Tuscany Wine Tour : 2 Wineries & San Gimignano from Florence

Tuscany Wine Tour: 2 Wineries & San Gimignano from Florence

Planning a day out in Tuscany that combines wine, scenery, and a taste of history? This 7-hour tour from Florence promises exactly that — a well-rounded glimpse into Tuscany’s wine heritage, complemented by a stroll through the iconic towers of San Gimignano. Based on hundreds of reviews, this experience balances professionalism with a friendly vibe, making it ideal for those craving authentic wine tastings without the fuss of self-driving.

What we love about this tour is how it offers up to 7 wine tastings across two very different wineries, giving a true flavor of Tuscany’s winemaking diversity. The visit to San Gimignano adds a dash of medieval charm and that perfect Instagram-worthy backdrop. Plus, the included tastings of extra-virgin olive oil and balsamic vinegar elevate the experience beyond just wine. On the flip side, if you’re someone who prefers a leisurely, un-rushed day or has specific dietary needs, you might find the schedule a little tight — but most find it just right for a packed day of exploration.

This tour is best suited for wine lovers, curious travelers, and anyone eager to see Tuscany beyond Florence. It’s particularly appealing if you like a bit of education, good company, and a dash of sightseeing — making it a perfect full-day escape that feels intimate yet well-organized.

You can check availability for your dates here:

Key Points

• Authentic wine tastings at two distinctive wineries, including a large estate and a family-run spot
• Educational experience with a professional wine tasting lesson from local producers
• Picturesque views of Chianti hills and San Gimignano’s towers
• Tastings of local produce like extra-virgin olive oil and aged balsamic vinegar
• Ample free time in San Gimignano for exploring, shopping, and sampling gelato
• Comfortable transportation in small groups or private options

The Itinerary Breakdown

Starting Point: San Giovanni Battista della Calza

Your day begins at the Church of San Giovanni Battista della Calza, where your guide will meet you wearing a purple T-shirt. From here, you’ll hop on a bus for the first leg of your trip, giving you a chance to relax and get your bearings as you head into the Tuscan countryside.

First Winery: A Large Chianti Estate

The first stop is at a luxury winery facing the famous towers of San Gimignano. Here, you’ll enjoy tasting 4 different types of wines, including the iconic Chianti Classico with the black rooster emblem, plus Super Tuscan wines and Vernaccia white. This large estate often features a lively, well-oiled tasting room with music and a charismatic host, according to reviews. It’s a place that balances professionalism with warm hospitality, where you can develop your palate under the guidance of expert winemakers.

Expect to sample 30-year-old balsamic vinegar and truffle extra-virgin olive oil, adding richness to the tasting experience. Reviewers like Ashton praised this winery for its “fantastic wine and food,” highlighting the quality and variety available. The guide may share insights into production methods, making the tasting more than just a sip-and-swallow affair.

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Second Winery: A Family-Run Gem

After a short drive, you’ll visit a smaller, family-run winery with breathtaking views of San Gimignano’s towers. It’s here that the real charm kicks in — a cozy, intimate setting where the winemakers personally guide you through their vineyards and cellars. You can expect to taste Vernaccia, Chianti Colli Senesi D.O.C.G, and other local specialties.

Many reviews mention the friendly, knowledgeable guides like Antonello and Lorenzo, who go beyond standard tastings to share secrets of winemaking. Visitors have appreciated the opportunity to purchase wines, olive oils, and balsamic vinegar directly from the producers, often at fair prices.

Explore San Gimignano

In the afternoon, you’ll have about 1.5 hours of free time to wander through San Gimignano’s narrow lanes, climb a tower, or browse local shops. Don’t miss the chance to indulge in the world-champion gelato from a famous gelateria, as noted by many travelers. Reviewers like Christiana appreciated the ample time for a quick but satisfying exploration — enough to soak in the medieval atmosphere and grab a bite.

Return to Florence

Leaving San Gimignano around 3:45 PM, your trip concludes with a roughly one-hour bus ride back to Florence, arriving around 5 PM. The convenient timing lets you enjoy a full day without feeling rushed, and most travelers walk away with a deeper appreciation for Tuscany’s wines and scenery.

