The best wine tours in Tuscany take you into the heart of Italy’s most iconic wine regions — Chianti, Montalcino, Montepulciano, and San Gimignano. From private cellar tastings and vineyard walks to authentic Tuscan lunches, these tours offer a perfect mix of culture, flavour, and scenic beauty. Whether you’re looking for a small-group experience or a luxury private tour, there’s a perfect itinerary waiting for you.

1. Chianti Wine Tours

Chianti is Tuscany’s most famous wine region, just a short drive from Florence. Known for its rolling hills, medieval villages, and bold reds, Chianti offers a range of wine experiences that combine tradition and charm.

Top tours include:

• Chianti Wine Tasting with Lunch – A classic option featuring visits to two wineries, guided cellar tours, and a meal paired with Chianti Classico.
• Small Group Wine & Olive Oil Tour – Explore organic farms, taste estate-produced wines and olive oil, and stop in Greve in Chianti.
• Chianti by Vespa – A fun and scenic way to explore the countryside, with stops for wine tastings and a leisurely meal.

Chianti is ideal if you want a convenient and varied introduction to Tuscan wine.

2. Brunello di Montalcino Wine Tours

Located in southern Tuscany, Montalcino is the home of Brunello, one of Italy’s most prestigious red wines. This region offers a more intimate and refined wine experience.

Popular options include:

• Private Brunello Tour from Florence – Features exclusive visits to boutique wineries, with barrel tastings and a gourmet lunch included.
• Small-Group Brunello Experience – Perfect for enthusiasts who want to dive deeper into winemaking and ageing techniques with a local guide.

If you prefer bold, structured wines and less crowded landscapes, Montalcino is your go-to destination.

3. Montepulciano Wine Tours

Less commercial than Chianti but just as captivating, Montepulciano is best known for Vino Nobile di Montepulciano, an elegant red wine with deep roots in Tuscan history.

You can enjoy:

• Vino Nobile Estate Tour – Visit historic cellars, meet the winemakers, and sample aged wines.
• Pienza & Montepulciano Combo – A full-day experience that combines cultural exploration with winery visits and a local lunch.

This region offers a quiet charm and authentic feel that’s perfect for slow travel and deeper wine appreciation.

4. San Gimignano Wine Tours

San Gimignano, with its medieval towers and panoramic views, is also famous for Vernaccia di San Gimignano, a crisp white wine with DOCG status.

Recommended experiences:

• White Wine & Castle Tour – Taste organic white wines at a scenic estate, then enjoy lunch at a traditional winery restaurant.
• San Gimignano Town & Tasting – Explore the town’s heritage, followed by tastings at a nearby vineyard.

If you’re interested in white wine and picturesque towns, San Gimignano delivers both.

5. Multi-Region Wine Tours

For travellers who want variety, multi-region tours combine the highlights of multiple wine areas into one itinerary.

Options include:

• Chianti & Brunello Full-Day Tour – Contrast the structured wines of Montalcino with the fruit-forward notes of Chianti Classico.
• Chianti & San Gimignano Tour – A day of red and white wines, scenic drives, and cultural exploration.

These tours are ideal if you’re short on time but want a rich overview of Tuscany’s wine scene.

6. Wine & Olive Oil Pairing Tours

Tuscany is equally renowned for its olive oil, and many tours combine both tasting experiences for a more complete culinary adventure.

These tours typically include:

• Visits to olive groves and oil mills
• Tasting sessions of fresh, estate-produced extra virgin olive oil
• Wine tastings at nearby vineyards
• Optional add-ons like cheese pairings or truffle hunting

This is a great option for food lovers looking to explore Tuscany’s agricultural roots beyond the glass.

7. Luxury Private Wine Tours with Chauffeur

For the ultimate experience, luxury wine tours offer comfort, exclusivity, and full personalisation.

What to expect:

• Private driver and luxury vehicle
• Flexible itineraries tailored to your wine preferences
• Exclusive tastings at prestigious or off-the-beaten-path wineries
• Optional extras like helicopter transfers or overnight stays at wine resorts

Our chauffeur services are designed for travellers who want to explore Tuscany without compromise.

How to Choose the Best Wine Tour in Tuscany

There’s no one-size-fits-all. The best tour depends on your preferences, schedule, and travel style.

• Group size – Small groups offer more intimacy, while private tours offer total flexibility.
• Focus – Choose your wine: Chianti for fruit-forward reds, Montalcino for bold aged wines, Montepulciano for elegance, or San Gimignano for refreshing whites.
• Duration – Tours range from half-day samplers to full-day or multi-day trips.
• Transport – Many tours require driving; ours include private chauffeurs.
• Food – Most tours include meals, but not all. Check for lunch or tasting menus in advance.

Book Your Wine Tour in Tuscany

At Mundo Limousine, we specialise in chauffeur-driven wine tours across Tuscany, including Chianti, Montalcino, Montepulciano, and San Gimignano. Whether you’re planning a romantic getaway, a group experience, or a luxury holiday, we’ll design a wine itinerary just for you.

Contact us now to create your personalised wine tour, or explore all our services for more Tuscan experiences.