Florence and Chianti Private Wine Tasting Tour from Florence
If you’re dreaming of tasting Tuscany’s famed wines and soaking in the stunning countryside, this private Florence and Chianti tour offers a well-balanced mix of city sights and vineyard bliss. It’s ideal for travelers eager to combine cultural highlights with a relaxing wine experience without the hassle of planning every detail.
What we love most about this tour is the private transportation that takes you comfortably from Florence’s bustling streets to the quiet, rolling hills of Chianti — far from the crowds. Plus, the guided visit to a local winery promises an authentic, behind-the-scenes look at Tuscan wine-making, topped with generous tastings. One consideration is the price point—at around $400 per person, it’s an investment, but one that many find well worth it for the personalized, high-quality experience.
This tour suits travelers who want a seamless, insightful introduction to Tuscany’s wine and landscape, especially those who appreciate a small-group feel and a touch of luxury. It’s perfect for first-time visitors craving a mix of sightseeing and wine indulgence, or couples and small groups celebrating a special occasion.
Key Points

- Private, hassle-free logistics with hotel pickup and drop-off in Florence.
- Expert-guided winery visit offering an authentic look at Tuscan wine production.
- Sample five wines alongside regional delights such as pecorino cheese and Tuscan bread.
- Beautiful scenic drives through Chianti’s rolling hills, away from tourist crowds.
- Comprehensive city tour of Florence from outside its iconic monuments.
- Flexible duration of approximately 3 to 4 hours, fitting easily into your day.
You can also read our reviews of more food & drink experiences in Florence
An In-Depth Look at the Florence and Chianti Experience

When considering this tour, the first thing that sets it apart is the combination of Florence sightseeing with a wine tasting. We all know Florence as the cradle of Renaissance art and architecture, but this tour emphasizes seeing the city from outside — enjoying the views of its famous monuments and squares without the crowds. The private scenic sightseeing means you’ll get a relaxed, personalized overview, led by a friendly driver who offers commentary tailored to your interests. Since the tour includes hotel pickup and drop-off in central Florence, you avoid the hassle of navigating busy streets or finding parking, which can be a real plus in a city like Florence.
Following the city sights, the real highlight begins with a scenic drive into the Chianti hills. Your private driver will take you to a select winery, Casa Emma, a spot that promises a more intimate experience than crowded tours. As the only group there, you’ll enjoy a guided visit to the vineyard and barrel room, gaining insight into traditional wine-making methods — an appreciated detail for wine enthusiasts.
The Winery Experience
The Casa Emma winery provides a laid-back yet informative environment. The tour includes visits to the vineyard, barrel room, and production areas, giving you a behind-the-scenes look at authentic Tuscan winemaking. From the reviews, we understand that the staff is notably kind and welcoming, making visitors feel like friends rather than just travelers. Olivia_I commented, “Everyone working there was so kind and welcoming,” highlighting the friendly atmosphere.
After the tour, you’ll indulge in a wine tasting of five varieties, which generally includes a mix of reds and possibly whites or rosés typical of the region. The tasting isn’t just about wine — it’s paired with pecorino cheese, Tuscan bread, and olive oils, including truffle-flavored olive oil and balsamic vinegar. These regional specialties elevate the experience, offering a true taste of Tuscany’s culinary pride.
The Value of the Tastings
The tasting experience is thoughtfully curated to showcase local flavors alongside wine, allowing you to appreciate the region’s food and drink traditions. Olivia shared, “lots of wine was enjoyed,” indicating that the experience is generous without feeling rushed. The inclusion of extra-virgin olive oil, truffle oil, and balsamic vinegar reflects Tuscany’s reputation as a producer of some of Italy’s finest condiments, making this part of the tour both educational and delicious.
Duration and Comfort
The entire experience lasts roughly 3 to 4 hours, making it an ideal half-day outing. The pace is relaxed, with ample time to enjoy each stop without feeling hurried. The private transportation ensures comfort and flexibility, especially beneficial for travelers with mobility concerns or those who prefer a more intimate experience.
You can also read our reviews of more private tours in Florence
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- Florence Private Food Walking Tour With Locals: 6 or 10 Tastings
- Semi-Private Uffizi Gallery Guided Tour
- Florence: Private Architecture Tour With a Local Expert
- Florence to Central Milan 1-Way Private Transfer
- Florence to Rome Ciampino Airport Private Transfer
What Makes This Tour Stand Out?
One of the most praised aspects, according to the single review, is the knowledgeable and friendly guides and staff. Olivia highlighted that her driver was “kind” and the staff at Casa Emma was “fantastic.” It’s clear that the human element — the personal touch of a private driver and welcoming winery staff — elevates this experience beyond just a standard tour.
Another highlight is the stunning views of the Tuscan countryside. The scenic drive through Chianti’s rolling hills offers plenty of photo opportunities and a sense of genuine escape from urban life. It’s clear that many find this landscape as captivating as the wine and food.
Logistics and Cost-Value
While the price of $403.29 per person might seem steep, it includes several valuable elements: private transportation, a guided vineyard tour, five wine tastings, regional food, and olive oils. For travelers seeking a personalized, all-in-one experience that combines sightseeing, education, and indulgence, this tour offers solid value.
The flexibility of free cancellation up to 24 hours before the tour adds a layer of reassurance, especially for travelers with unpredictable schedules or those cautious about travel plans.
Who Should Consider This Tour?

