Itinerary
- Day 1
Rome to Umbria to Tuscany
- Accommodation
- Hotel (Kolbe Hotel)
- Day 2
Rome
- Meals
- Dinner (Welcome dinner)
- Accommodation
- Hotel (Hotel Dei Duchi, Spoleto)
Included Activities
- Welcome dinner
Optional Activities
- Independent exploration of Rome
- Day 3
Spoleto
- Meals
- Breakfast
- Accommodation
- Hotel (Hotel Dei Duchi, Spoleto)
Included Activities
- Guided walking tour of Spoleto with local expert
- Visit Rocca Albornoz castle ruins
- Visit Duomo of Santa Maria Assunta
- Tour family-owned frantoio (olive presser)
- Extra virgin olive oil (EVOO) tasting at the mill
Landmarks Rocca Albornoz Duomo of Santa Maria Assunta 
- Day 4
Assisi
- Meals
- Breakfast, Lunch (Lunch at local family's country home)
- Accommodation
- Hotel (Hotel Dei Duchi, Spoleto)
Included Activities
- Travel to Assisi
- Guided walking tour of old city with local guide
- Visit Basilica of St. Francis
- Lunch at local family's country home
Landmarks Basilica of St. Francis - Day 5
Spoleto
- Meals
- Breakfast, Lunch (Rustic, home-cooked lunch)
- Accommodation
- Hotel (Hotel Corsignano, Pienza)
Included Activities
- Truffle hunting with local expert and trained dogs
- Rustic, home-cooked lunch featuring truffles
- Day 6
Spoleto to Pienza
- Meals
- Breakfast
- Accommodation
- Hotel (Hotel Corsignano, Pienza)
Included Activities
- Travel to Val d'Orcia region
- Tour dairy farm producing pecorino cheese
- Sheep-milk pecorino cheese tasting and snacks
- Explore Pienza
Optional Activities
- Evening dining and exploration of Pienza
Landmarks Pienza - Day 7
Orcia Valley and Montalcino
- Meals
- Breakfast
- Accommodation
- Hotel (Villa San Lucchese Hotel, Chianti Countryside)
Included Activities
- Journey through Orcia Valley
- Visit Bagno Vignoni
- Winery estate and cellar tour in Montalcino
- Brunello red wine tasting
Optional Activities
- Explore countryside along white roads
Landmarks Bagno Vignoni Montalcino - Day 8
Siena
- Meals
- Breakfast
- Accommodation
- Hotel (Villa San Lucchese Hotel, Chianti Countryside)
Included Activities
- Guided walking tour of Siena with local expert
- Learn about the Palio Horse Race
Optional Activities
- Visit Siena Cathedral
- View town hall frescoes
Landmarks Siena - Day 9
Florence
- Meals
- Breakfast
- Accommodation
- Hotel (Villa San Lucchese Hotel, Chianti Countryside)
Included Activities
- Extensive guided walking tour of Florence with local expert
- View Ponte Vecchio
- Visit Signoria Square and Palazzo Vecchio
- View Piazza del Duomo
Optional Activities
- Self-guided exploration of Florence's treasures
Landmarks Ponte Vecchio Signoria Square Palazzo Vecchio Piazza del Duomo 
- Day 10
San Gimignano
- Meals
- Breakfast, Dinner (Farewell dinner of Tuscan specialties)
Included Activities
- Visit San Gimignano
- Gelato tasting from award-winning ice cream parlor
- Farewell dinner of Tuscan specialties
Optional Activities
- Leisurely exploration of San Gimignano's cobbled streets
Landmarks San Gimignano 
- Day 11
Departure
- Meals
- Breakfast
