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Explore the Chianti Hills from Florence with this well-rated wine tour featuring visits to two wineries, tastings of six wines, and local Tuscan delicacies.
If you’re dreaming of winding through rolling hills dotted with vineyards, tasting world-famous wines, and soaking in the classic Tuscan scenery, this Chianti wine tour from Florence might just be your perfect day out. Promising around six different wines, visits to local wineries, and delicious Tuscan snacks, it offers a balanced glimpse into Italy’s most celebrated wine region—all in a manageable six-hour window.
One of the things we particularly love about this experience is how it combines comfort with authenticity. Traveling in a spacious Wi-Fi-equipped bus makes the journey smooth and relaxing, while the visits to two different wineries offer a genuine look at Chianti’s wine-making process, with insider stories that add depth to the tasting.
A possible consideration is the overall pace; reviews mention that some parts of the tour can feel a bit rushed, especially if you’re someone who likes to linger at each stop. Still, if your main goal is to taste quality wines, enjoy scenic views, and learn a little about local Tuscan traditions, this tour hits the right notes—especially suited for food and wine lovers eager to explore without the hassle of planning transport or logistics.
Whether you’re a first-time visitor to Florence or a seasoned traveler wanting a taste of Chianti’s iconic vineyards, this tour offers a nice blend of education, scenery, and delicious sips.


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Your day begins at the Sightseeing Experience Visitor Center inside Florence’s Santa Maria Novella train station. The early afternoon departure is convenient for those already exploring Florence, and the tour is designed to be manageable within a six-hour window. Be punctual—the tour emphasizes punctuality, and delays might mean missing out on part of the experience.
The first tasting takes place at a location on the famous Chiantigiana road, where you’ll sample wines produced locally. Accompanying your tastings are generous slices of salami, cheeses, and a drizzle of olive oil, giving you a real taste of Tuscany’s culinary staples. Reviewers like Carol_T describe this as “breathtaking,” and many appreciate the opportunity to purchase wines and regional products directly from the producers.
As you head to the second winery, you’ll enjoy the rolling vistas of the Chianti hills, which many say are just as impressive as the wines. The second tasting again features local wines with accompanying snacks, but the highlight here is the deeper insight into wine production, with guides sharing stories about the land and techniques that give Chianti its distinctive character.
The tour wraps up back in Florence in the evening, giving you ample time to reflect on the day, maybe snap some photos of sunset over the hills, and shop for souvenirs. Several reviews mention the good balance of time—enough to enjoy each stop without feeling rushed, even if some guests felt the overall pace was quicker than they’d liked.
Traveling aboard a Gran Turismo coach, you’ll find the journey comfortable and hassle-free. The bus includes Wi-Fi, which means you can share your photos or check emails during the drive—handy for those eager to document every moment or stay connected. The group size is capped at 50, providing a lively but not overwhelming atmosphere.
The visits to two local wineries are highlights. The first tasting, held on the Chianti roadside, offers a relaxed environment with an emphasis on regional wines and regional food pairings. The second visit, to a dedicated winery, dives a bit deeper into wine production, with guided tours of the cellars and tastings of Chianti classes that showcase the region’s diversity.
Food plays a crucial role in the tour. You’ll enjoy Tuscan charcuterie, cheeses, and olive oil bruschetta, which are paired thoughtfully with each wine. Reviewers like Stacey_K and Jillian_S mention the quality of the food and how it enhances the overall tasting experience.
With breathtaking landscapes as a backdrop, you’ll have multiple chances for photos—especially during the drive between stops. However, some guests note that during the evening, lighting for photos can be limited, so plan your shots accordingly. The scenery alone justifies the journey, with rolling hills and vineyards stretching as far as the eye can see.
Guide Federico Luigi is frequently praised for his knowledgeability and approachable manner. According to reviews, he answers questions thoroughly and makes the experience more engaging. Guests also appreciate the stories shared about the local land, wine-making process, and Tuscan traditions.

At just under $60 per person, this tour offers a lot: two winery visits, tastings of six wines, regional snacks, and transportation—all coordinated and guided by experts. Many reviews highlight the good value, especially given the quality of wines and the scenic drive. For those wanting a straightforward, enjoyable introduction to Chianti without the hassle of organizing transport or tastings themselves, this tour packs in a lot of delight for a reasonable price.
Some guests felt the pace too rushed, particularly if they enjoy lingering at each stop. The tour’s large group size (up to 50) may also diminish the intimate feeling some travelers seek. Plus, the tour does not include pickup service, so you’ll need to arrive at the designated meeting point on time. Weather can influence the experience as well, with some reviews noting that lighting conditions in the evening might affect photo opportunities.

This experience is ideal for wine enthusiasts eager to sample multiple Chianti wines and learn about local production. It’s also perfect for first-timers wanting a curated, stress-free day out of Florence with scenic views and regional food. If you’re comfortable with group tours and enjoy guided experiences, you’ll find this a well-organized and educational trip.
However, if you prefer a more leisurely pace or private tastings, you might consider a smaller or private tour. Families with young children, despite some reviews mentioning kids on the tour, should be aware that the experience might feel rushed or less suitable if you’re seeking a quiet, relaxed day.

Is transportation included?
Yes, you travel aboard a spacious, Wi-Fi-enabled Gran Turismo bus, which takes you comfortably through the Chianti hills.
Where does the tour start and end?
It begins at the Sightseeing Experience Visitor Center inside Florence’s train station and concludes there as well.
Can I buy wines and products during the stops?
Absolutely. Both wineries and tasting stops offer the chance to purchase wines, olive oils, and regional specialties directly from producers.
Is this tour suitable for children?
Yes, children under 4 can participate for free if you select the appropriate free rate, but keep in mind the tour’s pace and environment—some found it a bit rushed for young kids.
How long is the tour?
It lasts approximately six hours, with about 1 hour 15 minutes at each tasting stop, plus travel time.
What should I wear?
Comfortable clothing and shoes for walking and outdoor enjoyment are recommended, especially if you want to explore the vineyards or take photos.
Are the wine tastings suitable for non-drinkers?
Most tastings focus on wine, but the accompanying regional snacks and the chance to learn about wine making add value, even for those who choose not to drink.
What if the weather is bad?
The tour is weather-dependent. If canceled due to poor weather, you’ll be offered an alternative date or a full refund.

This Wineries Tour and Wine Tastings in Chianti Hills from Florence offers a delightful combination of scenic drives, authentic wine experiences, and regional delicacies—all at a reasonable price. The knowledgeable guides, beautiful landscapes, and the chance to taste a variety of Chianti wines make it a great choice for those wanting to dip into Tuscany’s famed wine culture without the hassle of self-organizing.
If you love picturesque views, learning about local wine production, and enjoying good company over regional food and drink, this tour will serve up plenty of memorable moments. Keep in mind that some guests found the schedule a little brisk, so if you prefer a more relaxed pace, you might want to ask about smaller group options or private tours.
Overall, it’s an accessible, enjoyable, and authentic showcase of the Chianti countryside that will leave you with a satisfied palate and beautiful memories.