Thinking about diving into Tuscany’s wine country but unsure which tour will give you the most authentic experience? We’ve looked into a highly-rated option that promises a blend of breathtaking scenery, intimate winery visits, and charming town exploration. This private tour, priced at around $460 per person, takes you through two local wineries plus a visit to the iconic San Gimignano, all with a friendly guide leading the way.
What makes this experience stand out? First, you get the chance to visit small, personal wineries where you’re treated more like a guest than just a tourist, and second, the guided wine tastings and insight from knowledgeable hosts turn a simple trip into a learning experience. The downside? The total cost, including optional wine tastings and lunch, can add up, but many find it justifies the quality and intimacy of the experience.
This tour is ideal for travelers who want a more personalized, in-depth look at Tuscany’s wine culture without the large crowds, and those who enjoy a good blend of scenery, history, and food. If you’re curious about wine, love picturesque landscapes, and prefer a more tailored experience, this could be a perfect fit.
Key Points:

- Private, intimate experience with a dedicated guide
- Visit 2 local wineries with tastings included
- Explore San Gimignano, famous for its medieval towers
- Learn wine tasting techniques from seasoned hosts
- Scenic views of vineyards and rolling countryside
- Optional light lunch available for an additional fee
The Itinerary in Detail

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Visiting San Gimignano
Starting in the charming town of San Gimignano, this tour dedicates around 50 minutes to wandering through its narrow streets and admiring its famous medieval towers. You’ll get a taste of the town’s historic vibe, and best of all, the visit is free—so it’s a nice bonus without extra cost. Reviewers consistently mention how beautiful and authentic the town feels, making it a perfect spot for photos and some light exploring.
The Wineries: Small-Scale and Personal
The core of this experience is visiting two local wineries. Unlike large commercial operations, these spots pride themselves on personal touches—you’re not just another visitor, but a guest welcomed by passionate hosts. You’ll have the chance to see where wine is made, learn about the process from grape to glass, and peek into cellar areas where wine ages in wooden barrels.
The reviews highlight how welcoming and knowledgeable the wine staff are. One reviewer noted, “The wineries were so personal, we felt like we were visiting old friends,” which perfectly captures the vibe. Another reviewer mentioned how the hosts are engaging and eager to share their passion.
Tasting and Learning
Wine tastings are included in the tour price, which is a big plus. But what really sets this apart is the opportunity to learn how to taste wine like a pro. The hosts will guide you through the nuances of aroma, flavor, and texture, giving you tips that will improve your wine appreciation long after the tour ends.
From comments like “Massimo was truly amazing. He was knowledgeable, kind, very engaging,” it’s clear that the guides make a real difference. Many reviews also mention how much they appreciated the hosts’ friendly approach and willingness to answer questions.
The Scenic Views
As you travel between stops, you’ll enjoy stunning vistas of Tuscany’s vineyards and rolling hills. The landscape itself is worth the trip, and many travelers find that the views enhance the wine experience. Some reviewers describe the scenery as almost as memorable as the wine, making this a feast for both the eyes and the palate.
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The Optional Light Lunch
For an extra fee (around 35 euros per person), you can add a light lunch. While it’s not included in the base price, many find it a worthwhile addition considering the quality of the food and the relaxed atmosphere. The reviews mention that the lunch is filling and tastes great, pairing nicely with the wines sampled throughout the day.
The Experience for Different Travelers

Who Will Love This Tour?
If you’re someone who values small-group or private experiences, this tour’s private setting guarantees a more relaxed and personal vibe. It’s perfect for wine enthusiasts, couples, or friends looking to explore Tuscany without the pressure of large crowds.
Considerations
The tour lasts around 7 hours, so it’s best suited for those comfortable spending a good part of the day out. Also, keep in mind the cost—once you add optional tastings and lunch, it can add up—but many say it’s well worth it for the quality and intimacy.
Accessibility and Family-Friendliness
While the review data doesn’t specify family suitability, note that children under 18 are not allowed to taste wine, and children must be accompanied by an adult. So, if traveling with family, it’s mainly a grown-up experience, though kids can enjoy San Gimignano’s sights.
Practical Details That Matter

- Duration: Approximately 7 hours, giving you plenty of time to relax, explore, and enjoy each stop without feeling rushed.
- Price: $459.81 per person, which covers private transportation, the guided visits, and tastings. The value depends on how much you appreciate personalized experiences and local wines.
- Booking: The tour is often booked around 75 days in advance, signaling its popularity. Confirmations are swift, and free cancellation is available if plans change.
- Transportation: Pickup and drop-off are included, reducing stress and making it easy to focus on enjoying the day.
- Group Size: As a private tour, only your group participates, ensuring a tailored experience.
Authentic Traveler Perspectives

Many reviews rave about the guides and the personal touch they bring. One reviewer said, “Enjoyed our tour very much. Simona was a wonderful guide,” emphasizing how guides make or break the experience. Others appreciated how welcoming and knowledgeable the staff at the wineries were, making the tastings both fun and educational.
Several visitors mention how the tour feels “like visiting old friends,” which speaks volumes about the intimate atmosphere. The scenic views, combined with shared stories about wine and Tuscany, create lasting memories.
Final Thoughts: Is This Tour Right for You?

This private Chianti, SuperTuscan & San Gimignano tour offers a well-rounded, immersive look at Tuscany’s wine culture with a personal touch. It excels in small-group intimacy, knowledgeable guides, and stunning scenery, making it ideal if you want more than just a generic wine-tasting experience. While it does come with a higher price tag, many find the value lies in the quality of the visits and the depth of the learning opportunity.
If your idea of a perfect day involves exploring historic towns, tasting diverse wines, and enjoying the countryside in comfort, then this tour is a solid choice. It’s especially suited to couples, friends, or small groups who prioritize quality over quantity and want to connect with local hosts.
Chianti, SuperTuscan & San Gimignano – 2 wineries and light lunch
“Enjoyed our tour very much. Simona was a wonderful guide. The wineries were so personal, we felt like we were visiting old friends.”
FAQ

Is this a private tour? Yes, the experience is exclusive to your group, providing a more personal and tailored visit.
How long does the tour last? The entire experience takes about 7 hours, including travel, visits, and tasting.
Are wine tastings included? Yes, tastings at two wineries are part of the tour price.
Can children participate? Children under 18 are welcome but cannot taste wine—they must be accompanied by an adult.
What’s the cost? The base price is around $460 per person, with optional extras like wine tastings at 75 euros and light lunch at 35 euros.
Is food provided? Not as part of the main tour, but a light lunch can be added for an extra fee.
How do I book? Tours are typically booked 75 days in advance, and you can confirm your spot with the provider.
Is hotel pickup included? Yes, the tour includes pickup and drop-off within Montecatini Terme.
What’s the scenery like? Expect stunning views of vineyards and rolling Tuscan hills throughout the day.
Would this be good for wine beginners? Absolutely, guides help you learn how to taste wine like a pro, making it beginner-friendly.
This tour isn’t just about drinking wine; it’s about connecting with the land, the history, and the people behind Tuscany’s renowned wines. If you’re after a memorable, intimate experience that combines scenery, learning, and authentic hospitality, this could be just what you’re looking for.
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