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Experience an intimate 5-hour Chianti wine tour from Florence including a visit to San Gimignano, a winery lunch, and expert-guided tastings in Tuscany.

This 5-hour private tour from Florence offers an engaging introduction to Tuscany’s renowned wine and historic towns. For $1,039.57 per group, up to 7 people can enjoy a carefully curated experience featuring a scenic drive, a visit to a top Chianti winery, and free time in San Gimignano. The tour is ideal for those looking for a luxurious, personalized day with professional guides and comfortable transport.
The tour starts at 11:00 am with private pick-up from Florence, ensuring a smooth start. It balances wine tasting, culinary delights, and cultural exploration, making it suitable for adults interested in wine, art, and landscape. While the admission fees for the winery lunch are paid on location (€60 per person), the overall experience delivers excellent value for those seeking an immersive taste of Tuscany.

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At 11:00 am, the tour begins with private transportation from your accommodation in Florence. The air-conditioned vehicle ensures a comfortable ride through the Tuscan countryside, setting the tone for a relaxed day. The driver and guide are known for their professionalism, making sure everyone feels welcomed and informed from the outset.
This personalized pickup service is a major plus, removing the stress of navigating public transport or group tours. It also allows the vehicle to make timely stops and provides flexibility during the day.
The trip includes an hour of free time in San Gimignano, a World Heritage Site celebrated for its medieval architecture and unique skyline of tower houses. Visitors often appreciate the chance to browse artisan shops, capture photos of the ancient walls, or sample local gelato.
This stop offers a break from the driving, giving opportunity to absorb the town’s historic atmosphere at a leisurely pace. Since admission to San Gimignano is free, there’s no extra cost for exploring this charming hilltop town.

The highlight of the tour is a visit to a renowned Chianti winery located along the Strada Statale 222 Chiantigiana. Here, the group enjoys lunch paired with local wines, with wine tastings included in the experience. The guide leads you through the vineyard and cellar, sharing insights into wine production and local traditions.
The lunch and wine tastings are paid on the spot (€60 per person), but this expense covers delicious, locally produced cuisine and premium wines. The two-hour visit at the winery provides ample opportunity to learn about Chianti wines and sample different varieties.

Throughout the day, travelers benefit from private, air-conditioned vehicles that shuttle between Florence, the winery, and San Gimignano. The vehicles are noted for their comfort, making longer drives more enjoyable, especially during warm months.
The bottled water supplied ensures everyone stays refreshed, while the English commentary on board enriches the experience with informative stories and details about the region’s history and wine culture.

Guides such as Francesco, Gianmaria, and Claudio receive high praise for their knowledge, friendliness, and professionalism. They are known for sharing engaging stories, answering questions, and making the day feel personalized.
One guide’s ability to pick the best spots and tailor the experience to the group’s interests stands out. Their politeness and enthusiasm often leave a lasting impression, making the day enjoyable and educational.

The tour’s meeting point in Florence is straightforward, with pickup times at 11:00 am. Since this is a private experience, there’s no need to worry about large group schedules or crowded buses.
The full cancellation policy offers free cancellation up to 24 hours in advance, adding peace of mind. The entire experience is designed to be relaxing rather than hurried, giving ample time at each stop.

This private tour shines in offering intimate tastings, cultural exploration, and personalized service. It’s especially suitable for visitors who value guided insights and the convenience of door-to-door pick-up.
The high rating of 5.0 based on 11 reviews reflects its consistent quality. Guests often praise the guides’ expertise, the stunning scenery, and the delicious food and wine.
While the wine tasting and lunch are paid separately (€60 per person), the overall cost includes private transport and guided visits. The duration of around 5 hours makes it suitable for those with a full day available.
The one-hour free time in San Gimignano may not be enough for extensive shopping or sightseeing, but it offers a good balance of exploration and relaxation. The admission to the winery lunch is paid on the spot, so it’s worth budgeting for that extra expense.
For those who prefer a private, flexible day with knowledgeable guides, this tour provides a perfect blend of wine, history, and scenic views. The small group size guarantees personalized attention and a more intimate atmosphere.
The high praise for guides like Francesco and Gianmaria underscores the importance of customer care and local expertise in crafting memorable experiences.
This five-hour private tour from Florence offers an engaging blend of wine, cultural sights, and scenic drives in Tuscany. With the visit to a top Chianti winery, free time in San Gimignano, and private transportation, it provides a luxurious, stress-free day ideal for wine lovers and history enthusiasts alike.
While extra costs for lunch and tastings are paid separately, the personalized service, expert guides, and stunning scenery make it a worthwhile investment. Perfect for small groups seeking an authentic, curated Tuscan experience with plenty of opportunities for photos, shopping, and tasting.
“The winery tour was amazing! Francesco was fantastic! He was very knowledgeable, entertaining and kind. Molto bene! Highly recommend.”
What is included in the tour price?
The private transportation, English commentary, bottled water, and guided visits are included. The lunch and wine tastings are paid separately on the spot (€60 per person).
How long is the stop in San Gimignano?
You have one hour to explore San Gimignano, shop for souvenirs, or enjoy a gelato.
Can I cancel this tour?
Yes, full cancellation is available up to 24 hours in advance, with a full refund.
Is this tour suitable for children or non-drinkers?
Yes, the tour is primarily cultural and scenic, with no age restrictions. Non-drinkers can enjoy the town visit and sightseeing.
Does the tour include visits to multiple wineries?
No, this tour visits just one winery for lunch and tasting.
Are guides available in languages other than English?
The provided commentary is in English, with highly praised guides known for their knowledge and warmth.
Is transportation comfortable and reliable?
Absolutely, the private, air-conditioned vehicles are well-maintained and highly rated for comfort.
What makes this tour stand out from others?
The personalized, private experience with expert guides, stunning scenery, and free time in San Gimignano make it a top choice for those seeking an exclusive Tuscan day.