Spend a full day exploring the Val d’Orcia, its hill towns, local food, wines, and beautiful countryside. Begin with free time in Montepulciano before visiting a cheese farm near Pienza for a guided tour, pecorino tasting, and farm-to-table lunch.

Continue to Pienza for free-time to explore before heading toward Montalcino for a winery visit and tasting of Brunello wines, one of Tuscany’s most sought-after wines. The drive from Florence is approximately 1 hour and 45 minutes, with rolling hills, vineyards, and cypress-lined roads along the way.