Tuscany Wine Tour : 2 Wineries & San Gimignano from Florence

Exploring Tuscany’s wine country often promises a delightful combination of scenic landscapes, authentic wines, and charming villages. This particular tour offers an immersive taste of that lifestyle, taking you from Florence into the rolling hills of Chianti for visits to two distinct wineries. You’ll get a chance to sample up to 7 wines, enjoy professional tastings, and wander through the medieval streets of San Gimignano, a town famous for its towers and history.

What makes this experience stand out for me are two key aspects. First, the variety of wines and local produce—including balsamic vinegar and extra-virgin olive oil—that make each tasting a mini-culinary adventure. Second, the knowledgeable guides who not only explain the wine-making process but also make the day engaging and fun. A small drawback might be the limited time in San Gimignano, which some might find a bit rushed after a full day of tastings.

Another consideration is the tour’s group size and pace. With reviews praising the small group atmosphere, you’ll find it perfect if you like a more personal experience. However, if you’re hoping for a leisurely stroll through San Gimignano or want to spend more time at the wineries, it’s worth planning accordingly. This tour offers solid value, especially given the quality of wine and the expert guidance, making it a memorable way to experience Tuscany beyond Florence.

Key Points / Takeaways

• Two different wineries provide contrasting atmospheres: one large, professional, and well-organized, the other family-run with stunning panoramic views.
• Up to 7 wines sampled, including Chianti Classico, Super Tuscans, Vernaccia, and more, offering a broad taste of regional varieties.
• Learn from wine producers during tastings, gaining insights into the production process, which enhances appreciation.
• Includes local tastings of balsamic vinegar, extra virgin olive oil, and samples of local produce, elevating the experience.
• San Gimignano visit offers free time for exploring, shopping, and tasting gelato, though some reviews suggest the time could be a little tight.
• Guides like Lorenzo, Christina, and Anna receive high praise for their knowledge, friendliness, and ability to keep the group engaged.
• Transport and logistics are handled smoothly with comfortable vans, and the entire day lasts about 7 hours, making it a full but manageable experience.
• Pricing and value are generally rated excellent, especially considering the number of tastings, guided visits, and the opportunity to buy local products at reasonable prices.

Full Review: Tuscany’s Wine and Culture in a Day

An Authentic Taste of Tuscany’s Wine and Towns

This tour is a good way to chase that classic Tuscan scene without the hassle of planning everything yourself. From Florence, it whisks you through the Chianti hills to two wineries, then on to the UNESCO-listed town of San Gimignano. I love that it covers both larger, professional wineries and smaller, family-run spots—each offering a different vibe and insight into Tuscan winemaking.

The highlight for most will be the chance to taste up to 7 different wines in one day, including iconic Chiantis like the Black Rooster, plus some legendary Super Tuscans. The tastings are led by knowledgeable guides who often share personal stories and tips—like Antonello’s enthusiasm or Lorenzo’s panoramic vineyard views. You also get to taste balsamic vinegar aged 30 years and enjoy truffle-infused olive oil, adding to the local flavor experience.

One small consideration: some reviews mention that the time in San Gimignano can feel a bit rushed—about an hour and a half. If wandering through this medieval tower town is your priority, plan your visit accordingly or consider staying longer on your own after the tour. Also, the tour is mostly suitable for those who enjoy wine, food, and scenic towns—less so for children or those with mobility issues, since it’s not wheelchair accessible and excludes pregnant women.

Entering the Tuscany Landscape

You’ll start at Piazza della Calza, a quiet yet central meeting point in Florence. From there, a comfortable bus takes you into the Chianti hills, with a couple of stops along the way for scenic views and commentary. The first winery is a spacious, professional operation, where you’ll try 4 different wines, including the famous Chianti Classico. They also serve balsamic vinegar, olive oil, and cheeses—perfect for developing your palate.

The second stop is at a family-run winery facing San Gimignano’s towers, where you can stroll the vineyards, learn about small-scale production, and buy wines and local products directly from the producers. Guest reviews often mention the warmth and authenticity of these family-run wineries, which add a personal touch to the experience.

The San Gimignano Experience

In the afternoon, you’ll have about 90 minutes free in San Gimignano. Many visitors love this part, exploring the medieval streets, climbing the towers, or grabbing a gelato from the world-champion gelateria. The views of the Tuscan countryside from the town’s vantage points are stunning—perfect for photos or just soaking in the atmosphere. While some reviews suggest the time is tight, most agree it’s enough to get a good feel for the town if you’re efficient.

Logistics, Value, and Guides

Transportation is included, and the vans are praised for comfort and cleanliness. The entire day lasts roughly 7 hours, which is a good length for a day trip—long enough to feel like a worthwhile journey but not so exhausting that you’ll need a vacation afterward. Guides like Christina and Anna receive high marks for their friendliness, knowledge, and ability to keep everyone engaged—adding a lot of value to the experience.

Pricing is reasonable considering the inclusions: multiple tastings, guided visits, and free time in San Gimignano. Many reviewers consider it excellent value, especially given the chance to purchase local wines and products at reasonable prices.

Who Will Enjoy This Tour?

This experience is ideal for wine lovers, foodies, and anyone wanting a taste of Tuscany’s scenic countryside. It’s especially suited for those who appreciate a guided, well-organized day with plenty of tastings and a bit of cultural sightseeing thrown in. If you prefer more time in towns or are traveling with children or mobility aids, you might want to plan additional time or look for alternatives.

FAQ

How long is the tour?
It lasts about 7 hours, starting around 9:45 AM and returning around 5 PM, including travel, tastings, and free time in San Gimignano.

Are the wine tastings included?
Yes, you will taste up to 7 wines across two wineries, including Chianti Classico, Super Tuscans, Vernaccia, and others.

Is transportation provided?
Yes, the tour includes transport by bus or van, with comfortable, air-conditioned vehicles that handle the rolling hills well.

Do I need to book in advance?
Yes, booking ahead is recommended, especially during high season. You can cancel up to 24 hours in advance for a full refund, offering some flexibility.

Can I buy wine and local products?
Absolutely. The second winery offers the chance to purchase wines, balsamic vinegar, olive oil, and other local specialties at good prices.

Is this tour suitable for children or pregnant women?
No, the tour is not recommended for children under 18, pregnant women, or those with mobility issues, as it involves walking and wine tastings.

How much time do I have in San Gimignano?
About 1.5 hours, enough for a quick stroll, shopping, and gelato, though some review comments suggest the time could be a little tight.

What should I bring?
Just your passport or ID and comfortable shoes—especially if you plan to walk around San Gimignano or climb some towers.

Final Thoughts

This Tuscany wine tour from Florence offers a well-rounded experience, combining scenic drives, authentic wine tastings, and a taste of medieval history. It balances organized guided visits with free time to explore at your own pace, making it suitable for those wanting both structure and independence.

You’ll love the variety of wines and local products, the stunning vistas at each winery, and the friendly guides who make the day special. The tour’s value is high considering the inclusions—especially if you’re eager to deepen your understanding of Tuscan wines while enjoying beautiful landscapes.

If you’re looking for a day that combines flavor, scenery, and culture without the headache of planning, this tour could be just right. It’s a chance to experience Tuscany’s essence, from its rolling hills to its historic towers, all in one satisfying day.

Note: Always check current availability and specific start times, as these can vary. And if you wish for more time exploring San Gimignano or other towns, consider extending your stay or arranging a separate visit.