Truffle & Brunello Weekend from Florence: San Miniato & Montalcino by Train

Pair Tuscany’s white truffles with Brunello di Montalcino wines in one autumn weekend—train to Siena, bus to the hills, no car required.

San Miniato’s oak forests yield Italy’s finest white truffles, honored in November fairs. Montalcino’s Brunello gained DOCG status in 1980, cementing its place as Tuscany’s red wine king.

What to Expect

• San Miniato White Truffle Fair: weekends in Nov.

• Brunello tastings available year-round, with harvest buzz in Sept–Oct.

Day 1 – San Miniato

• Train Florence/Pisa → San Miniato–Fucecchio, then bus/taxi up.

• Eat: Pepenero, L’Upupa, Piccola Osteria del Tartufo.

• Stay: Villa Sonnino, Hotel Miravalle, Hotel San Miniato.

Day 2 – Montalcino

• Train Florence → Siena → bus to Montalcino.

• Do: Visit the fortress, stroll medieval lanes, book winery tours.

• Eat: Drogheria Franci, Taverna del Grappolo Blu , Osteria di Porta al Cassero.

• Stay: Castello di Velona, Il Giglio, Locanda Franci.

Hidden Gems

• Guided truffle hunts in San Miniato.

• Vineyard walks in Val d’Orcia near Montalcino.

Travel Tips

• Reserve tastings and hotels early—space is limited in autumn.

• Pack light; both towns are hilly and cobbled.

San Miniato