This experience is best suited for travelers who want a luxurious, seamless way to explore Tuscany’s wine culture without the hassle of self-driving or organizing multiple visits. It works well for couples, small groups, or solo travelers craving a personalized touch. If you’re eager to combine sightseeing with tasting authentic wines and regional foods, this tour provides a comprehensive and relaxed introduction.
However, if you’re on a tight budget or prefer independent exploring, you might find this experience a bit pricier. Also, since lunch isn’t included, those looking for a full-day culinary experience might want to plan for a meal afterward.
The Sum Up
This Florence and Chianti private tour offers a well-rounded experience that balances city views, scenic countryside, and authentic wine tasting. The private driver and guide ensure a personalized touch, making it feel more like visiting friends than joining a large group. The visit to Casa Emma promises genuine insight into Tuscan wine-making, complemented by generous tastings of local wines and regional specialties.
For travelers who want to enjoy Tuscany’s charm with minimal planning hassle, this tour delivers high-quality moments — from the stunning vistas of Chianti to the flavors of local cheeses and oils. It’s particularly well-suited for those who value comfort, expert guidance, and a taste of the region’s culinary traditions.
If you’re looking to make your Florence trip memorable with a blend of culture, scenery, and flavor, this tour ticks those boxes beautifully.
FAQ
What is included in this tour?
It includes private transportation, a guided visit to a vineyard, five wine tastings, olive oils, balsamic vinegar, pecorino cheese, and Tuscan bread, plus a scenic sightseeing tour of Florence from outside the monuments.
How long does the tour last?
The entire experience takes approximately 3 to 4 hours, making it suitable for a half-day activity.
Is transportation comfortable?
Yes, the tour provides private transportation, ensuring a relaxed and private ride between Florence and Chianti.
Can I cancel this tour?
Yes, you can cancel for free up to 24 hours before the scheduled start for a full refund.
Is lunch included?
No, lunch is not part of the tour. You might want to plan a meal afterward.
What do travelers say about this tour?
Reviewers praise the friendly guides and staff, stunning views, and excellent wine selection. Olivia highlighted the kindness of the driver and staff, indicating a warm, welcoming experience.
Who is this tour ideal for?
It’s perfect for those seeking an easy, personalized way to enjoy Tuscany’s wine and scenery, especially couples or small groups wanting a relaxed, high-quality experience.
By choosing this tour, you’re set to enjoy the best of Florence and Chianti in a way that emphasizes comfort, authenticity, and genuine Tuscan flavors.
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