Itinerary
- Day 1
Rome to Montalcino
Leave central Rome and drive to Montalcino, located in the heart of Brunello wine country. You'll spend time walking through the town before heading to Castle Banfi for a typical lunch paired with wine tasting. After that, you'll walk through Buonconvento, a medieval walled village that's remarkably well preserved. The day ends when you reach your accommodation in the Chianti region, so you'll have time to settle in before dinner.
- Start point
- Rome, Italy (Hotel in the city centre, 08:00 - 09:00)
- Meals
- Breakfast, Lunch (Typical lunch at Castle Banfi with wine tasting)
Included Activities
- Visit Montalcino city
- Typical lunch at Castle Banfi with wine tasting
- Walking tour of Buonconvento medieval village
Landmarks Montalcino Castle Banfi Buonconvento - Day 2
Chianti Region
Start at Colle Val d'Elsa, a Renaissance town with the Museum of Glasses if you want to check it out. Later you'll head to Greve in Chianti for lunch and a wine tasting in an original cellar. After lunch, head to the Archaeological Museum in Castellina in Chianti. By evening you'll return to Radda for the night.
- Meals
- Breakfast, Lunch (Lunch experience in Greve in Chianti in an original cellar with wine tasting)
Included Activities
- Visit Colle Val d'Elsa
- Museum of Glasses
- Lunch experience in Greve in Chianti with wine tasting
- Visit Archaeological Museum of Castellina in Chianti
Landmarks Colle Val d'Elsa Museum of Glasses Greve in Chianti Archaeological Museum of Castellina in Chianti Radda - Day 3
Arezzo to Torrita
Spend time in Arezzo's old town, known for being home to poet Petrarca and the writer and architect Vasari. You'll then walk through Castiglion Fiorentino, a walled village. Continue on to Torrita, where you'll stay overnight in an antique urban palace hotel. It's a nice way to experience local architecture and history in one day.
- Meals
- Breakfast
Included Activities
- Guided tour of Arezzo old town
- Walking tour of Castiglion Fiorentino walled village
Landmarks Arezzo Castiglion Fiorentino - Day 4
Val d'Orcia Region
Visit San Quirico, which sits in the heart of Val d'Orcia. From there, head to a farm holiday near Montepulciano for lunch and a walking tour of the city. Next you'll check out the Museum of Truffles in San Giovanni d'Asso. After that, you'll drive back to Torrita for the evening.
- Meals
- Breakfast, Lunch (Lunch at farm holiday by Montepulciano)
Included Activities
- Visit San Quirico
- Lunch at farm holiday near Montepulciano
- Walking tour of Montepulciano
- Visit Museum of Truffles in San Giovanni d'Asso
Landmarks San Quirico Montepulciano Museum of Truffles San Giovanni d'Asso - Day 5
Pitigliano to Rome
Head to Pitigliano, an ancient Jewish village in Maremma. During the day you can stop at the open-air thermal baths of Saturnia if you want to take a dip (which works best in the summer months). Then you'll drive back to Rome, ending your time in Tuscany.
- End point
- Roma, Rome, Italy (Hotel in the city centre, 17:30 - 18:30)
- Meals
- Breakfast
Included Activities
- Visit Pitigliano
- Visit open-air thermal baths of Saturnia
Optional Activities
- Swimming in the thermal baths of Saturnia (available in summertime)
Landmarks Pitigliano Saturnia


