days.

Where to Stay:

  • Hotel Athena: Centrally located, offering modern comforts and stunning views.
  • Grand Hotel Continental Siena - Starhotels Collezione: Historic luxury hotel with a charming courtyard and rooftop terrace.
  • B&B La Terrazza Sul Duomo: Cozy bed & breakfast with breathtaking views of the Duomo.

Transportation:

  • Walking: Siena is best explored on foot, allowing you to soak in its charm.
  • Bus: Local buses connect Siena to surrounding towns.

Things to Know:

  • Siena’s main square, Piazza del Campo, hosts the famous Palio horse race twice a year (July 2nd and August 16th).
  • Many shops and restaurants close for “riposo” (rest) between 1-4pm.
  • Siena is known for its delicious Tuscan cuisine and wines.

Day 1: Exploring Medieval Siena

  • Morning:

    • Piazza del Campo: Start your day in the heart of Siena, marveling at the shell-shaped square and its surrounding medieval buildings. Climb the Torre del Mangia for panoramic views.
    • Duomo di Siena: Visit the awe-inspiring cathedral adorned with intricate marblework and stunning frescoes by Pinturicchio and Donatello.

  • Afternoon:

    • Lunch: Enjoy traditional Tuscan fare at “Osteria Le Logge” or “Taverna di San Giuseppe.”

    • Museo Civico: Delve into Siena’s art history with masterpieces from the Sienese School, including works by Duccio and Simone Martini.

  • Evening:

    • Dinner: Savor a romantic dinner at “Locanda del Giglio” or “Ristorante La Taverna di San Giuseppe,” known for their cozy ambiance and delicious local cuisine.

Day 2: Beyond the City Walls

  • Morning:

    • San Gimignano (Day Trip): Take a bus to the picturesque hilltop town of San Gimignano, famous for its medieval towers and breathtaking views.
    • Lunch: Indulge in a Tuscan feast at “Gelateria Dondoli” or “Taverna di San Martino.”

  • Afternoon:

    • Return to Siena and enjoy gelato: Treat yourself to delicious artisan gelato at “Gelateria La Vecchia Siena.”

  • Evening:

    • Aperitivo: Experience the Italian tradition of “aperitivo” with drinks and snacks at a bar like “Bar Pasticceria Nannini.”
    • Dinner: Enjoy a final Tuscan meal at “Trattoria Papei” or “Ristorante Il Palio,” savoring the flavors of Siena one last time.

Tips:

  • Book accommodations in advance, especially if traveling during peak season (July & August).
  • Learn a few basic Italian phrases to enhance your interactions with locals.
  • Don’t be afraid to explore off the beaten path and discover hidden gems.
  • Embrace the slow pace of life and enjoy Siena’s enchanting atmosphere.