Siena 7 Day Itinerary
Title: 7-Day Itinerary for Traveling in Siena, Italy
Day 1: Arrival & Explore the City Center
- Accommodation: Consider staying at Palazzo Ravizza, a charming boutique hotel in the heart of Siena.
- Lunch: Try Trattoria La Lada, famous for its traditional Tuscan dishes.
- Activities: Wander through the narrow cobbled streets, visit the Piazza del Campo and admire the Palazzo Pubblico and Torre del Mangia. Don’t miss the Cathedral of Siena.
- Dinner: Dine at Osteria le Logge for a unique experience under the loggias of the Palazzo Pubblico.
- Things to Know: Siena is divided into 17 contrade (districts), each with its own history and traditions. The city comes alive during the Palio di Siena horse race.
Day 2: Art & Architecture
- Breakfast: Start your day at Caffè Polseghino, a historic café.
- Activities: Visit the Museo dell’Opera Metropolitana to see works by Duccio, Pinturicchio, and Michelangelo. Then, head to the Baptistery of San Giovanni and the Museum of the City of Siena.
- Lunch: Have a light lunch at Antica Osteria del Regolatore in the heart of Siena.
- Activities (Afternoon): Explore the beautiful Basilica di San Domenico and its museum, which houses a number of important artworks.
- Dinner: Savor delicious Tuscan cuisine at Trattoria Casamama.
Day 3: Day Trip to San Gimignano
- Transportation: Take a train from Siena Stazione Ferroviaria (approximately 30 minutes) or rent a car to explore the beautiful Tuscan countryside.
- Activities: Visit the medieval town of San Gimignano, famous for its towers and Vernaccia white wine. Don’t forget to climb the Torre Grossa for a panoramic view of the city!
- Lunch: Sit down for a meal at Trattoria Vecchia Fortessa.
- Dinner: Return to Siena and dine at Locanda dell’Assassino for a memorable dining experience.
Day 4: Day Trip to Montalcino & Pienza
- Transportation: Rent a car to explore these stunning hill towns, about an hour’s drive from Siena.
- Activities: In Montalcino, visit the Abbazia di Sant’Antimo and taste Brunello di Montalcino wine at a local winery. Then, head to Pienza, the “ideal city” of Pope Pius II, where you can sample Pecorino cheese.
- Lunch: Enjoy lunch in one of Montalcino’s enotecas or at a local restaurant like La Taverna del Leccio.
- Dinner: Return to Siena and dine at Ristorante Orso for another unforgettable meal.
Day 5: Relax & Explore the Countryside
- Activities: Take a leisurely walk in the beautiful Tuscan countryside, perhaps visiting a local vineyard or olive oil mill. You could also rent bikes and explore the surrounding hills.
- Lunch: Have lunch at Agriturismo La Casaccia for a taste of authentic Tuscan farmhouse cuisine.
- Dinner: Dine at La Taverna dei Bianchi for a cozy, family-run dining experience.
Day 6: Day Trip to Monteriggioni & Chianti
- Transportation: Rent a car to visit the walled village of Monteriggioni and the picturesque landscapes of the Chianti Classico region.
- Activities: In Monteriggioni, stroll the medieval walls and visit the Collegiate Church of Santa Maria Assunta. Then, explore the Chianti region, stopping at vineyards and castles along the way.
- Lunch: Savor a meal at La Cantina di San Donato in Castellina in Chianti.
- Dinner: Return to Siena for a final dinner at Trattoria La Stalla.
Day 7: Departure
- Breakfast: Enjoy your last Tuscan breakfast at your hotel or a local café.
- Activities: Spend your last hours exploring any missed sites in Siena before heading to the airport or train station for your departure.