4 Days Tuscan Wine Tours

4 Days Tuscan Wine Tours through the Best DOCG Regions

Discover the best Tuscan wine with this exclusive 4-day Tuscany wine tour for true wine lovers. Together with our team of expert local guides, you'll visit the four most prestigious DOCG wine regions of Tuscany: Chianti Classico, Vernaccia di San Gimignano, Brunello di Montalcino, and Vino Nobile di Montepulciano.

A journey through breathtaking landscapes, boutique wineries, charming hilltop towns, and authentic Tuscan flavors. Each day is carefully planned to offer private tastings, meetings with winemakers, traditional lunches, and overnight stays in charming 4-star countryside hotels.

Day 1 – Chianti Classico

Begin your wine journey with a visit to the heart of the Chianti Classico region. Your first stop will be at Tenuta Poggio Casciano for a guided cellar tour and wine tasting. Continue to San Polo in Chianti for lunch and a private tasting at a small, family-run winery.
In the afternoon, you'll visit a second winery and enjoy local specialties like extra virgin olive oil, balsamic vinegar, and cured meats.
Check into your 4-star countryside hotel. A dinner reservation awaits you at Trattoria di Fonte Nuova in the evening.

Day 2 – Vernaccia di San Gimignano

Follow one of Tuscany’s most scenic wine roads: the Strada della Vernaccia. After a morning stop at a historic winery in the Chianti hills for wine and olive oil tastings, you'll head toward San Gimignano. Here, a young winemaking couple will welcome you for a homemade lunch paired with their exceptional white wines.
In the afternoon, explore the medieval town of San Gimignano at your leisure (a private guide can be arranged upon request).
Later, continue to Siena for your overnight stay. Enjoy dinner at your hotel or let our team help with reservations.

Day 3 – Brunello di Montalcino

Today is all about Brunello! Explore the Brunello wine road with your guide and visit two carefully selected wineries tucked away in the peaceful countryside of Montalcino.
Enjoy private tours, tastings, and a traditional Tuscan lunch served in a winery setting—an unforgettable day in the heart of the Val d'Orcia.

Day 4 – Nobile di Montepulciano

Your wine adventure ends in Montepulciano, home of the Vino Nobile. You’ll visit two estates with exclusive tours and tastings, a walk through the vineyards and insight into the winemaking process.
Lunch is served at one of the wineries featuring local products and wines.
In the afternoon, stroll through the historic center of Montepulciano, made famous by films like Under the Tuscan Sun and Twilight.

4-Day Tuscany Wine Tour Package

This is our offer for a 5-Day Tuscany Wine Tour Package.
Three days in some of the best wine regions of Tuscany guided by our English-speaking drivers. The package includes transportation, accommodation in a 4-star hotel, lunch, and wine tasting at every winery we will stop at.
For further information, I suggest contacting us through our contact form.