A Practical Look at the “FRANCIGENA WAY” in Chianti Tour

If you’re dreaming of walking through Tuscany’s rolling hills, tasting fine wines, and visiting some of Italy’s most charming medieval towns without the hassle of planning every stop yourself, this private “FRANCIGENA WAY” in Chianti tour might catch your eye. While I haven’t done it personally, I’ve looked into what makes this experience stand out, and it seems like a lovely way to enjoy a full day with a mix of sightseeing, culinary delights, and wine indulgence.
What I really like about this tour is its focus on small-group comfort and a personal touch, thanks to the private transportation and the attentive driver-guide. Plus, the inclusion of two wine tastings at different wineries combined with a traditional Tuscan lunch offers a genuine taste of local culture and flavors. On the downside, at around an 11-hour day, it’s quite full, so it’s best suited for those who are ready for a jam-packed itinerary and appreciate a structured experience. If you love combining sightseeing with wine and food, and want a tour that covers major highlights without the stress of navigating yourself, this could be a good fit.
Key Points
- Private, guided experience offers a personalized and relaxed way to explore Tuscany’s highlights
- Includes visits to UNESCO-listed Siena and medieval San Gimignano, plus Monteriggioni Castle
- Tastings at two wineries provide a genuine taste of Chianti wines and local specialties
- Delicious Tuscan lunch featuring traditional dishes like lasagna, bruschetta, and local cheeses
- Comfortable transportation in an air-conditioned vehicle with bottled water included
- Pre-booked, fully private tour with flexibility in pickup—great for those wanting a tailored experience
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Exploring Tuscany’s Icons in a Single Day

This tour packs a lot into roughly 11 hours, making it perfect if you’re short on time but want to see the essentials of Tuscany’s countryside and historic towns. The experience kicks off early, with a pickup around 8:00 am, and takes you through some of the region’s best-loved spots—each with its own story and appeal.
The Itinerary Breakdown
San Gimignano is the first stop, and if you’ve ever seen photos of Tuscany’s skyline, you’ll recognize its famous medieval towers. We loved the way the driver described the town’s history and the chance to walk around its charming streets. You’ll get about an hour here, enough to soak in the views and snap some photos.
From there, the tour heads to Podere La Marronaia- Le Colonne, a biodynamic winery and farm. Here, you’ll enjoy a leisurely lunch paired with wine tastings—a true highlight. The food looks hearty and authentic, with lasagna or homemade pasta, bruschetta, and local cheeses, giving you a real taste of Tuscan cuisine. The winery’s focus on organic farming adds an extra layer of authenticity, and you’ll taste Chianti Riserva, Super Tuscan, and Sangiovese wines, along with balsamic vinegar and extra olive oil.
Next up is the medieval village of Monteriggioni, a perfect photo stop. Its well-preserved fortress walls and towers evoke a sense of stepping back into the Middle Ages. With just 30 minutes here, it’s a quick visit, but enough to appreciate the village’s charm and history.
Then, it’s on to Siena—a UNESCO World Heritage Site. The self-guided visit offers plenty to see, from the iconic Piazza del Campo to the striking cathedral. With about 90 minutes, you’ll have time to stroll, take photos, and absorb the atmosphere of this historic city, all on your own.
Finally, the tour winds down in Lornano with a second wine tasting at Fattoria Lornano. This relaxed session allows you to savor more local wines and reflect on your day’s adventures before heading back to Florence.
What Makes This Tour Stand Out?
The expert driver-guide makes a noticeable difference, sharing stories and insights about Tuscany’s history, culture, and craftsmanship—something travelers consistently praise. One review highlights how Andre’s knowledge and authentic approach made the experience memorable. The tour is designed to offer a taste of Tuscany’s culinary traditions, wine culture, and medieval architecture, all in a comfortable, hassle-free package.
The Value of the Price
At about $325 per person, the cost covers private transportation, two wine tastings, a delicious multi-course lunch, bottled water, and entry to all the stops. Considering the full-day experience and inclusions, this seems like good value—especially if you prefer a private, guided experience over self-guided day trips. It’s a chance to enjoy Tuscany without the stress of organizing transport or reservations, which can be a real plus.
If wine interests you, we've examined these other wine experiences in Florence
- Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery
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- Florence: Pasta Cooking Class with Unlimited Wine
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Downsides and Considerations
One thing to keep in mind is the long day—11 hours can be tiring, especially if you’re not used to a packed schedule. Also, the tour’s structure means you’ll have limited time at each stop, so if you’re a slow stroller or love to linger in towns, you might find it rushed. Plus, since it’s a private tour, it’s best suited for those who prefer exclusivity and tailored experiences; group discounts aren’t advertised, but private means you get a more personalized touch.
Who Is This Tour Best For?

This experience is ideal for couples, small groups, or anyone who wants an easy way to see some of Tuscany’s most iconic sights with wine and food included. If you’re interested in history, medieval towns, and local wines but don’t want to drive or organize logistics, this could be perfect. It’s especially suited for travelers who appreciate comfort, local flavor, and a curated experience, rather than independent wandering.
Final Thoughts

If you’re after a day that balances sightseeing, wine tasting, and delicious local food—all within a well-organized, private setting—this “FRANCIGENA WAY” tour ticks many boxes. It offers a chance to explore Tuscany’s classic towns without the hassle of planning individual visits, while also enjoying the pleasures of wine and cuisine that Tuscany is famous for.
The experience is best suited for those who value comfort and guided insight, and who are prepared for a full, activity-packed day. With knowledgeable guides and thoughtfully included tastings, this tour can really deepen your appreciation of Tuscany’s heritage and flavors. Just remember, it’s a long day, so come prepared for a bit of walking and a lot of enjoyment.
Private Tour: “FRANCIGENA WAY” in Chianti with Lunch & 2 Wine-tastings
“Andre was wonderful. Great knowledge of the history of the area. Provided authentic tour into local history & culture.”
FAQ

Is this tour suitable for children? The tour mainly involves sightseeing, wine tastings, and a full day of activity, so it might be more enjoyable for older children or teenagers rather than very young kids. Keep in mind the schedule and content when considering.
What is included in the price? The tour includes private transportation, bottled water, a full Tuscan lunch with wine, two wine tastings at different wineries, and entry to all the stops.
Can I cancel if my plans change? Yes, you can cancel free of charge up to 24 hours before the tour, which offers some flexibility if your plans shift.
How long is the tour? The total duration is around 11 hours, starting at 8:00 am and returning in the evening, so be prepared for a full day.
What kind of vehicle is used for transportation? The experience offers air-conditioned private transportation, ensuring comfort during the drive through Tuscany’s scenic hills.
How much time do I get at each location? You’ll have about an hour in San Gimignano, 1.5 hours for lunch and wine tasting, 30 minutes in Monteriggioni, 1.5 hours in Siena, and an hour at the second winery in Lornano.
Is the tour customizable? Since it’s a private experience, the driver-guide can tailor some parts of the day, but the itinerary is generally set to include the key highlights.
If you’re eager to enjoy Tuscany’s highlights with a blend of history, food, and wine, this tour offers a well-rounded, stress-free way to do it. Just be ready for a full but rewarding day that covers the essentials in style.
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