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Experience Tuscany's finest with this 7-hour tour from Florence, visiting 2 wineries, tasting up to 7 wines, and exploring San Gimignano's medieval streets.
Nestled in the heart of Tuscany, this Tuscany Wine Tour offers a rewarding way to enjoy the region’s renowned landscapes and wines in just 7 hours. Starting from Florence, the tour visits two carefully selected wineries, where you sample up to 7 different wines, including Chianti, Super Tuscans, and Vernaccia di San Gimignano. The journey also includes a guided visit to the medieval town of San Gimignano, famous for its towers and historic charm.
This tour stands out for its small-group size, limited to 8 participants for a more personal experience, and the inclusion of wine tasting lessons, alongside tastings of extra-virgin olive oil and balsamic vinegar. It is ideal for visitors who want a relaxed day of wine and scenery without rushing, though it’s not suited for pregnant women, children under 18, or those with wheelchair access needs.


The tour departs from the Church of San Giovanni Battista della Calza in Florence. Participants meet at 9:45 AM, standing in front of the Piazza della Calza near the blue P parking sign, dressed in a purple T-shirt for easy recognition. From central Florence, options include walking, bus, or taxi; bus n° 11 (direction Galluzzo-La Gora) to Calza Serragli or bus n° 36/37 to Porta Romana.
The coach ride to Tuscany lasts about an hour, during which the guide provides insights about the region’s history, landscape, and wine production.
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The first stop is a family-run estate in Ulignano, near San Gimignano. This winery offers an authentic Tuscan atmosphere, with guided tastings of Chianti, Super Tuscans, and Vernaccia di San Gimignano. Visitors can expect to sample a variety of local wines, often paired with regional delicacies.
This estate emphasizes a welcoming, personal approach and provides insight into traditional wine-making. The scenic location in the Chianti countryside means you enjoy picturesque views while learning about vineyard management and wine production.

The second winery, just 5 km from San Gimignano, boasts a stunning setting with panoramic views of the Tuscan hills. Here, the focus is on three different wines: Vernaccia, Chianti Colli Senesi, and a delightful rosé. The visit includes a cellar tour, giving insight into the wine-making process and agricultural practices.
The atmosphere at this estate is more rustic and intimate, making it a favorite for those seeking a genuine taste of local craftsmanship. The views of San Gimignano from this location add a memorable backdrop to the tasting experience.

After the wine tastings, the tour takes you to San Gimignano, often called the “Medieval Manhattan” because of its impressive skyline of towers. The 1.5 hours allotted allows for wandering the cobbled streets, exploring artisan shops, and soaking in the medieval architecture.
Notable landmarks include the Piazza del Duomo, the Romanesque Collegiata, and the Torre Grossa, which offers panoramic views over Tuscany. Visitors can also enjoy local specialties like saffron and indulge in world-champion gelato.
The timing provides enough opportunity for a leisurely walk and some photo opportunities, though some reviews suggest that more time could be beneficial for exploring deeper.
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The one-hour drive between stops takes you through rolling vineyards, olive groves, and cypress-lined roads. The guide offers engaging stories about Tuscany’s history, culture, and wine traditions, enhancing appreciation of the landscape.
This part of the tour highlights Tuscany’s natural beauty and farming heritage, making the journey itself an integral part of the experience. It’s an opportunity to relax and admire the classic Tuscan scenery.

At both estates, guided tastings include 7 wines in total, with a focus on variety and quality. The first winery has a large selection of wines, oils, and balsamic vinegars, often accompanied by local snacks. The second offers a more rustic tasting with focused wine options and adorable farm animals.
Guests are encouraged to learn from expert guides about the wine-making process and regional differences. The tastings are generous and often paired with typical Tuscan food accompaniments.

The tour features English-speaking guides with a reputation for being knowledgeable, charismatic, and engaging. Many reviews praise guides like Valentina, Ned, Christina, and Alessandro for their friendly demeanor and deep understanding of Tuscany.
Guides often share stories about regional history, wine production, and local customs, making the experience more enriching. The small group size enhances the personal attention and interaction at each stop.

The tour is designed for those on holiday in Florence who prefer a laid-back, full-day experience. It starts late enough for a morningsleep-in, yet finishes by 5:00 pm. Participants should bring passport or ID for identification, and note that the tour is not suitable for pregnant women, children under 18, or wheelchair users.
The tour offers free cancellation up to 24 hours in advance and the option to reserve now and pay later for flexibility. In summer, the group size may increase to 50 participants, but the small-group experience is maintained for most bookings.

This tour appeals most to wine enthusiasts, history lovers, and scenery seekers. The focus on premium wine tastings, beautiful landscapes, and medieval architecture makes it perfect for culture and food lovers. It’s ideal for those wanting a relaxed pace with personalized guidance and ample time in San Gimignano.
While the experience is highly praised, it’s worth noting that some may find limited time in San Gimignano or less accessible for those with mobility needs. The small group size and expert guides are frequently highlighted as key strengths.
This 7-hour excursion from Florence offers a well-balanced combination of wine tasting, scenic drives, and medieval exploration. The two wineries provide distinct atmospheres, from family-run charm to panoramic rustic views.
The inclusion of guided tastings, olive oil, balsamic vinegar, and gelato makes it a rich sensory experience. The small group setting, professional guides, and beautiful locations make this tour stand out among Tuscany’s wine excursions.
This trip suits anyone eager to enjoy Tuscany’s landscape and wine in a relaxed, friendly atmosphere. It’s a value-packed option for wine lovers, culture enthusiasts, and those wanting a taste of Tuscany’s best without spending the entire day on multiple tours.
How long is the tour?
The tour lasts 7 hours, departing in the morning and returning by 5:00 pm.
What is included in the tasting?
You taste up to 7 wines, including Chianti, Super Tuscans, Vernaccia, and rosé, with olive oil and balsamic vinegar samples also provided.
Where does the tour start?
The meeting point is Piazza della Calza in Florence, in front of San Giovanni Battista della Calza, at 9:45 AM.
Is the tour suitable for children or pregnant women?
No, the tour is not suitable for children under 18 or pregnant women.
What should I bring?
Bring a passport or ID card for identification during wine tastings.
Can I cancel if my plans change?
Yes, free cancellation is available up to 24 hours in advance.
Is there a limit on group size?
Most bookings are for small groups of 8, but in summer, the maximum may increase to 50.
How do I get to the meeting point from Florence?
Options include walking, bus, or taxi. Bus n° 11, 36, or 37 can get you close to the meeting point.
What makes this tour special?
The personalized experience with professional guides, beautiful scenery, and authentic Tuscan wines at two distinct estates.
Is there enough time to explore San Gimignano?
Yes, 1.5 hours allows for a leisurely walk through the medieval streets and some local indulgence.
What are the reviews like?
With a rating of 4.8 out of 5 based on 594 reviews, the tour is highly praised for its guides, scenery, and wine quality.