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Experience Tuscany’s Chianti region with a private tour visiting two acclaimed wineries, enjoying wine tastings, local delicacies, and scenic vineyard views.
This 5-hour private tour in Florence offers a taste of Tuscany’s renowned Chianti wine and breathtaking landscapes. Priced at $685.67 per person, the experience includes visits to two top-rated wineries—one set in an ancient castle with 900-year-old cellars and a cozy, family-run vineyard in the Chianti Classico region. The tour is highly rated, with a perfect 5.0/5 from five reviews, and is designed for those seeking an intimate, guided exploration of Tuscany’s viticulture and scenic beauty.
The tour begins with a convenient hotel pickup, allowing travelers to relax and enjoy the journey through lush countryside, dotted with rows of vineyards, olive groves, cypress, and pine trees. While the experience mostly focuses on wine tastings, it also boasts delicious local treats like cheeses and cold cuts. This tour suits those interested in learning about wine production, enjoying scenic drives, and savoring authentic Tuscan flavors in a private setting.
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The tour starts with a pickup from your hotel in Florence, where a private guide introduces you to the picturesque landscapes of the Chianti countryside. The route is lined with vineyards, olive groves, and distinctive cypress trees, offering a quintessential Tuscan vista. The guide provides commentary on the area’s architecture, natural beauty, and local traditions, making the drive both relaxing and informative.
Travelers appreciate the personalized service and the chance to enjoy the scenic views without the hassle of navigating themselves. The journey’s pacing allows plenty of time to soak in the countryside, making it a perfect introduction to Tuscany’s famed landscape.

One of the highlight stops is at a historical castle that has been producing wine for centuries. The architecture of this castle is impressive, and visitors are captivated by its 900-year-old cellars, which reveal the deep roots of winemaking in the region. During the visit, you’ll have the opportunity to see the historic cellars and learn about traditional wine storage techniques.
The castle hosts a wine tasting session, where a knowledgeable host guides you through a selection of wines. This setting is especially special for those interested in history and architecture, combined with a tasting experience that showcases the region’s best wines.

The second winery on the tour is a charming, family-run vineyard situated in the Chianti Classico region. The intimate setting offers a personalized experience, where the hosts share stories of their winemaking journey and philosophy. Here, the focus is on craftsmanship and tradition, with the opportunity to try local wines directly from the producers.
You can expect to see the vineyards up close, observe winemaking processes, and enjoy a tasting of multiple wines. The setting provides a relaxed atmosphere to appreciate the regional flavors and learn what makes Chianti wines distinctive.

Throughout the tour, wine tastings are complemented by pairings of local cheeses and cold cuts, enhancing the tasting experience. The delicious accompaniments are carefully selected to highlight the flavors of the wines, making each sip more memorable.
The hosts take pride in sharing authentic Tuscan flavors, making this part of the tour especially appealing for food lovers. The pairing process emphasizes the region’s culinary traditions, adding a satisfying dimension to the wine experience.
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A key feature of this private tour is the chance to watch the winemaking process at one or both wineries. The guide explains traditional methods, the importance of aging, and how climate and soil influence the wines. This educational aspect helps deepen appreciation for the region’s wine craftsmanship.
Visitors find this step informative and engaging, especially when combined with tastings. The tour balances visual learning with delicious sampling, making it ideal for anyone curious about how Tuscan wines are made.

This is a private tour, meaning it caters exclusively to your group. Reviewers highlight the knowledgeable and friendly guide, who makes the experience engaging and tailored to your interests. The pick-up service ensures a smooth start, and the short duration keeps the pace lively without feeling rushed.
The group discounts and the chance to cancel for free up to 24 hours in advance** add to the tour’s flexibility and value. It’s a stress-free way to enjoy a curated wine experience without large crowds.

The tour is suitable for most travelers, with confirmation received at booking and service animals allowed. It’s near public transportation options, making it accessible for those staying in Florence. The duration of approximately 5 hours suits those seeking a half-day experience, leaving plenty of time for other activities afterward.
While specific physical requirements aren’t detailed, the experience primarily involves walking through wineries and vineyards, which should be manageable for most guests.
What makes this private Chianti wine tour stand out is the combination of historic and family-run wineries, set in the stunning landscape of Tuscany. The personalized guides and the focus on local food pairings enhance the overall experience. The tour’s perfect ratings reflect its high quality and the engaging, knowledgeable hosts.
Unlike larger group excursions, this private experience offers a more relaxed, intimate atmosphere ideal for wine enthusiasts or those seeking a deeper connection to the region.
This 2 wineries Chianti tasting and vineyards walk offers a compact yet enriching glimpse into Tuscany’s wine culture. The historic castle with 900-year-old cellars and the family-run vineyard provide diverse insights into the region’s winemaking traditions. The scenic drive, combined with wine and food pairings, makes for a memorable experience ideal for those interested in authentic Tuscan flavors.
While the $685.67 price may seem high, the private setting, personalized service, and quality of wineries justify the expense. This tour is best suited for wine lovers, history enthusiasts, and those craving an exclusive taste of Tuscany in a relaxed, scenic environment.
“our driver was great. The winery hosts were knowledgable and the wines very good. Luiano did a good job with lunch.”
What is included in the tour price?
The price covers visits to two wineries, tastings, local food pairings like cheeses and cold cuts, and hotel pickup.
How long does the tour last?
The tour lasts approximately 5 hours, giving plenty of time for visits, tastings, and enjoying the scenery.
Is this experience suitable for everyone?
Yes, most travelers can participate, and service animals are allowed. The tour involves some walking but is generally accessible.
Can I cancel the tour?
Yes, you can cancel free of charge up to 24 hours before the scheduled start.
What makes this tour different from other wine experiences?
Its private nature, visits to a historic castle and a family-run vineyard, plus personalized guide service, set it apart.
Do I get to see the winemaking process?
Yes, the guide explains how wines are made, and you can watch the process at one or both wineries.
Are meals included?
While the tour features local cheeses and cold cuts as part of the tastings, it doesn’t include a full meal but highlights regional flavors.
Is transportation provided?
Yes, pickup from your hotel in Florence is included, making the experience seamless from start to finish.
What should I wear or bring?
Comfortable shoes are recommended for walking in wineries and vineyards; no specific dress code is mentioned.
Who would most enjoy this tour?
It’s ideal for wine enthusiasts, history lovers, and anyone wanting an intimate, scenic experience in Tuscany with expert guides.