Medieval hilltop villages and green rolling hills covered with vineyards and olive groves, here is the Tuscany loved all over the world! On a visit to Chianti, both your eyes and taste buds are in for a treat, as the region is the epitome of captivating scenery and acclaimed wines. This private tour of Tuscany will engage seasoned connoisseurs and first-time tasters with historic wineries and iconic landscapes.

The Chianti area is one of Italy best destinations especially for countryside lovers and wine enthusiasts. Here it is hard to drive even a few minutes without encountering vineyards tucked between hillsides overflowing not with grape vines. There is no doubt the mighty grape is the beating heart of Chianti but be sure to go exploring beyond the vineyards.

Discover the True Essence of the Chianti Region

For many wine lovers, Chianti Classico is the introduction to Tuscany wine country and with so many wineries to choose from, it can be overwhelming to plan a visit. At Nancy Aiello Tours, we pride ourselves on the personal relationships that we have with winery owners and winemakers. These relationships allow us to take you to selected famous and off-the-beaten-path wineries and vineyards in beautiful locations around the region.

On this private Chianti tour from Florence, a full day excursion, it is all taken care of. You will experience a carefully tailored itinerary built around your tastes and needs combined with our firsthand recommendations. We will help you to discover the true essence of the region assisted by our local driver/guides. You will travel through the hills of Tuscany with an expert who in addition to navigating for you will bring your destination to life with care and passion.

Private Chianti Tuscany Tour Curated to Your Preferences

Make the most of your time with this day trip from Florence. Indulge in epic landscapes dotted with medieval castles and ancient churches. Get a taste of both wineries and vineyards. Learn all about the process and grasp the depth of the area in a private and personalized way. From family-run wineries where the owners themselves may show you around to large estates, there is a taste of Tuscany here just waiting to be discovered!

However, wine as visitors quickly realize is only the beginning. Home to stunning scenery and historic towns the Chianti Classico wine region is both naturalistic and rich in culture. Indeed, we have many interesting stories to tell about it. Gain expert insight into Tuscan wines and hot spots. Learn about the art of wine making, or perhaps simply explore the scenic countryside and its scattered charming villages, carrying on traditions that date back to the Middle Ages. With a wide choice of wineries and extensive things to see, we can customize your tour based on the types of wine that you are interested in and the experience you would like.

Family Friendly Private Tour of Tuscany

Sure Chianti Classico wine region is known for its excellent wines and as a top travel destination for romantic getaways and vinous vacations, but it is a welcoming spot for families too. Chianti is actually one of our most popular family trip requests when planning a wine tour in Italy with kids. If you are seeking a playful and fun approach to tasting and learning about wine, this is the right kid friendly wine tour in Tuscany!

The Tuscan countryside is a family friendly vacation destination in Italy. Luscious landscapes of rolling hills and verdant vineyards combined with gastronomic experiences. Hilltop towns, family-friendly wineries, and castles that conquer the little ones result in itineraries that appeal to all. Treat your family to a lighthearted experience. Our private Chianti Tuscany tour offers plenty opportunities to enthrall, delight, and entertain adults and children.

Private Chianti Tuscany Tour Highlights

Head into the heart of the Tuscan countryside for a day of wine education, tasting and relaxation. Enjoy private, round-trip transportation in the comfort of your comfortable vehicle. Get personalized attention from your own dedicated driver/guide who will handle the driving and introduces at the wineries ensuring that your day is smooth and enjoyable.

The best way to begin your understanding of Italian wine making culture is to experience it firsthand. You will see wine and olive oil still produced today according to age-old traditions. Learn about Italy’s wine production, wine making techniques, and bottle aging. Taste some of the world’s most celebrated wines at some of the best wineries in Tuscany.

Families opting to a Florence wine tasting day trip are looking for a wine country experience that is both accessible to parents and accommodating to kids. When you tour the Chianti wine region with us you can bring the kids along for the ride, the education, and the sights. In addition, among the large historic estates and smaller boutique family-owned wineries available, we can arrange personalized visits to wine producers where kids are welcome and parents can indulge in tastings.

Private Chianti Tuscany Tour Description

The Chianti Classico wine region stretches between Florence and Siena. This area offers extraordinary climate and soils for producing excellent wines. The natural beauty of our local wine country rich in vineyards, olive orchards, and picturesque farmhouses on hills with lines of cypress trees, provides an amazing setting for visiting unique wineries where you can enjoy exceptional tastings.

We will help you to experience this extremely popular Italian destination for wine tasting assisted by our experienced driver/guides team answering all your questions and entertaining you. Your driver/guide will collect you from your hotel in a plush Mercedes car.

Capture the sights, sounds, and delights of one of Italy’s most famous wine making regions. With hundreds wineries spread across the area, there is no chance of going thirsty! You will get to sample some of Tuscany’s most exquisite wines in wonderful scenery.

We would recommend this private Tuscany wine tour from Florence to anyone wanting to get to know and connect to the world of Italian wine in a meaningful way. You will see the living history of one of the largest wine region in Italy where there is still a genuine and enchanted atmosphere. Moreover, you will learn tidbits of local wine making history and culture. Straightaway you will realize the backstory of Chianti. All of a sudden, the delightful wines you taste will take on new meaning.


8 hours Chianti Region Wine Tasting Day Trip from Florence
Tuscany Wine Country Travel Experience Suitable for Families with Kids
Private Guided Chauffeured Tour
Private Licensed Professional Local Driver/Guide
Private Deluxe Vehicle
Hotel Pickup and Drop-Off
Scenic Drive
Guided Vineyard Tour
Guided Wine Tasting

How it Works

Flexible pickup and drop off. Our private Chianti Tuscany tour from Florence can also depart from any Tuscan town. We will pick you up and drop off at your location of choice. Quotes will vary depending on pick-up location.

Firsthand travel advice. We design private Tuscany wine tours for first-time winery visitors, wine novices, or collectors! Listening to your interests, we can suggest the best options for you. During the booking process, you will have our top, personalized recommendations so that you can make the most of your time here.

Highly personalized service. Because this is a private tour, your itinerary can be customized. Tell our Italian-based team when, what you would like to tour, and from where. You will also have the opportunity to tell us how we can personalize the tour to meet your wine preferences and experiential expectations. With that in mind, we will curate the perfect Tuscan escape for you and yours.



Do you combine people to share the tour?

All our tours are private and totally customized to suit your desires, which means that you do not share your tour with anyone else. Our private tours are exclusive to one booking party and we do not combine separate reservations to form groups.

When is the best time of year to visit Chianti?

We usually recommend during spring (April, May, June) and autumn (September, October). These months combine the convenience of peak season with comfortable temperatures.

Which wineries will we visit?

We do not have just one set of wineries that we visit, as there are so many great ones! With so many wonderful wineries in this area, there is no reason to put on a “one size fits all” wine tour. We customize the itinerary based on several factors, some of which include, locations of pick-ups, wine preferences, and available wineries for the day (as appointments are usually necessary and they all have different days of operation and special event scheduling).

Do we stop for lunch on tour?

Yes. The cost of the meal is NOT included in the price of the tour. Nevertheless, your driver/guide will be happy to recommend delicious choices.

Are your private vehicles licensed and insured?

Yes. All of our vehicles are officially licensed and insured.

Are your private vehicles non-smoking? Air conditioned?

Yes. All of our vehicles are non-smoking and air-conditioned.

Are tips included?

Tips are optional. Gratuity is not included and is left to individual discretion.

Private Chianti Tuscany Tour Customized For You!


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