What Makes This Tour Stand Out?

Expert Guides and Personal Touches

Multiple reviewers, including Athena and Andrea, highlight guides like Anna, Lorenzo, and Christina for their warm, knowledgeable, and charismatic approach. They provide engaging insights into the region, wine, and local culture, making each tasting feel personalized rather than commercialized.

Quality and Diversity of Wines

The tour balances large estate wines with smaller, artisan bottles, giving a spectrum of flavors. Guests rave about the generous tastings and the chance to buy wines to enjoy at home. The inclusion of olive oil and balsamic vinegar elevates the tasting experience and provides a more comprehensive look at Tuscan food culture.

Scenery and Authenticity

Vineyards with rolling hills and panoramic views create a stunning backdrop for tasting wines. The visit to San Gimignano adds a historical dimension, with its medieval towers and charming streets. Travelers consistently mention how the scenery and atmosphere enhance the overall experience.

Value for Money

Considering the two winery visits, multiple tastings, guided insights, and free time in San Gimignano, many reviews call this a very good value. The tour offers a significant taste of Tuscany without the need to organize transport or tastings independently.

Important Practicalities

Transport and Group Size

Travel is by comfortable bus or van, with small groups often consisting of around 8 people, according to reviews. This setup maximizes interaction with guides and keeps the experience intimate. The tour is ideal if you prefer not to drive — your guide handles all navigation.

Duration and Timing

Spanning 7 hours, the schedule is packed but well-paced, with enough time to enjoy each stop fully. The start time varies, so check availability, but typically the tour kicks off around 9:45 AM.

Cost and Inclusions

The price covers transportation, two wineries, up to 7 wine tastings, balsamic vinegar, olive oil, and San Gimignano free time. Extra purchases, food, and drinks outside the tastings aren’t included, giving you flexibility.

Accessibility and Restrictions

The tour isn’t suitable for pregnant travelers, wheelchair users, or children under 18, mainly due to the nature of tastings and walking involved. It’s best for those who enjoy wine and can comfortably walk through historic streets.

Final Verdict

This Tuscany Wine Tour from Florence offers a well-rounded day of wine, scenery, and culture. Expect expert guides, generous tastings, and memorable views — all at a reasonable price point. It’s especially suitable for wine enthusiasts, small groups, and curious travelers eager to explore Tuscany’s wine traditions without the hassle of planning every detail.

While the schedule can feel a bit rushed for some, most visitors find the balance just right — a perfect way to sample Tuscany’s best in one day. The blend of large and family-run wineries provides a diverse palate experience, and the free time in San Gimignano allows for spontaneous adventures or relaxing gelato breaks.

This tour delivers authentic experiences, beautiful vistas, and a taste of Tuscany’s finest that will stay with you long after the bus drops you back in Florence.

FAQ

Is hotel pickup included?
No, you need to meet at the designated starting point at Piazza della Calza. From Florence city center, you can walk, take the bus, or a taxi.

What should I bring?
A passport or ID card is required, especially if you plan to buy wine or other products.

How long is the drive between stops?
The winery visits are separated by short drives or bus rides, each lasting approximately 20 minutes or so.

Can I buy wine or olive oil at the wineries?
Yes, you’re encouraged to purchase local wines, olive oils, and balsamic vinegar directly from the producers, often at good prices.

Is there enough time in San Gimignano?
Yes, about 1.5 hours is typically enough to explore the main sights, grab gelato, or do some shopping.

Are the tastings educational?
Absolutely. Guides often include wine tasting lessons, explaining different varieties and production processes.

Is this tour suitable for children?
No, it’s mainly designed for adults over 18 due to alcohol tastings and the nature of the visits.

What if I want a private experience?
A private option with a surcharge is available if the minimum participant number isn’t met.

How do I cancel if my plans change?
You can cancel up to 24 hours in advance for a full refund, providing flexibility for your trip planning.

This Tuscany wine tour combines the best of Italy’s countryside, wine, and medieval charm — a memorable day that offers both educational value and pure enjoyment.

You can check availability for your dates here: