Best Tuscan Wineries to Visit by Train this autumn

Ballooning over Tuscan Countryside at dawn

Tuscany’s rolling hills and vineyards are world-famous, but you don’t need a car to enjoy them. With smart planning, you can reach some of the region’s best wineries by train and short taxi or bus rides, making wine-tasting both stress-free and sustainable.

Why Go?

From Chianti to Montepulciano, Tuscany’s wines reflect centuries of tradition. Visiting by train means you can taste without worrying about driving.

History

Wine has been made here since the Etruscans, and Chianti’s regulations were first codified in 1716. Today, Tuscany produces globally loved wines like Chianti Classico, Brunello di Montalcino, and Vino Nobile di Montepulciano.

What to Expect

• Train connections to Tuscan towns with vineyards nearby.

• Easy access to wineries via local buses or short taxi rides.

• Tasting rooms with vineyard views.

5 Wineries to Visit by Train

1. Castello di Verrazzano (Greve in Chianti) – Reachable via train to Florence, then bus to Greve. Tours include medieval cellars and Chianti Classico tastings.

2. Avignonesi (Montepulciano) – Train to Chiusi-Chianciano, then taxi. Famous for Vino Nobile and Vin Santo.

3. Biondi-Santi (Montalcino) – Train to Buonconvento, short taxi ride to Brunello’s birthplace.

4. Antinori nel Chianti Classico (Bargino) – Train to Florence, then bus. Striking modern architecture plus historic wines.

5. Fattoria dei Barbi (Montalcino) – Train to Buonconvento, taxi to the estate, known for Brunello heritage.

Food Culture

Pair tastings with Tuscan staples: pecorino cheese, salumi, olive oil, and ribollita soup.

Where to Eat

• Osteria Acquacheta (Montepulciano) – Known for enormous Florentine steaks.

• Trattoria di Sor Paolo (near Florence) – Hearty Tuscan classics.

• Enoteca La Fortezza (Montalcino) – Wines by the glass inside a medieval fortress.

Where to Stay

• Castello di Spaltenna (Gaiole in Chianti) – Luxury stay in a medieval castle.

• Hotel Il Chiostro di Pienza (Pienza) – Comfortable and central, perfect for exploring wine country.

Off the Beaten Track

Take the scenic train from Siena to Asciano, passing rolling hills and lesser-known vineyards in Crete Senesi.

Special Treat

There is no better way to see the Tuscan vineyards than from the air! Local operators offer breathtaking hot air balloon rides across most of the different wine regions - try Tuscany Ballooning, Balloon in Tuscany and Firenze Mongolfiere, all reliable options for the trip of a lifetime - but be prepared for an early start!

How to Get There by Train

Base yourself in Florence, Siena, or Chiusi-Chianciano. Regional trains and short transfers connect you to the main wine towns.