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Discover Tuscany’s Chianti region with this 5-hour tour from Florence, including visits to two organic wineries, wine tastings, and scenic vineyard strolls.
Travel to the heart of Tuscany on a 5-hour Chianti tour from Florence that offers two authentic organic winery visits, tastings of premium Chianti wines, and local food pairings. This tour is perfect for those who want to experience Tuscany’s landscape and wine culture in a manageable timeframe, with a focus on small family-run wineries in the Chianti Classico area.
The tour departs from Florence, with options starting at Piazzale Montelungo or Stazione Montelungo, and travels through scenic Tuscan countryside along the Via Chiantigiana. Expect guided cellar tours, vineyard walks, olive groves, and stunning hilltop views. While the tour involves walking on hills and inclines—making it unsuitable for wheelchair users—it offers insightful storytelling, delicious tastings, and beautiful scenery that make it a valued experience.


This Chianti tour begins from either Piazzale Montelungo or Stazione Montelungo, depending on the booking option. The bus or coach ride to Tuscany lasts around 1 hour, easing travelers into the countryside and setting a relaxed pace for the day. The transportation is described as comfortable, with air-conditioning common among reviews, making the journey pleasant even in warmer weather.
The route takes you along scenic roads, where knowledgeable guides point out local landmarks and notable sights in Florence and the surrounding area. The group size tends to be small and intimate, allowing for more personalized attention from guides like Maria Louisa and Keko, who are praised for their informative and engaging commentary.
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The core of this tour is the visit to two family-run wineries, both known for their authentic approach and outstanding wine quality. The first winery typically offers a guided cellar tour with insights into traditional winemaking techniques. Guests can explore vineyards, cellars, and aromatic gardens, gaining understanding of organic farming practices.
The second winery is celebrated for its passion, authenticity, and scenic setting. Visitors walk among vines, explore the cellar, and enjoy a tasting of four wines carefully matched with local Tuscan flavors. The wineries’ hosts are noted for being friendly, knowledgeable, and generous with samples. The olive oil and balsamic vinegar tastings enhance the experience, with many appreciating the delicious, plentiful food served alongside the wine.

The pairings at both wineries involve premium Chianti wines paired with local snacks. The first winery’s tasting includes delicious local products—though some reviews mention the food portions can be skimpy. The second winery is praised for offering generous tastings and delicious, plentiful food that continues to arrive as you sample their olive oils and balsamic vinegar.
Guests value the variety of wines, with some reviews mentioning extra tastings and additional bottles. The wines themselves are described as delicious, making this tour a great opportunity to enjoy Tuscany’s renowned wine in a relaxed setting.

A significant part of this experience involves walking among vineyards and olive groves, with scenic views of Tuscan rolling hills that are often described as postcard-perfect. The scenery is highlighted as a major feature, with cypress-lined roads, medieval villages, and historic estates providing a picturesque backdrop.
While walking on hilltop paths can involve uphill and downhill sections, the physical activity is generally considered manageable for most, though not suitable for those with wheelchair or impaired mobility. The viewpoints and vineyard landscapes are frequently praised in reviews, offering excellent photo opportunities.
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Guides like Maria Louisa and Keko receive high praise for their knowledge, friendly demeanor, and ability to explain winery processes clearly. They often share interesting anecdotes about the region’s history and wine traditions.
The small group setting fosters a relaxed, friendly atmosphere, allowing for questions and more personal interactions. Many reviews mention the guide’s humor and engagement as key parts of the overall experience, contributing to a warm and welcoming environment.
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This half-day experience is designed to be not too long, with around 65 minutes initially for tasting and sightseeing, followed by a guided tour and more tastings for about 1.5 hours. The return bus ride takes about 80 minutes, giving ample time for relaxation and enjoying the scenery on the way back to Florence.
Reviewers appreciate the well-balanced pacing, noting that the length of the tour is just right—long enough to enjoy the wine and landscapes, but not so extended that it becomes tiring.

Participants should bring comfortable shoes for walking on hilly terrain. Original ID is required for the tour, especially for wine tastings. The tour involves uphill and downhill walking routes, making it unsuitable for wheelchair users or those with impaired mobility.
While the transportation is described as comfortable, no specific mention of accessibility features is made, and the guides advise notifying in advance if there are special needs.

While specific prices are not listed, the tour offers the option to reserve now and pay later, providing flexibility for travelers. Cancellations are free up to 24 hours in advance, making it easy to adjust plans if needed. The value is often praised in reviews, especially considering the wine tastings, guided tours, and scenic experience included.

This experience is offered by CAF Tour & Travel and is frequently compared to other Chianti wine tours available from Florence. The main advantages include small group size, authentic family wineries, and the combination of wine, food, and scenery. Many similar experiences are available, but this tour’s balanced itinerary and personalized approach stand out.
This tour delivers a compact but immersive experience of Chianti’s landscape and wine culture. The small wineries visited are praised for their authenticity and passion, while the guided tastings offer insight into traditional winemaking. The scenery along the Via Chiantigiana is a highlight, providing spectacular views of vineyards, olive groves, and medieval villages.
While the walking can be challenging for some due to hill terrain, the overall experience is considered highly worthwhile for those interested in Tuscan wines and landscape photography. The friendly guides and delicious tastings make this tour a value-rich way to enjoy Tuscany’s best in a manageable half-day.
How long is the tour?
The tour lasts around 5 hours, including transportation, vineyard visits, tastings, and scenic stops.
Where does the tour start?
It departs from either Piazzale Montelungo or Stazione Montelungo in Florence, depending on your booking.
What is included in the wine tastings?
Guests enjoy a selection of four to five Chianti wines, paired with local Tuscan snacks and olive oil or balsamic vinegar tastings.
Is the tour suitable for people with mobility issues?
No, the tour involves uphill and downhill walking on hilltop paths and is not suitable for wheelchair users or those with impaired mobility.
Can I cancel the tour?
Yes, cancellation is free up to 24 hours in advance.
What should I bring?
Participants should wear comfortable shoes and bring original ID for wine tastings.
Is food included?
The tour features local snacks paired with wine, though some reviews mention portions can be modest at the first winery. The second winery offers generous food pairings.
What languages are guides available in?
Guides speak English and Spanish.
How is the scenery?
Expect beautiful views of Tuscan vineyards, olive groves, and medieval villages—ideal for photos and leisurely walks.
Would this tour suit wine beginners?
Yes, the guided tastings and friendly guides make it a great introduction to Tuscan wines without needing prior knowledge.
Can I extend my visit at the wineries?
The tour’s schedule is fixed, but some reviews mention extra tastings or additional bottles being available, depending on the winery.
Is it worth the price?
Based on reviews, the value for money is high, considering the quality of the wines, knowledgeable guides, and scenic experience.