A Detailed Look at the Montecatini Private Day Trip to Chianti & San Gimignano
If you’re looking to experience Tuscany without the hassle of public transport or navigating country roads on your own, this private day trip from Montecatini might just fit the bill. We haven’t taken this exact tour ourselves, but based on the info available, it strikes us as a well-rounded way to soak in some of Tuscany’s most iconic spots with the comfort of a dedicated driver and a thoughtfully planned itinerary.
What we really like about this experience? First, the private transport means you won’t be cramming into a large group or worrying about directions. Second, the insider stops—like Greve in Chianti, Badia a Passignano, and San Gimignano—offer a mix of cultural charm, scenic beauty, and local flavor. On the flip side, a potential consideration is the cost, which clocks in at just over a thousand dollars for a group of up to seven. If you’re on a tight budget, you might find this a bit steep, but the convenience and curated experience could well justify it.
All in all, this tour is probably best suited for travelers who want a stress-free, immersive day in Tuscany with lots of picture-worthy moments, without the challenge of organizing transport or figuring out a complex itinerary themselves.
Key Points

- Private Driver: You’ll enjoy a relaxed day with a knowledgeable driver at the wheel, allowing you to focus on the scenery and your experience.
- Curated Stops: The tour includes visits to charming villages, historic sites, and scenic viewpoints, providing a well-rounded taste of Chianti.
- Flexible Exploration: With ample time at each stop, you can explore, take photos, or just soak in the atmosphere.
- Cost & Value: The price covers private transport, water, and hotel pickup/drop-off, adding convenience but at a premium.
- Highlights for Food & Drink Lovers: While lunch isn’t included, you’ll have time to enjoy a traditional Tuscan meal at a scenic abbey, and you can indulge in local wines and saffron if you wish.
- Authentic Experience: Based on reviews, guides are knowledgeable and friendly, enriching the day with insights and local tips.
Exploring the Itinerary

Prefer personalized experiences? Here are other private options we've covered in Montecatini Terme
Greve in Chianti: The Charming Market Town

The day begins with a visit to Greve in Chianti—a town that’s perfect for wandering. Known for its lively market scene and the famous Antica Macelleria Falorni butchery, this stop promises a taste of authentic local life. The market is a highlight for lovers of regional food, especially if you’re into cheeses like pecorino or meats like wild boar. You’ll have about two hours here, which feels just right for a leisurely stroll, some shopping, or a quick coffee.
From what we gather, the town’s atmosphere is inviting and lively, with plenty of photo opportunities. One review mentions a special visit to a family-owned pottery factory, which hints at the tour’s flexibility—some guides go above and beyond to introduce travelers to local artisans.
Badia a Passignano: The Peaceful Abbey and Vines
Next, the tour takes you to Badia a Passignano, a scenic abbey nestled among vineyards belonging to the Antinori family. This spot is perfect for relaxing, absorbing the views, and enjoying a typical Tuscan lunch if you choose to dine there (note that lunch is at your own expense). The setting is tranquil, and the vineyards add a touch of picturesque charm.
Given that the abbey is situated amidst the vineyards, it’s a great place to reflect and take in the landscape, which is exactly what most visitors love about Tuscany—those rolling hills dotted with grapevines and olive groves.
San Gimignano: The Medieval Wonder

In the afternoon, you’ll head to San Gimignano, which might be the most famous part of the trip. Known for its medieval towers and well-preserved architecture, this UNESCO World Heritage site offers a fairy-tale feel. The tour provides about two hours here, enough time to wander the cobblestone streets, visit piazzas, and sample the renowned Vernaccia di San Gimignano wine.
An especially fun tip from an experienced traveler is to visit Gelateria di Piazza, where Sergio Dondoli crafts award-winning gelato. Flavors like Vernaccia wine sorbet are a perfect way to cool down and end your day on a sweet note. The town’s saffron cultivation, reintroduced from medieval times, adds a unique flavor to your visit—literally and figuratively.
What the Experience Offers in Practical Terms

