Wine Tours

Sip, taste, and explore the best wineries around!

Indulge in the ultimate Tuscan wine experience with our private wine tours! Explore renowned wineries, stroll through picturesque vineyards, and taste some of the finest Chianti Classico, Brunello di Montalcino, and Super Tuscans—all with a private driver, sommelier and expert guide Michele leading the way.

Discover the Wine Side of Tuscany – Your Way

There’s a reason why Tuscany and wine are said in the same breath. With Viva Charlie’s wine tours, you’ll explore the region’s most iconic vineyards in full comfort and total freedom. Whether you’re a curious wine lover or a certified sommelier, this experience is all about your taste, your pace, your day.

We’ll pick you up wherever you are — Florence, Siena, your villa, or that romantic agriturismo in the hills. Settle into our Mercedes V Class with Wi-Fi, AC, water, and the best of vibes, and let Michele, your local driver-guide, show you the road less poured.

What Makes Our Wine Tours Unique?

🥂 Tailored Itinerary – From Chianti to Val d’Orcia, Montalcino to Montepulciano, you choose where to go and how long to stay.
🍇 Top Wineries – Visit iconic wineries and vineyards with the company of Michele, our driver and sommelier.
🍽 Add-on Experiences – Want a lunch in the vineyard? A walk through the vines? A wine cellar tour? A cooking class? Just say the word.
🚘 Comfy Ride, Local Soul – Our driver Michele knows wine, the roads, and how to time everything with the wineries’ schedules.
👯‍♀️ Perfect for Couples & Groups – Romantic getaways or small parties, we got you covered.

What a Typical Wine Tour Looks Like

Our most popular wine tour itinerary includes:

A morning vineyard visit with a wine tasting
Followed by a second stop at a winery offering a full lunch with wine pairing

Each wine tour is completely customizable, but we usually recommend a departure between 9 and 10 AM, with a return around 5 or 6 PM. This gives you the perfect amount of time to enjoy two wineries in a relaxed and scenic journey.

Wine Tasting Options

🍷 Standard Wine Tasting
Includes 3 to 4 selected wines paired with homemade bites like crostini and seasonal treats from the estate.
Average price: €30–50 per person

🍷 Wine Tasting with Lunch
This experience includes a full Tuscan lunch:

Local bruschetta and crostini
A selection of regional cured meats
Aged pecorino cheese
A dish of homemade pasta, all paired with 4 to 7 different wines
Average price: €60–80 per person

Booking is simple!

📱Text us on WhatsApp through our widget or 📧 drop us an email.
Depending on the wineries, a deposit may be required — we’ll guide you through it. All you have to do is show up ready to sip, smile and be amazed.

Don’t wait. Tuscany’s finest bottles are calling — and Charlie’s already in the van.
Book your private wine tour today and toast to the best day of your trip.