Itinerary
- Day 1
Florence
- Meals
- Breakfast
Optional Activities
- Private transfer to hotel


- Day 2
Florence
- Meals
- Breakfast
Included Activities
- Small group walking tour of Florence highlights
- Skip-the-line entrance to Accademia Gallery to view Michelangelo's David
- Visit Florence Duomo
- Visit Baptistery to view Ghiberti's Gates of Paradise
- Walk through Piazza della Signoria, Palazzo Vecchio, and Ponte Vecchio
Landmarks Accademia Gallery Michelangelo's David Florence Duomo Baptistery of Florence Piazza della Signoria Palazzo Vecchio Ponte Vecchio - Day 3
Siena - San Gimignano
- Meals
- Breakfast, Lunch (Traditional homemade lunch with wine tastings at a family vineyard in Chianti)
Included Activities
- Scenic stop at Florence's panoramic viewpoint
- Guided walking tour of Siena
- Visit Siena's central square and cathedral
- Traditional homemade lunch in Chianti with wine tastings at family vineyard
- Visit medieval town of San Gimignano with time to wander and explore
Optional Activities
- Shopping for souvenirs in San Gimignano
Landmarks Siena Central Square Siena Cathedral San Gimignano Chianti Wine Region 


- Day 4
Florence to Montepulciano
- Meals
- Breakfast, Dinner (Tuscan dinner at the property or in city center)
Included Activities
- Private transfer from Florence to Montepulciano with stops in Arezzo and Cortona
- Explore historic center and Piazza Grande in Arezzo
- Visit Basilica of San Francesco in Arezzo
- Stroll through alleys in Cortona
- Visit Piazza della Repubblica in Cortona
- View Val di Chiana from Cortona
Optional Activities
- Lunch at leisure in Arezzo or Cortona
Landmarks Piazza Grande Basilica of San Francesco Piazza della Repubblica Val di Chiana 

- Day 5
Montepulciano
- Meals
- Breakfast
Included Activities
- Guided tour of Montepulciano starting at Piazza Grande
- Visit local shops in Montepulciano
- Visit traditional restaurant and underground wine cellar
- Taste Pecorino cheese from Pienza, Tuscan salami, and handmade pici pasta
- Taste bruschetta with Tuscan olive oil
- Wine tasting of Vino Nobile di Montepulciano DOCG and Vino Rosso di Montepulciano DOC
Optional Activities
- Hands-on cooking class to learn pici pasta making
Landmarks Piazza Grande, Montepulciano Pienza - Day 6
Val d'Orcia Region
- Meals
- Breakfast
Included Activities
- Private full-day tour of Val d'Orcia region
- Explore Pienza
- Explore San Quirico
- Visit Montalcino
- Wine tasting of Brunello wine in Montalcino
Optional Activities
- Lunch at leisure in Pienza or San Quirico with local Tuscan dishes
Landmarks Pienza San Quirico d'Orcia Montalcino Val d'Orcia - Day 7
Montepulciano
- Meals
- Breakfast
Optional Activities
- Private transfer from Montepulciano to next destination (available upon request)





















