How much do private Chianti winery tours cost?
Generally speaking, tours start from 160 euro per person, but the precise cost of the tour depends on the number of people in your group, and the wineries that you’ll visit. If you’d like to learn more, contact us and we will gladly send a free quote.
Can your Private Chianti tour be customized?
Absolutely! Let us know if you have specific interests or preferences, we're happy to tailor your itinerary to create the perfect Chianti experience for you. A private Chianti tour is by definition a bespoke journey through this iconic region, and we want to make sure that you’ll have a memorable experience.
Why should I book a private Chianti tour with Travel Italy Guru?
When you tour with us, your comfort and enjoyment are our priority. Our friendly guides are passionate about sharing their love for Tuscany and will handle all the logistics, from comfortable private transportation to arranging your winery visits and village explorations.
Private Chianti Tours: Wine, Villages & the Tuscan Landscape
Chianti is the Tuscany many travelers imagine — gently rolling hills, vineyards framed by cypress trees, stone villages perched on ridges, and a countryside shaped by centuries of agriculture.
Our private Chianti tours are designed to help you experience this landscape slowly and thoughtfully, with time to appreciate both the wines and the places that produce them.
With Travel Italy Guru, your Chianti tour is crafted exclusively for your group, allowing for a relaxed pace, meaningful stops, and a deeper connection to the region.
A Private Experience, Designed Around You
A private tour offers the freedom to explore Chianti without rigid schedules or crowded itineraries (unfortunately, typical of group tours).
With a dedicated local guide, the day unfolds naturally, adapting to your interests — whether that means spending more time at a winery, lingering in a village, or simply enjoying the views.
These tours are ideal for couples, families, and small groups of friends who want a more personal and flexible way to experience Tuscany.
Chianti Wineries Rooted in Tradition
Chianti is defined by tradition and continuity. On this tour, you’ll visit a selection of carefully chosen wineries, including both well-established estates and smaller, family-run producers. Tastings focus on understanding Chianti Classico and related wines in their proper context — shaped by soil, climate, and long-standing local practices.
Rather than rushing from place to place, the emphasis is on quality, conversation, and enjoying each visit fully.
Villages, Countryside & Cultural Context
Wine is only one part of the Chianti story. Throughout the day, you’ll also explore the cultural landscape that surrounds it. Depending on your interests, the tour may include:
Walks through historic hilltop villages
Stops at scenic viewpoints overlooking vineyards and olive groves
Time to understand how history, agriculture, and daily life intertwine in this region
Your guide will provide context along the way, helping you see Chianti not just as a wine area, but as a living rural environment.
Beyond Wine: Farms & Local Flavors
For travelers interested in Tuscan food traditions, the tour can also include visits to local farms producing olive oil, cheeses, or other regional specialties. These stops add another layer to the experience, offering insight into the broader agricultural culture that defines Chianti.
Whether you’re deeply interested in wine or simply enjoy beautiful landscapes and authentic places, this tour offers a well-rounded and memorable day.
A Thoughtful Way to Experience Chianti
Our private Chianti tours are ideal if you’re looking for:
A calm, scenic experience without crowds
A mix of wine, villages, and countryside
A deeper understanding of Tuscany’s rural traditions
A flexible itinerary shaped around your preferences
Each tour is planned with care, ensuring a day that feels both enriching and enjoyable. Contact us for a custom quite, we'd love to create a memorable adventure in the Chianti hills for your group.
How Can We Help?
Whether it’s a food & wine tour, a cooking class, a guided museum visit, or a truffle-hunting adventure, we offer the most memorable experiences. From personalized itineraries to expert advice, we’re here to make your trip unforgettable.
Private Cooking Class with A Chef
forRiboon
Experience the Essence of Tuscan Cuisine
Our truffle hunting adventures offer a unique and immersive way to connect with the local landscape and traditions. You'll learn about the different types of truffles found in the region, the techniques involved in the hunt, and the crucial role the dogs play in locating them. The excitement of watching the dogs work their magic, sniffing through the undergrowth to unearth a fragrant truffle, is an experience unlike any other.
Truffle hunting in Chianti and in San Gimignano
forRiboon
A True Highlight for Many Visitors to Tuscany
During your Chianti adventure, you'll have the opportunity to taste the region's celebrated wines, including the iconic Chianti Classico, learning about their production from the vine to the glass. Beyond the exquisite wines, we'll also explore enchanting hilltop villages steeped in history and culture, offering glimpses into authentic Tuscan life.
Indulge in the delectable flavors of the region with opportunities to savor local specialties, perfectly complementing the wines you'll be tasting.
Chianti Wine Tours
forRiboon
Tour the World-Famous Wine Route with a Knowledgeable Guide
