4-Day Tour: Medieval Tuscany from Rome

Multi-day & Extended Tours, Hotel Cicerone to Returns to original departure point
Image by Viator

Information from Viator

Tour description

This small group tour discovers the medieval villages of Tuscany. On the way to Siena, you'll have the chance to discover Tivoli, a wonderful village in the suburbs of Rome and Orvieto with its wonderful Cathedral. After visiting Siena, it's time to discover San Gimignano, a place of great wine cellars and old palaces and Volterra, major centre of the Etruscans. Included is an excursion to the Chianti Valley with wine tasting and the walled town of Lucca. On the last day, discover Pienza, the gate of entry to the Val d'Orcia, Montepulciano and Montalcino with its fortress and places to taste Montalcino red wine. The tour ends returning to Rome.

Day 1 Meet your guide in the hotel lobby at 08.30. Departure to Tivoli, little nice village in the suburbs of Rome. Lunch at yout own. Departure to Orvieto. Only the Gothic Cathedral, imposing and elaborate, would be worth the visit to admire its façade but the city of Pozo de San Patricio, offers nice corners to breathe the medieval air of the city, try the excellent wines or the renowned food. After visiting you'll have free time for lunch (at your own expense). Depart for Siena and accommodation.Day 2 - BIn the morning visit of Siena. Surrounded by the Chianti, the city is popular for the famous Palio where every contrada is known for the thousands of colors of its flags. Unforegttable: its twisted streets, the perfection of its gothic monuments, and the variety of products that can be tried here. Departure to San Gimignano, the "city of the Towers", where you will visit Porta San Giovanni, Cisterna Square, Palazzo del Popolo, the Civic Museum and San Agostino. Free time for lunch (at your own expense). Continuation for Volterra. Located at the highest point of a high hill, the city with its austere and medieval silhouette is famous for its alabaster craftsmanship. Explore the city Square, Priori Palace, Duomo, Baptistery, Pinacoteca and Civic Museum. Departure to Siena. Accommodation.Day 3 - BIn the morning, take the Strada del Chianti - Ruta del Chianti - the most famous wine in Italy. Along the way, you can see the charming hills, the picturesque villages with their ancient towers, the farms and of course the vineyards. Visit Castellina in Chianti, the old town and its walls. Then visit Greve in Chianti with its asymmetrical square with porches and terraces. Free time for lunch (at your own expense). Departure towards Lucca, a city surrounded by a wall of walls that has been preserved whole. Visit Napoleone Square, Province Palace, Duomo, Piazza San Martino and Piazza Anfiteatro. Then, back to Siena.Day 4 - BDeparture to Montepulciano. The town, an art pearl of 1500, is located 750 meters above sea level on top of a hill near the Val of Chiana, in a territory already inhabited in the Etruscan and Roman times. It is owed its fame mainly by the production of the wine "Nobile", red of great quality. Continuation for Pienza. This city, on top of a hill overlooking the Orcia Valley,  The famous Piazza Pio II, Renaissance, overlooks the Cathedral, the Piccolomini Palace, the Palazzo Comunale, Borgia Palace and the wonderful panoramic promenade along the walls, which at one glance allows you to see the entire valley closed in the bottom for Mount Amiata. Exit towards Montalcino; the great fortress characterizes the city, which looms over the three Asso, d'Aria and Orcia valleys. After visiting you'll have free time for lunch. Return to Rome.

What's included

  • 3 nights accommodation
  • Wine tastings
  • Breakfast
  • Local driver/guide
  • Transport by air-conditioned minivan
  • Hotel pickup and drop-off (selected hotels only)
  • Free Wi-Fi on board
  • Special gift: Our Exclusive Travel Guide

What's not included

  • Food and drinks (other than those mentioned in itinerary)
  • City taxes at the hotels
  • Gratuities and porterage


  • Comprehensive tour by bus/coach
  • Ideal choice for families
  • Small group ensures personal service
  • Breakfast included