Private Tour: “FRANCIGENA WAY” in Chianti with Lunch & 2 Wine-tastings

Exploring Tuscany’s Historic “Francigena Way” with Wine, Food, and Medieval Charm

Tucked into the rolling hills of Chianti, this private tour offers an all-encompassing taste of Tuscany’s ancient routes, charming villages, and culinary delights. It’s a well-rounded experience, perfect for those wanting to see key highlights like San Gimignano, Siena, and Monteriggioni, all while indulging in delicious wine and food pairings. The flexible, private nature of the trip means you get personalized attention, and the day’s pace is comfortably paced—enough to enjoy each stop without feeling rushed.

What really stands out is the expert guidance and authentic experiences. The reviews highlight how knowledgeable the guides are and how genuinely passionate they seem about sharing local stories and traditions. Plus, the chance to sample wines directly in Chianti’s renowned wineries makes this tour feel both exclusive and educational.

One possible consideration is that the tour’s schedule is quite full—covering several towns and a lot of tastings within just over 11 hours. It’s ideal for travelers who want a comprehensive day but might be a bit much for those seeking a slow, leisurely exploration. Still, for lovers of history, wine, and Tuscan cuisine, this tour fits nicely into a single memorable day.

This experience is best suited for travelers who appreciate authentic culture, enjoy wine and food tasting, and prefer a private, flexible itinerary. It’s particularly appealing if your goal is to see a diverse spread of Tuscan treasures in one go, without sacrificing quality or depth.

Key Points

• Authentic Tuscan Experience: Visit iconic towns, historic villages, and wineries with tailored insights from local guides.
• Comprehensive Itinerary: Covering San Gimignano, Monteriggioni, Siena, and Chianti wineries, all in one day.
• Gourmet Food and Wine: Enjoy a family-run farm lunch plus tastings of Chianti Riserva, Super Tuscan, and Vernaccia di San Gimignano.
• Expert Guidance: Guides are praised for their knowledge, friendliness, and personal touches, making the day both informative and enjoyable.
• Private and Flexible: The tour is exclusive to your group, allowing for a more relaxed, customized experience.
• Value for Money: The price reflects a full day of activities, tastings, and private transportation—delivering excellent value for those seeking an immersive Tuscan escape.

Detailed Review of the “Francigena Way” Tour

Setting the Scene: Starting the Day

The tour begins early, with a pickup around 8:00 am. An air-conditioned vehicle ensures comfort as you leave Florence behind, heading into the lush Chianti hills. The drivers—who are also guides—are praised for their friendliness and extensive knowledge, often sharing stories about Tuscany’s landscape, architecture, and history. Many reviewers noted how personable and accommodating their guides were, often leaving personal audio messages or providing extra insights. This personal touch makes a significant difference in creating a relaxed, engaging atmosphere.

First Stop: San Gimignano

Arriving in San Gimignano after roughly an hour’s drive, you’re greeted with views of a medieval town famous for its towers. Once boasting over 70 towers in its heyday, today San Gimignano is like stepping into a medieval postcard—its skyline dotted with iconic structures, preserved walls, and charming alleys. Visitors can explore at their own pace, which many reviewers found ideal—giving enough time to soak in the atmosphere without feeling hurried.

The town is also celebrated for its local delicacies like saffron and the renowned Vernaccia di San Gimignano white wine. Walking through the cobblestone streets, you might notice small artisan shops, local cafes, and panoramic viewpoints. Reviewers often mention the stunning views and the authentic, unspoiled charm that makes San Gimignano a true highlight.

Stop Two: Family-Run Winery and Farm

Next, the tour shifts to a biodynamic winery called Podere La Marronaia- Le Colonne. Here, the emphasis is on authenticity and education. The farm is known for its passion for traditional Tuscan winemaking, and the tasting includes a variety of wines: Chianti Riserva, Super Tuscan, Sangiovese, and the white Vernaccia di San Gimignano.

The lunch served here pairs homemade lasagna or pasta with bruschettas, Tuscan ham, pecorino cheese, and other local specialties. The reviewers rave about the delicious food, describing the lunch as “sumptuous,” and the wine tastings as informative and generous. The farm also offers tastings of balsamic vinegar, truffle, and extra virgin olive oil—adding layers of flavor and authenticity to the experience.

Many reviewers appreciated the insights into winemaking techniques and the chance to taste wines directly from passionate, small-scale producers. The personal stories and small production methods make the wines feel special, often described as “limiting bottles to keep the quality high.”

Monteriggioni: The Medieval Fortress

From the farm, a short drive takes you to Monteriggioni, a medieval fortress built by Siena. The castle’s intact walls and watchtowers evoke a sense of stepping back in time. Visitors can walk along the battlements, enjoying panoramic views of the Chianti countryside, or visit a small museum showcasing medieval weapons.

Reviewers liked how well-preserved and authentic this site feels. Some noted the spectacular wall walk as a highlight, offering both historic context and great photo opportunities. The castle’s strategic role in guarding the Via Francigena adds a layer of historical intrigue, making it more than just a pretty medieval structure.