Transport & Comfort: The tour uses private transportation, which typically means a comfortable vehicle suited to your group size. The driver is also the guide, bringing both expertise and local knowledge, making the journey educational as well as scenic.
Timing & Flexibility: The schedule appears balanced—about two hours at each major stop—which allows you to explore without feeling rushed. The full-day duration (around 9 hours) is fairly typical for this type of experience, giving you a good sense of the region.
Inclusions & Extras: Bottled water is provided, which is a small but thoughtful addition. The main costs you’ll cover are meals (lunch) and any optional wine tastings or museum tickets. Since these aren’t included, you might want to budget extra for dining or tastings if that’s your thing.
Review Highlights: One traveler mentions that guide Valter took them to a family pottery factory, adding a personal touch to the day. They also appreciated the “back road scenery,” which hints that this isn’t just a tourist bus ride but a more intimate experience with local flavors and sights.
The Cost: Is It Worth It?

At just over $1,000 for a group of seven, this isn’t a cheap day trip—yet, for many, the convenience of private transport, tailored stops, and a knowledgeable guide can make it worthwhile. It’s about valuing comfort and curated experiences over budget options. If you’re looking for a hassle-free way to see Chianti’s highlights without worrying about directions or schedules, this could be a strong choice.
That said, the absence of included meals and wine tastings means you’ll need to plan for those expenses separately, which can add up if you indulge at each stop.
Who This Tour Suits Best

This experience works well for travelers who want to relax and enjoy the scenery without the stress of driving or navigating on their own. It’s a good option for those who appreciate cultural stops, scenic views, and a personalized touch. It’s also suitable for small groups or couples who prefer an intimate, guided day rather than large tour buses.
While not explicitly tailored for families, the relaxed pace and focus on sightseeing make it appropriate for most adult travelers. If you’re a couple, a small group of friends, or even a solo traveler who enjoys a private experience, this tour offers a comfortable and enriching way to experience Tuscany.
Final Thoughts

This private day trip to Chianti and San Gimignano from Montecatini appears to deliver a thoughtful, scenic, and manageable way to see key highlights of Tuscany. The combination of expert guiding, scenic drives, and authentic stops makes it appealing for those who want a curated experience that balances sightseeing with relaxation.
The real beauty lies in the personal touches—like visiting a pottery factory or savoring gelato in San Gimignano—that add layers of local flavor and memorable moments. While it isn’t the cheapest option out there, the convenience and tailored approach justify the expense for travelers seeking a more comfortable, less stressful way to explore this beautiful region.
Montecatini Private Day Trip To Chianti & San Gimignano
“Valter took us to a family owned pottery factory when we mentioned our love of Italian pottery. So special . He shared back road scenery , a local …”
FAQ
Is this tour suitable for families or children?
While the tour isn’t explicitly marketed as family-friendly, the stops are mostly scenic and cultural, making it suitable for most travelers. However, keep in mind that the stops involve walking around cobbled streets and towns, which might be tiring for very young children.
What’s included in the price?
The price covers the private vehicle, driver/guide, bottled water, and hotel pickup/drop-off. It does not include lunch, museum or monument entrance fees, or wine tastings, which you’ll need to plan for separately.
Can I customize the stops or the schedule?
Since this is a private tour, there’s often some flexibility. You might discuss specific interests with the provider, but the core itinerary is set for a balanced day of sightseeing.
How long are the stops at each location?
You can expect around two hours at each major stop, giving you time to explore, take photos, and relax before moving on.
What is the timing of the tour?
The tour starts at 9:00 am, with pickups arranged from your hotel or accommodation in Montecatini. The full-day experience lasts about 9 hours.
Is the tour worth the cost?
If you value comfort, personalized attention, and the convenience of private transport, most would consider it a good investment. The scenic stops and expert guiding add a lot of value for a relaxed day in Tuscany.
Do I need to prepare for wine tastings or do I get them included?
Wine tastings are not included, so if you wish to indulge, plan to budget extra for local wines or visit wineries on your own.
This tour offers a lovely way to see Tuscany without the fuss—just be ready to enjoy the views, take plenty of photos, and savor the experience at a relaxed pace.



