Itinerary
- Day 1
Castello di Gargonza
- Meals
- Dinner (Welcome reception and intimate dinner at 2 Stone Room in the garden)
Included Activities
- Introduction to Castello di Gargonza village guided by Signature Guide
- Visit to 14th-century tower
Landmarks Castello di Gargonza 
- Day 2
Arezzo
- Meals
- Breakfast, Lunch (Seasonal menu at Osteria Cuprena featuring produce from their garden), Dinner (Traditional Tuscan hospitality and produce at Osteria dei Mercanti)
Included Activities
- Private guided tasting of extra virgin olive oils at Buccia Nera family estate
- Stroll through Arezzo including Pieve, Piazza Grande, and Il Prato lawns
Landmarks Buccia Nera Pieve di Arezzo Piazza Grande - Day 3
Florence
- Meals
- Breakfast, Lunch (Lunch at B-Roof with city views), Dinner (Aperitivo-style shared dinner at La Ménagère in a library-like botanical setting)
Included Activities
- Expert-guided access to Florence Cathedral roof terraces
- Private visit to restoration lab for historic tapestries and textiles conservation
Optional Activities
- Explore Renaissance streets including cathedrals, civic palaces, and artist workshops
Landmarks Florence Cathedral - Day 4
Tuscan Countryside - Signature Day
- Meals
- Breakfast
Included Activities
- Breakfast at Castello di Gargonza
Optional Activities
- E-bike cycling through quiet country lanes with stop for bruschetta, honey, and cheeses, returning for local produce lunch
- Chianti winery tasting visit exploring the region's winemaking heritage
- Private introduction to jewellery heritage with DelBrenna family in 14th-century Cortona palace
- Hands-on cooking class at Gargonza to master fresh pasta with castle chef, followed by lunch
- Day 5
Volterra
- Meals
- Breakfast, Lunch (Home-cooked truffle-based lunch), Dinner (Relaxed dinner of regional cuisine)
Included Activities
- Truffle hunting with family experts and skilled dog
- Home-cooked truffle-based lunch with truffle-hunting family
- Guided tour of Volterra including Roman theatre, fortified walls, medieval piazzas
- Alabaster craft demonstration
Landmarks Volterra - Day 6
Pienza - Montepulciano
- Meals
- Breakfast, Lunch (Seasonal lunch at Podere Il Casale), Dinner (Light dinner in cantina with curated tasting of local wines)
Included Activities
- Guided walk through Podere Il Casale farm revealing daily operations and pecorino cheese and wine production
- Stroll through Pienza including piazzas and views over Val d'Orcia
- Walk through Montepulciano historic centre
- Wine tasting paired with light dinner in cantina
Landmarks Pienza Montepulciano 
- Day 7
Siena
- Meals
- Breakfast, Lunch (Private four-course lunch in medieval Torre di Roccabruna with city and surrounding hills views), Dinner (Farewell dinner in medieval wine cellar and garden terrace featuring seasonal three-course menu by Chef Davide Canella with local and seasonal Tuscan flavours and wine pairings)
Included Activities
- Expert-led walk through Siena revealing character from Piazza del Campo to cathedral
- Private four-course lunch in medieval Torre di Roccabruna with city views
Landmarks Piazza del Campo Siena Cathedral Torre di Roccabruna - Day 8
Florence
- Meals
- Breakfast
Optional Activities
- Leisurely stroll through Castello di Gargonza estate
