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 and expert guide 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 names like Ruffino, Antinori, Castello di Verrazzano, Castiglion del Bosco, and Avignonesi.
🍽 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.
🚘 Luxury 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.

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.

Located near Florence in Bagno a Ripoli, Ruffino has been crafting wines since 1877. Visitors can enjoy guided tours of the vineyards and cellars, culminating in tastings of their Chianti Classico and Brunello di Montalcino.

Situated in Greve in Chianti, this historic castle offers a deep dive into the region’s winemaking traditions. Guests can explore the ancient cellars and savor wines paired with local delicacies.

A fusion of modern architecture and centuries-old winemaking, this winery near Florence provides insights into innovative production techniques and offers tastings of their esteemed wines.

Nestled in Radda in Chianti, this medieval village-turned-winery invites visitors to tour its vineyards and cellars, followed by tastings of their Chianti Classico and Vin Santo.

Located near Montepulciano, Avignonesi is renowned for its Vino Nobile di Montepulciano. The winery offers comprehensive tours that include vineyard walks and tastings of their organic wines.

Situated in Montalcino, this estate is among the founders of the Brunello di Montalcino Consortium. Visitors can explore the vineyards, visit the ancient San Michele Church, and taste their renowned Brunello wines.

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.