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Enjoy a private half-day Chianti wine tasting from Florence featuring visits to historic wineries, a Tuscan lunch with stunning views, and round-trip transport.

For those seeking an authentic taste of Tuscany’s renowned wine region without the hassle of self-driving, the Private Chianti Wine Tasting from Florence offers a well-rounded experience. Priced at $645.34 per person, this tour lasts approximately 6 hours and includes visits to two distinguished vineyards, a delicious Tuscan lunch, and round-trip transportation from your Florence hotel. With a 5.0/5 rating based on 8 reviews, it’s clear that this experience resonates well with guests who appreciate intimate, expertly guided tastings in scenic settings.
The tour’s highlights include visits to Castello di Verrazzano, a historic estate with roots dating back over a thousand years, and a boutique winery overlooking San Gimignano. The combination of wine tastings, balsamic vinegar, olive oil, and a breathtaking countryside lunch makes this half-day journey an excellent choice for lovers of wine, history, and stunning landscapes. The tour’s popularity—booked on average 56 days in advance—indicates it’s a well-loved option for visitors wanting a curated taste of Tuscany’s famous Chianti hills.

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The tour begins at 9:00 am with a private chauffeur picking up your group either directly from your Florence accommodation or a nearby convenient location. The private vehicle ensures smooth, hassle-free transportation, giving you more time to relax and take in the scenery during the approximately 6-hour experience. This setup suits visitors who want a personalized, intimate outing without the concerns of navigating Italy’s country roads.

The first stop is Castello di Verrazzano, a vineyard with a history that extends back over 1000 years. Once inhabited by Etruscans and Romans, this estate is linked to the family of Giovanni Verrazzano, the explorer of New York waters. The estate has 52 hectares of vineyards, an ancient castle, and a cellar, offering a blend of history and top-quality wine production.
Upon arrival, participants enjoy a 1.5-hour classic tour of the estate, which includes a visit to the vineyard and cellar. The guide explains the winemaking process, the estate’s historical significance, and the qualities that make Chianti Classico wines from this region highly regarded worldwide. The visit provides a rundown, perfect for wine enthusiasts eager to understand the craftsmanship behind each bottle.

After exploring Castello di Verrazzano, the tour continues to a boutique winery situated on a hilltop with panoramic views of San Gimignano, a well-preserved medieval town. This Agriturismo was once a convent and is now an elegant farm surrounded by vineyards and olive groves, creating a quintessential Tuscan setting.
Here, the focus is on tasting a selection of local wines, paired with a light Tuscan lunch served outdoors on the estate’s porch. The views of San Gimignano add a special touch, making the meal not just about flavor but also about the visual delight of the landscape. While the lunch is described as light, it features classic Tuscan specialties, complementing the estate’s wines and creating a memorable meal against the backdrop of Tuscany’s rolling hills.

Guests enjoy sampling both red and white Chianti wines during the visits, providing a diverse taste of the region’s best offerings. The experience also includes balsamic vinegar and olive oil tastings, highlighting other culinary staples of Tuscany. The inclusion of non-alcoholic drinks makes the experience suitable for all ages, and children are welcome to enjoy the tasting experience without alcohol.
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One of the standout features of this tour is the breathtaking scenery along the route. The vineyards and olive groves create a quintessential Tuscan landscape, while the lunch overlooking San Gimignano offers a perfect photo opportunity. The views are described as very unique, adding a special layer to the overall experience.

The guides lead visitors through the vineyards and estates, sharing insights about wine production, regional history, and the significance of the Chianti region. The driver Irene receives praise for her great knowledge of Tuscany, enhancing the tour with her personable approach. This focus on expertise and storytelling ensures that participants leave with not just a tasting but a deeper appreciation of Tuscany’s wine heritage.

This tour is private, meaning only your group participates, which offers a more personalized experience. The tour is booked on average 56 days in advance, indicating high demand, and can be canceled free of charge if done at least 24 hours in advance. The mobile ticket option adds convenience, and the group discounts make it more accessible for multiple travelers.
Compared to larger group tours, this private experience offers intimacy, flexibility, and personalized attention. The combination of historical vineyards, stunning views, and a delicious Tuscan lunch makes it a well-rounded half-day that appeals to those who want to combine wine tasting with scenic relaxation. The high rating and positive reviews emphasize the knowledgeable guides and beautiful estates as key strengths.
This experience is ideal for wine lovers, history enthusiasts, and travelers who appreciate scenic beauty and a personalized touch. It suits those looking for a relaxed, guided outing without the complexity of self-driving. Families with children or groups seeking an elegant yet approachable introduction to Chianti also find this tour appealing.
The Private Chianti Wine Tasting from Florence delivers a premium, well-organized, and scenic half-day journey into Tuscany’s famous wine landscape. The visits to historic estates, tastings of top-quality wines, and a delicious countryside lunch create a comprehensive experience that captures the essence of Chianti. The private transport ensures comfort and convenience, making it a smart choice for those who want a seamless and intimate exploration of Tuscany’s wine heritage.
While the price might seem high, the personalized service, expert guides, and beautiful settings justify the investment for a memorable half-day outing. This tour excels at providing a balance between education, tasting, and scenery, perfect for travelers seeking quality over quantity.
“Irene was a fantastic driver with great depth of Tuscany!”
What is included in the tour price?
The price includes visits to two wineries, wine tastings (red and white Chianti wines), balsamic vinegar, olive oil, a Tuscan lunch, and round-trip transportation from Florence.
Can children participate in this tour?
Yes, children can enjoy the experience with non-alcoholic drinks included, making it suitable for family groups.
Is this a private tour?
Yes, this experience is private for your group only, offering a more personalized outing.
What is the duration of each winery visit?
The visit to Castello di Verrazzano lasts approximately 1.5 hours, while the boutique winery stop lasts about 3 hours, including lunch.
What makes this tour different from other Chianti wine tours?
Its private format, visits to historic and boutique wineries, and the stunning views of San Gimignano set it apart.
Is transportation included?
Yes, round-trip private transportation from Florence is included, ensuring a comfortable journey.
What time does the tour start?
The tour departs at 9:00 am, allowing for a relaxed half-day experience.
How far in advance should I book?
Most bookings are made about 56 days in advance, but earlier reservations are recommended due to high demand.
Can I cancel this tour?
Yes, cancellations are free of charge if made at least 24 hours before the start time.
Are dietary restrictions accommodated?
The lunch is described as light Tuscan specialties; specific dietary needs should be clarified at booking, but non-alcoholic drinks are available.
This Private Chianti Wine Tasting offers a balanced, intimate glimpse into Tuscany’s legendary wine world, combined with breathtaking scenery and expert guidance—an experience well worth considering for anyone eager to explore Chianti’s historic vineyards and scenic beauty.