If you’re considering a private day trip from Florence that marries history, stunning scenery, and excellent wine, this Tuscany excursion might just be your type of adventure. While we haven’t personally taken this exact tour, the detailed reviews, itinerary, and features paint a compelling picture of what you can expect. It’s designed for those who want a flexible, intimate experience—no crowded groups, no rushed schedules—just personalized time to soak in Tuscany’s beauty.
Two things that stand out about this tour are its focus on notable landmarks like the Florence American Cemetery and the opportunity for wine tasting in Chianti—both of which add meaningful layers to your day. Plus, the fact that it’s private means you can tailor the experience to your interests, which is a real plus. On the flip side, a possible consideration is the cost, which is on the higher side, but that’s typical for private excursions with a personal driver.
This tour is ideal if you’re someone who appreciates a mix of history, scenic views, and wine, and if you prefer a day that’s customized rather than cookie-cutter. It’s a good fit for travelers who value comfort and flexibility, and who want to explore beyond the typical tourist spots without the hassle of planning every detail themselves.
- Key Points
- An Inside Look at the Itinerary
- Starting with History: Florence American Cemetery
- Medieval Charm at Montefioralle
- The Heart of Chianti: Greve in Chianti
- Breathtaking Views from Michelangelo Square
- A Tasting of Tuscan Flavors at Casa Emma
- The Flexibility of a Private Tour
- Transportation & Duration
- Price and Value
- Real Experiences from Travelers
- Practical Tips for Your Day
- Who This Tour Is Best For
- Private Tuscany Excursion. Florence American Cemetery, Greve in Chianti, Winery
- FAQs
- More Private Tours in Florence
- More Tours in Florence
- More Tour Reviews in Florence
- More Florence experiences we've covered
Key Points

- Private experience: Personal driver and flexible schedule make for a relaxed, tailored day.
- Historical focus: The Florence American Cemetery offers poignant WWII history.
- Scenic spots: Panoramic views from Michelangelo Square and Montefioralle Castle are unforgettable.
- Wine & food: Enjoy a delicious lunch and wine tasting at a local Chianti winery, with options to visit more wineries or charming villages.
- Customizable itinerary: You can prioritize your preferred stops or add extra tastings.
- Cost considerations: Priced at around $393.58 per person, the value depends on your interest in private, curated experiences.
An Inside Look at the Itinerary

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Starting with History: Florence American Cemetery
Your day begins at the Florence American Cemetery, built as a memorial for American soldiers who lost their lives during WWII. It’s a striking site, offering a moment of reflection in a peaceful valley just outside Florence. From the reviews, we gather that visitors find it both moving and well-maintained, and it’s a great way to start your day with a dose of history.
Medieval Charm at Montefioralle
Next up is Castello di Montefioralle, a tiny medieval village perched atop a hill. Built around 1200, this spot once served as a castle for soldiers, but today it’s a charming, quiet place to explore. We love the idea of wandering through narrow alleys and taking in sweeping views of the Chianti landscape. The visit is brief—about 15 minutes—but enough to capture the essence of old Tuscany.
The Heart of Chianti: Greve in Chianti
The tour then moves to Greve in Chianti, often called the “capital” of the Chianti wine region. It’s a lively town with a central square lined with arcades—perfect for a stroll, some window shopping, or just soaking up local atmosphere. This stop gives you a taste of local life and a chance to admire the region’s famous wines and landscapes.
Breathtaking Views from Michelangelo Square
Of course, no trip to Florence is complete without a visit to Piazzale Michelangelo. From this hilltop vantage point, you’ll enjoy some of the best panoramic views of Florence cityscape—think iconic red rooftops and the Duomo standing proudly amid the skyline. It’s a quick stop, but one that’s well worth the effort for the photo ops and fresh air.
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A Tasting of Tuscan Flavors at Casa Emma
The highlight for many is the lunch and wine tasting at Casa Emma, a cozy winery in Chianti. Here, you get a chance to explore the cellar and indulge in a hearty meal paired with local wines. The cost of lunch and tasting isn’t included, but many travelers find it’s money well spent for authentic flavors and a relaxed setting. If late booking prevents a reservation, your driver can suggest other good wineries nearby, ensuring you still enjoy a quality experience.
The Flexibility of a Private Tour

One of the most appreciated features is the ability to customize your afternoon. Whether you want to linger longer at a winery, explore another town like Castellina in Chianti, or skip a stop altogether, this tour offers that flexibility. The private driver, who speaks fluent English, can adapt the schedule so you get the most out of your day.
Transportation & Duration
The entire experience lasts about 8 hours, starting at 9 AM, with comfortable, air-conditioned private transport. The small group size (essentially just your party) means you won’t be fighting for space or feeling hurried. Reviews highlight the attentiveness of the driver, with Marco being specifically mentioned as friendly and attentive.
Price and Value
At roughly $393.58 per person, the cost is on the higher end, but it’s comparable to other private tours of similar length and scope. What you’re paying for is the convenience, personalized itinerary, and the intimate nature of the experience. For those who value comfort and exclusive access over group discounts, this could be a worthwhile investment.
Real Experiences from Travelers

One reviewer, Peter_T, shared that Marco was “very attentive and friendly,” making the day even more enjoyable. His recommendation underscores the importance of the driver’s attitude and knowledge in making the experience memorable. Many travelers appreciate the carefully curated stops, especially the stunning panoramic views and the opportunity to taste excellent wines in scenic settings.
Practical Tips for Your Day
- Book early: The tour is often booked 19 days in advance, so plan ahead if you’re set on this experience.
- Consider adding extra tastings: If you’re a wine enthusiast, ask about visiting additional wineries or extending your tasting experience.
- Be mindful of the cost: Lunch and wine tasting are at your own expense, so budget accordingly.
- Dress comfortably: Expect some walking, especially at the medieval village and viewpoints.
- Bring your camera: The views from Montefioralle and Michelangelo Square are picture-perfect.
Who This Tour Is Best For

This private Tuscany excursion suits travelers who value tailored experiences and are happy to pay a premium for comfort, flexibility, and private transportation. It’s ideal for those interested in history, scenic views, and wine, and who prefer a slower-paced, relaxed day rather than a packed group tour. If you’re traveling with others and want a personalized, memorable day in Tuscany, this experience could be just right.
Private Tuscany Excursion. Florence American Cemetery, Greve in Chianti, Winery
“Marco was great! Very attentive and friendly”
FAQs
Is this tour suitable for families or children?
While the tour isn’t explicitly marketed as family-friendly, the stops—like the medieval village and scenic viewpoints—are safe and interesting for older children. Keep in mind the long drive and walking involved, so plan accordingly.
What is included in the price?
The price covers private transportation and a driver fluent in English. Lunch and wine tastings are not included but can be arranged at your expense.
Can I customize the stops or itinerary?
Yes, this is a private tour, so your driver can adapt the schedule based on your preferences, whether you want more winery visits or additional sightseeing.
How long is the tour?
The tour lasts approximately 8 hours, starting at 9 AM and ending in the late afternoon.
Is there a minimum number of people required?
This is a private tour for your group only, so there’s no minimum other than booking for your party.
What’s the cancellation policy?
You can cancel up to 24 hours in advance for a full refund, making it flexible if your plans change.
In the end, this private Tuscany excursion offers a well-balanced mix of poignant history, stunning vistas, and wine delights—all personalized for a more intimate experience. It’s suited for those who want to savor Tuscany at their own pace and are willing to invest in a memorable, customized day. If that sounds like your kind of trip, it’s worth considering.
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