Siena: A City of Art and Tradition

The trip proceeds to Siena, where you’re free to explore the city’s famous Piazza del Campo, the Duomo, and scenic narrow streets. The self-guided visit allows for personal discovery—many reviewers appreciated having enough time to soak in the city’s atmosphere and enjoy its unique medieval architecture.

Siena’s reputation for the Palio horse race and its UNESCO World Heritage status make it a must-see. The city’s pulsing historic heart comes alive as you wander its alleys, admire its intricate facades, and perhaps enjoy a coffee or gelato. Reviewers often mention how vibrant and atmospheric Siena feels, especially the striking contrasts between the bustling piazza and quiet side streets.

Final Stop: Chianti Wineries at Lornano

The tour winds down with a visit to Fattoria Lornano, a small estate renowned for producing the famous Black Rooster Chianti Classico. Here, the second wine tasting takes place—offering a chance to compare different vintages and styles. The estate emphasizes traditional methods, which many guests find adds depth to their appreciation of the wines.

Reviewers stress the superior quality of the wines, describing them as “delicious” and crafted with care. The farm’s history and commitment to tradition shine through in each glass, making the tasting both educational and enjoyable.

Wrapping Up the Day

After a full day of sightseeing, tasting, and feasting, you’ll return to Florence, often with a feeling of having experienced a true taste of Tuscany—its landscapes, flavors, and history all woven into one memorable journey.

What Makes This Tour Stand Out?

Knowledgeable Guides: The reviews highlight guides like Andre, who is praised for his enthusiasm, storytelling, and ability to personalize the experience. The fact that the tour is private means you get the attention and flexibility often missing from larger group outings.

Authentic Food & Drink: The lunch at a family-run farm, along with tastings of Chianti, Super Tuscan, balsamic vinegar, truffle, and olive oil, offer a genuine taste of Tuscany. Many reviewers emphasize the quality of the wines and the delicious local cuisine.

Variety & Balance: Covering medieval towns, castles, and vibrant cities, this tour offers a well-rounded picture of Tuscany, combining history, culture, food, and wine. The mix of self-guided exploration and guided tastings appeals to those who like a personalized experience.

Comfort & Convenience: The private, air-conditioned transport makes the day comfortable, with the added perk of door-to-door pickup. The timing is thoughtfully structured to maximize sightseeing without fatigue.

Price & Value: At roughly $311 per person, the tour offers a full day packed with experiences—making it a solid value for travelers wanting an all-in-one taste of Tuscany. The thoughtful mix of activities and expert guidance make it feel worth every penny.

Who Would Love This Tour?

This trip is ideal for travelers who crave authentic Tuscan experiences without the hassle of planning multiple trips. It suits those interested in history, medieval towns, and castles, coupled with wine lovers eager to taste Chianti’s finest.

It’s also perfect for private groups or couples seeking a personalized, intimate day. Those with an appreciation for local food, craftsmanship, and scenic landscapes will find this tour hits all the right notes. If you prefer a relaxed pace with plenty of opportunities for photos, indulgence, and storytelling, this is a fantastic pick.

FAQ

Is the tour suitable for all ages?
Yes, most travelers of all ages can participate. The tour is private and flexible, so you can tailor activities if needed.

What is included in the price?
The price covers private transportation, guided driver, bottled water, lunch with Tuscan specialties, and two wine tastings at different wineries.

Are the stops self-guided or guided?
San Gimignano, Siena, and Monteriggioni are self-guided visits, giving you time to explore at your own pace, while the winery visits include guided tastings.

How long is the drive between stops?
The itinerary is designed for comfort, with most drives around 30-60 minutes, allowing for scenic views and informative commentary.

Is the experience suitable for wine novices?
Absolutely. The tastings are informative and friendly, often emphasizing proper etiquette and offering insights into winemaking.

Are meals included?
Yes, a Tuscan farmhouse lunch is included, featuring local dishes and a variety of wines.

Can I customize the itinerary?
Since it’s a private tour, flexibility is possible—discuss your preferences with your guide beforehand.

What should I wear?
Comfortable shoes for walking and weather-appropriate clothing are recommended. The tour takes place mostly outdoors.

Will transportation be comfortable?
Yes, the vehicle is air-conditioned, ensuring a comfortable ride during the day’s travels.

What’s the best time of year for this tour?
While the tour operates year-round, spring and autumn offer the best weather and vineyard scenery, but it’s enjoyable anytime.

To sum it up, this private “Francigena Way” tour offers a thoughtfully curated slice of Tuscany—combining history, picturesque towns, wine, and food into a single day. It’s perfect for travelers who want a personalized experience that balances sightseeing with authentic tastings. With friendly guides, delicious food, and stunning scenery, it’s a memorable way to deepen your connection to Tuscany’s soul. If you’re after a comprehensive, immersive day that showcases the best of Chianti’s cultural and culinary riches, this tour is a superb choice.