Itinerary
- Day 1
Overnight Flight
- Accommodation
- Hotel (Kolbe Hotel)
- Day 2
Rome
- Meals
- Dinner (Welcome dinner)
- Accommodation
- Hotel (Hotel Antica Dimora Alla Rocca, Trevi)
Included Activities
- Welcome dinner
- Day 3
Rome to Spoleto - Umbria
- Meals
- Breakfast
- Accommodation
- Hotel (Hotel Antica Dimora Alla Rocca, Trevi)
Included Activities
- Guided walking tour of Spoleto with local expert
- Visit Rocca Albornoz castle ruins
- Visit Duomo of Santa Maria Assunta
- Tour of family-owned frantoio (olive presser) with EVOO tasting
Landmarks Rocca Albornoz Duomo of Santa Maria Assunta - Day 4
Assisi - Umbria
- Meals
- Breakfast, Lunch (Lunch at local family's country home)
- Accommodation
- Hotel (Hotel Antica Dimora Alla Rocca, Trevi)
Included Activities
- Walking tour of Assisi with local guide
- Visit Basilica of St. Francis
- Lunch at local family's country home
Optional Activities
- Hot air balloon flight over Umbrian countryside (available pre-sunrise)
Landmarks Basilica of St. Francis 
- Day 5
Umbria
- Meals
- Breakfast, Lunch (Rustic, home-cooked lunch with truffle tasting)
- Accommodation
- Hotel (Hotel Corsignano, Pienza)
Included Activities
- Truffle hunting with local expert and trained dogs
- Rustic, home-cooked lunch with truffle tasting
- Day 6
Umbria to Pienza
- Meals
- Breakfast, Snack (Pecorino cheese tastings at dairy farm)
- Accommodation
- Hotel (Hotel Corsignano, Pienza)
Included Activities
- Pecorino cheese tasting and tour at local dairy farm
Landmarks Pienza - Day 7
Pienza
- Meals
- Breakfast, Lunch, Dinner (Multi-sensory wine tasting paired with music at winery)
- Accommodation
- Hotel (Villa San Lucchese Hotel, Chianti Countryside)
Included Activities
- Visit artisanal pasta factory specializing in pici
- Stop at Bagno Vignoni hamlet with thermal water piazza
- Winery estate and cellar tour in Montalcino
- Wine tasting paired with music
Optional Activities
- Countryside white road exploration during afternoon at leisure
Landmarks Bagno Vignoni Montalcino - Day 8
Pienza to Siena - Chianti Region
- Meals
- Breakfast
- Accommodation
- Hotel (Villa San Lucchese Hotel, Chianti Countryside)
Included Activities
- Guided walking tour of Siena with local history focus
- Visit to Siena's cathedral or town hall (at leisure)
Landmarks Siena Cathedral Palazzo Pubblico - Day 9
Florence - Chianti Region
- Meals
- Breakfast
- Accommodation
- Hotel (Villa San Lucchese Hotel, Chianti Countryside)
Included Activities
- Extensive walking tour of Florence with local expert
- View Ponte Vecchio
- Explore Signoria Square and Palazzo Vecchio
- View Piazza del Duomo
Optional Activities
- Independent exploration of Florence's museums and attractions during personal time
Landmarks Ponte Vecchio Palazzo Vecchio Piazza del Duomo - Day 10
San Gimignano - Chianti Region
- Meals
- Breakfast, Dinner (Farewell dinner of Tuscan specialties)
Included Activities
- Time at leisure in San Gimignano to explore medieval towers and cobbled streets
- Gelato tasting at award-winning ice cream parlor
- Farewell dinner with Tuscan specialties
Landmarks San Gimignano - Day 11
Chianti Region
