Tuscany in Seven Days
Chianti, Brunello, and the roads between
A week-long loop through the heart of Tuscany — from the medieval towers of San Gimignano to the Brunello estates of Montalcino, with long lunches and longer sunsets in between.
Highlights
- Cellar door tastings at Antinori nel Chianti Classico
- Sunrise over the Val d'Orcia from Pienza
- Brunello di Montalcino at Biondi-Santi
- Truffle hunting in the San Miniato hills
- Vernaccia di San Gimignano at the source
Day by Day
Day 1–2
Florence & Chianti Classico
Arrive Florence. Drive south into the Chianti Classico zone — Greve, Panzano, Radda.
Day 3
San Gimignano
The medieval skyline and Vernaccia whites. Lunch at Dulcisima.
Day 4–5
Montalcino & Val d'Orcia
Brunello country. Visit Biondi-Santi and Poggio di Sotto. Stay in Montalcino.
Day 6
Montepulciano
Vino Nobile and the Piazza Grande. Cantina de' Ricci for barrel-aged Nobile.
Day 7
Return to Florence
Morning market in Arezzo, then north through the Arno valley.
Fly into Florence (FLR or Pisa PSA). Car hire essential — roads are narrow and beautiful. Book Montalcino accommodation months ahead in harvest season.