Private Tuscany Excursion. Florence American Cemetery, Greve in Chianti, Winery

If you’re planning a trip to Florence and want to venture beyond its famed Renaissance treasures, this private Tuscany excursion offers a well-rounded taste of the region’s history, scenery, and wine culture. Designed for those who appreciate personalized experiences, this tour promises a flexible itinerary led by a fluent English-speaking driver, giving you the freedom to tailor your day.

What we love about this experience is its combination of stunning viewpoints—from Michelangelo Square to Chianti hilltops—and the chance to visit a poignant WWII memorial, which adds a meaningful touch to your day. The inclusion of a delicious lunch and optional wine tastings makes it both satisfying and indulgent.

A small caveat is that some activities, like the wine tasting at Casa Emma, are contingent on availability, so planning ahead ensures you don’t miss out on the culinary highlights. This tour is particularly well-suited for travelers seeking an intimate, flexible way to explore Tuscany’s countryside while savoring its flavors and history.

Key Points

• Customizable private tour provides flexibility to focus on your interests.
• Stunning vistas from Michelangelo Square and hilltop villages offer perfect photo opportunities.
• The tour includes a meaningful visit to the Florence American Cemetery, honoring WWII soldiers.
• Excellent value considering the personalized service, scenic stops, and optional tastings.
• A delicious Tuscan lunch at a local winery enhances the full experience.
• Ideal for travelers who want an authentic, relaxed day in Tuscany without the crowds.

An Honest Look at the Experience

This private Tuscany tour runs around 8 hours and begins with convenient pickup in Florence. Having your own driver means you avoid the hassle of navigating public transport or large group tours. Instead, you get a tailored experience, with the driver acting as both guide and chauffeur.

The Itinerary in Detail

Stop 1: Florence American Cemetery
Your journey starts with a visit to this monumental WWII memorial, built to honor American soldiers who lost their lives during the war. Set in a beautiful valley close to Florence, it’s a sobering reminder of history amid the peaceful Tuscan landscape. The visit lasts about 15 minutes and is free of charge. It’s a meaningful stop that adds depth to your understanding of the region’s past.

Stop 2: Castello di Montefioralle
Next, you’ll explore this medieval hilltop village dating back to the 1200s. Once a fortress for soldiers, today it’s a charming spot with narrow streets and sweeping views of the Chianti valley. The 15-minute visit allows you to soak in the history and snap photos of the picturesque setting. It’s a genuine slice of old Tuscany, not overly commercialized.

Stop 3: Greve in Chianti
The heart of the Chianti wine region, this town’s central square is perfect for a leisurely stroll under arcades, browsing local shops, and soaking in the rural ambiance. You’ll spend about 30 minutes here, giving you time to explore or grab a quick coffee. It’s an ideal spot to feel the local vibe and see how wine country life unfolds.

Stop 4: Scenic View from Michelangelo Square
No visit to Florence is complete without stopping at Piazzale Michelangelo. This famous viewpoint offers an unforgettable panoramic view of Florence, with the city’s rooftops, domes, and bell towers sprawling below. Ten minutes here is enough to take in the vista and take some memorable photos. It’s a must-see for first-timers and seasoned travelers alike.

Optional Lunch & Tasting at Casa Emma
The highlight for many is the lunch and wine tasting at a local winery, Casa Emma. You’ll get a chance to see the cellar and enjoy regional dishes paired with excellent wines—though this is an additional expense and depends on availability. If Casa Emma isn’t available, your driver will suggest another reputable winery nearby. It’s a relaxed, authentic way to experience Tuscan flavors firsthand.

Extra Options
Depending on your interests, you can opt for a second winery tasting or visit the charming hilltop town of Castellina in Chianti. This flexibility allows you to focus more on wine, scenery, or cultural exploration, making the day uniquely yours.

What Travelers Say

One delighted traveler called their guide “great,” noting how attentive and friendly Marco was, which underscores the value of a private tour with a personable driver. Another reviewer mentioned that the views from Michelangelo Square and the wine selection were particularly impressive, adding to a memorable experience.

Comfort and Convenience

The vehicle is air-conditioned, ensuring comfort throughout the day, especially during warmer months. The private nature of the tour means no waiting for others or rigid schedules—perfect for those who prefer a relaxed, tailored experience.

Price and Value

At $393.58 per person, this tour may seem a bit pricier than group options, but the personalized attention, flexible itinerary, and exclusive access to sites justify the expense, especially for couples or small groups seeking an intimate experience. The inclusion of premium viewpoints and the opportunity to customize your afternoon make it a worthwhile investment in your Tuscany memories.

Who Is This Tour Best For?

This excursion suits travelers who value privacy and customization. If you’re interested in history combined with scenic beauty and enjoy wine tasting at your own pace, this will tick all your boxes. It’s also ideal for those who want a relaxed, intimate experience without the crowds of larger tour groups.

People who appreciate stunning views and are keen on authentic rural visits will find this tour particularly rewarding. However, those looking for a very structured, tightly scheduled activity might prefer more rigid group options or larger tours.

The Sum Up

This private Tuscany excursion offers a balanced blend of history, scenic vistas, and wine culture, all delivered in a flexible and personal format. The focus on authentic experiences—from the WWII memorial to hilltop villages and local wineries—adds depth and authenticity that larger, more cookie-cutter tours often lack.

You’ll appreciate the unparalleled views, especially from Michelangelo Square and the Chianti countryside. The opportunity to customize your afternoon makes this a versatile choice, whether you want more wine tasting, a visit to a charming town, or simply more time soaking in the landscapes.

The personal driver and private setup ensure a relaxed, intimate day, perfect for couples, small groups, or anyone seeking a more genuine Tuscan experience. The value is clear when considering the comfort, flexibility, and quality of sights and tastes included.

If your goal is to enjoy Tuscany’s beauty at your own pace, with meaningful stops and excellent scenery, this tour is a smart, satisfying way to do it.

FAQ

Is the tour suitable for all ages?
Yes, most travelers can participate, and it’s suited for those who enjoy scenic drives, historical sites, and wine tasting.

What is included in the price?
The fee covers private transportation, an air-conditioned vehicle, and a personalized driver. It does not include lunch or wine tasting, which are optional and paid separately.

Can I customize the itinerary?
Yes, as a private tour, it allows you to select or skip certain stops based on your preferences.

How long is the tour?
It lasts approximately 8 hours, starting at 9:00 am.

Is there a recommended time to book?
Most travelers book about 19 days in advance, but sooner is better to secure availability, especially for lunch and wine tastings.

Are there any additional costs?
Yes, lunch and wine tastings are not included in the price and depend on availability. They are paid at the venues.

How do I get to the meeting point?
The tour starts with pickup in Florence; details are arranged upon booking. It’s near public transportation options.

What happens if I need to cancel?
You can cancel for free up to 24 hours before the start, with a full refund.

Is parking available at the stops?
As the tour is private and vehicle-based, parking is generally available at each site, but specific arrangements are handled by your driver.

Can I extend the tour or add extra stops?
Yes, with private arrangements, your driver can accommodate additional requests if planned in advance.

This private Tuscany excursion strikes a wonderful balance: it’s relaxed yet rich in sights, history, and taste—all wrapped in a flexible, intimate package. For those wanting an authentic slice of Tuscany with a personal touch, it’s definitely worth considering.